TY  - JOUR
AU  - Jakšić, Jovana
AU  - Milinković, Evgenija
AU  - Cvetanović, Katarina
AU  - Tokić Vujošević, Zorana
AU  - Jovanov, Vladislav
AU  - Mitrović, Aleksandra D.
AU  - Maslak, Veselin
PY  - 2024
UR  - https://pubs.rsc.org/en/content/articlelanding/2024/cp/d3cp04322c
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6422
AB  - In this study,we conducted a comprehensive investigation of newly synthesized fullerene derivatives developed for potential application in perovskite solar cells (PSCs). We explored three novel dihydrofuran-fused C60 fullerene derivatives (13, 14, and 15) that we respecifically designed to enhance solubility and interaction with the substrate, fluorine-dopedtinoxide (FTO). A comparative analysis was performed, with reference to the widely used phenyl-C61-butyric acid methyl ester (PCBM) and compound 12, from which 13, 14, and 15 are derived, to assess the impact of sugar units on materials properties.The synthesized compounds demonstrated significant solubility in common organic solvents, a critical factor in their potential application in wet-processed PSCs. Our investigation included electrochemical property analysis, thin film deposition, surface characterization, and electrochemical impedance spectroscopy (EIS). EIS measurements unveiled key in sights into charge transfer properties at the electrode/electrolyte interface, making the compounds attractive candidates for electron transport layers (ETLs) in PSCs.
T2  - Physical Chemistry Chemical Physics
T1  - Exploring fullerene derivatives for optoelectronic applications: synthesis and characterization study
VL  - 26
IS  - 1
SP  - 517
EP  - 523
DO  - 10.1039/D3CP04322C
ER  - 

@article{
author = "Jakšić, Jovana and Milinković, Evgenija and Cvetanović, Katarina and Tokić Vujošević, Zorana and Jovanov, Vladislav and Mitrović, Aleksandra D. and Maslak, Veselin",
year = "2024",
abstract = "In this study,we conducted a comprehensive investigation of newly synthesized fullerene derivatives developed for potential application in perovskite solar cells (PSCs). We explored three novel dihydrofuran-fused C60 fullerene derivatives (13, 14, and 15) that we respecifically designed to enhance solubility and interaction with the substrate, fluorine-dopedtinoxide (FTO). A comparative analysis was performed, with reference to the widely used phenyl-C61-butyric acid methyl ester (PCBM) and compound 12, from which 13, 14, and 15 are derived, to assess the impact of sugar units on materials properties.The synthesized compounds demonstrated significant solubility in common organic solvents, a critical factor in their potential application in wet-processed PSCs. Our investigation included electrochemical property analysis, thin film deposition, surface characterization, and electrochemical impedance spectroscopy (EIS). EIS measurements unveiled key in sights into charge transfer properties at the electrode/electrolyte interface, making the compounds attractive candidates for electron transport layers (ETLs) in PSCs.",
journal = "Physical Chemistry Chemical Physics",
title = "Exploring fullerene derivatives for optoelectronic applications: synthesis and characterization study",
volume = "26",
number = "1",
pages = "517-523",
doi = "10.1039/D3CP04322C"
}

Jakšić, J., Milinković, E., Cvetanović, K., Tokić Vujošević, Z., Jovanov, V., Mitrović, A. D.,& Maslak, V.. (2024). Exploring fullerene derivatives for optoelectronic applications: synthesis and characterization study. in Physical Chemistry Chemical Physics, 26(1), 517-523.
https://doi.org/10.1039/D3CP04322C

Jakšić J, Milinković E, Cvetanović K, Tokić Vujošević Z, Jovanov V, Mitrović AD, Maslak V. Exploring fullerene derivatives for optoelectronic applications: synthesis and characterization study. in Physical Chemistry Chemical Physics. 2024;26(1):517-523.
doi:10.1039/D3CP04322C .

Jakšić, Jovana, Milinković, Evgenija, Cvetanović, Katarina, Tokić Vujošević, Zorana, Jovanov, Vladislav, Mitrović, Aleksandra D., Maslak, Veselin, "Exploring fullerene derivatives for optoelectronic applications: synthesis and characterization study" in Physical Chemistry Chemical Physics, 26, no. 1 (2024):517-523,
https://doi.org/10.1039/D3CP04322C . .

TY  - JOUR
AU  - Djapovic, Milica
AU  - Apostolović, Danijela
AU  - Postic, Vojislava
AU  - Lujić, Tamara
AU  - Jovanović, Vesna
AU  - Stanić-Vučinić, Dragana
AU  - van Hage, Marianne
AU  - Maslak, Veselin
AU  - Ćirković-Veličković, Tanja
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6433
AB  - Manufactured nanoplastic particles (NPs) are indispensable for in vitro and in vivo testing and a health risk assessment of this emerging environmental contaminant is needed. The high surface area and inherent hydrophobicity of plastic materials makes the production of NPs devoid of any contaminants very challenging. In this study, we produced nanoprecipitated polyethylene terephthalate (PET) NPs (300 nm hydrodynamic diameter) with an overall yield of 0.76%. The presence of the ionic surfactant sodium dodecyl sulfate (SDS) was characterized by 1H NMR, where the relative ratio of NP/surfactant was monitored on the basis of the chemical shifts characteristic of PET and SDS. For a wide range of surfactant/NP ratios (17:100 to 1.2:100), the measured zeta potential changed from −42.10 to −34.93 mV, but with an NP concentration up to 100 μg/mL, no clear differences were observed in the cellular assays performed in protein-rich media on primary human cells. The remaining impurities contributed to the outcome of the biological assays applied in protein-free buffers, such as human red blood cell hemolysis. The presence of SDS increased the NP-induced hemolysis by 1.5% in protein-rich buffer and by 7.5% in protein-free buffer. As the size, shape, zeta potential, and contaminants of NPs may all be relevant parameters for the biological effects of NPs, the relative quantification of impurities exemplified in our work by the application of 1H NMR for PET NPs and the ionic surfactant SDS could be a valuable auxiliary method in the quality control of manufactured NPs.
PB  - MDPI
T2  - Polymers
T1  - Characterization of Nanoprecipitated PET Nanoplastics by 1H NMR and Impact of Residual Ionic Surfactant on Viability of Human Primary Mononuclear Cells and Hemolysis of Erythrocytes
VL  - 15
IS  - 24
SP  - 4703
DO  - 10.3390/polym15244703
ER  - 

@article{
author = "Djapovic, Milica and Apostolović, Danijela and Postic, Vojislava and Lujić, Tamara and Jovanović, Vesna and Stanić-Vučinić, Dragana and van Hage, Marianne and Maslak, Veselin and Ćirković-Veličković, Tanja",
year = "2023",
abstract = "Manufactured nanoplastic particles (NPs) are indispensable for in vitro and in vivo testing and a health risk assessment of this emerging environmental contaminant is needed. The high surface area and inherent hydrophobicity of plastic materials makes the production of NPs devoid of any contaminants very challenging. In this study, we produced nanoprecipitated polyethylene terephthalate (PET) NPs (300 nm hydrodynamic diameter) with an overall yield of 0.76%. The presence of the ionic surfactant sodium dodecyl sulfate (SDS) was characterized by 1H NMR, where the relative ratio of NP/surfactant was monitored on the basis of the chemical shifts characteristic of PET and SDS. For a wide range of surfactant/NP ratios (17:100 to 1.2:100), the measured zeta potential changed from −42.10 to −34.93 mV, but with an NP concentration up to 100 μg/mL, no clear differences were observed in the cellular assays performed in protein-rich media on primary human cells. The remaining impurities contributed to the outcome of the biological assays applied in protein-free buffers, such as human red blood cell hemolysis. The presence of SDS increased the NP-induced hemolysis by 1.5% in protein-rich buffer and by 7.5% in protein-free buffer. As the size, shape, zeta potential, and contaminants of NPs may all be relevant parameters for the biological effects of NPs, the relative quantification of impurities exemplified in our work by the application of 1H NMR for PET NPs and the ionic surfactant SDS could be a valuable auxiliary method in the quality control of manufactured NPs.",
publisher = "MDPI",
journal = "Polymers",
title = "Characterization of Nanoprecipitated PET Nanoplastics by 1H NMR and Impact of Residual Ionic Surfactant on Viability of Human Primary Mononuclear Cells and Hemolysis of Erythrocytes",
volume = "15",
number = "24",
pages = "4703",
doi = "10.3390/polym15244703"
}

Djapovic, M., Apostolović, D., Postic, V., Lujić, T., Jovanović, V., Stanić-Vučinić, D., van Hage, M., Maslak, V.,& Ćirković-Veličković, T.. (2023). Characterization of Nanoprecipitated PET Nanoplastics by 1H NMR and Impact of Residual Ionic Surfactant on Viability of Human Primary Mononuclear Cells and Hemolysis of Erythrocytes. in Polymers
MDPI., 15(24), 4703.
https://doi.org/10.3390/polym15244703

Djapovic M, Apostolović D, Postic V, Lujić T, Jovanović V, Stanić-Vučinić D, van Hage M, Maslak V, Ćirković-Veličković T. Characterization of Nanoprecipitated PET Nanoplastics by 1H NMR and Impact of Residual Ionic Surfactant on Viability of Human Primary Mononuclear Cells and Hemolysis of Erythrocytes. in Polymers. 2023;15(24):4703.
doi:10.3390/polym15244703 .

Djapovic, Milica, Apostolović, Danijela, Postic, Vojislava, Lujić, Tamara, Jovanović, Vesna, Stanić-Vučinić, Dragana, van Hage, Marianne, Maslak, Veselin, Ćirković-Veličković, Tanja, "Characterization of Nanoprecipitated PET Nanoplastics by 1H NMR and Impact of Residual Ionic Surfactant on Viability of Human Primary Mononuclear Cells and Hemolysis of Erythrocytes" in Polymers, 15, no. 24 (2023):4703,
https://doi.org/10.3390/polym15244703 . .

TY  - JOUR
AU  - Topakas, Evangelos
AU  - Siaperas, Romanos
AU  - Taxeidis, George
AU  - Makryniotis, Konstantinos
AU  - Guzik, Maciej
AU  - Maslak, Veselin
AU  - Beškoski, Vladimir
AU  - Lončarević, Branka
AU  - Ilić-Tomić, Tatjana
AU  - Milivojević, Dušan
AU  - Škaro Bogojević, Sanja
AU  - Pantelić, Brana
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5969
AB  - Polyurethanes (PUs) are an exceedingly heterogeneous group of plastic polymers, widely used in a variety of industries from construction to medical implants. In the past decades, we have witnessed the accumulation of PU waste and its detrimental environmental impacts. PUs have been identified as one of the most toxic polymers leaching hazardous compounds derived both from the polymer itself and the additives used in production. Further environmental impact assessment, identification and characterization of substances derived from PU materials and establishing efficient degradation strategies are crucial. Thus, a selection of eight synthetic model compounds which represent partial PU hydrolysis products were synthesized and characterized both in terms of toxicity and suitability to be used as substrates for the identification of novel biocatalysts for PU biodegradation. Overall, the compounds exhibited low in vitro cytotoxicity against a healthy human fibroblast cell line and virtually no toxic effect on the nematode Caenorhabditis elegans up to 500 µg mL−1, and two of the substrates showed moderate aquatic ecotoxicity with EC50 values 53 µg mL−1 and 45 µg mL−1, respectively, on Aliivibrio fischeri. The compounds were successfully applied to study the mechanism of ester and urethane bond cleaving preference of known plastic-degrading enzymes and were used to single out a novel PU-degrading biocatalyst, Amycolatopsis mediterranei ISP5501, among 220 microbial strains. A. mediterranei ISP5501 can also degrade commercially available polyether and polyester PU materials, reducing the average molecular number of the polymer up to 13.5%. This study uncovered a biocatalyst capable of degrading different types of PUs and identified potential enzymes responsible as a key step in developing biotechnological process for PU waste treatment options.
PB  - MDPI
T2  - Catalysts
T1  - Set of Small Molecule Polyurethane (PU) Model Substrates: Ecotoxicity Evaluation and Identification of PU Degrading Biocatalysts
VL  - 13
IS  - 2
SP  - 278
DO  - 10.3390/catal13020278
ER  - 

@article{
author = "Topakas, Evangelos and Siaperas, Romanos and Taxeidis, George and Makryniotis, Konstantinos and Guzik, Maciej and Maslak, Veselin and Beškoski, Vladimir and Lončarević, Branka and Ilić-Tomić, Tatjana and Milivojević, Dušan and Škaro Bogojević, Sanja and Pantelić, Brana",
year = "2023",
abstract = "Polyurethanes (PUs) are an exceedingly heterogeneous group of plastic polymers, widely used in a variety of industries from construction to medical implants. In the past decades, we have witnessed the accumulation of PU waste and its detrimental environmental impacts. PUs have been identified as one of the most toxic polymers leaching hazardous compounds derived both from the polymer itself and the additives used in production. Further environmental impact assessment, identification and characterization of substances derived from PU materials and establishing efficient degradation strategies are crucial. Thus, a selection of eight synthetic model compounds which represent partial PU hydrolysis products were synthesized and characterized both in terms of toxicity and suitability to be used as substrates for the identification of novel biocatalysts for PU biodegradation. Overall, the compounds exhibited low in vitro cytotoxicity against a healthy human fibroblast cell line and virtually no toxic effect on the nematode Caenorhabditis elegans up to 500 µg mL−1, and two of the substrates showed moderate aquatic ecotoxicity with EC50 values 53 µg mL−1 and 45 µg mL−1, respectively, on Aliivibrio fischeri. The compounds were successfully applied to study the mechanism of ester and urethane bond cleaving preference of known plastic-degrading enzymes and were used to single out a novel PU-degrading biocatalyst, Amycolatopsis mediterranei ISP5501, among 220 microbial strains. A. mediterranei ISP5501 can also degrade commercially available polyether and polyester PU materials, reducing the average molecular number of the polymer up to 13.5%. This study uncovered a biocatalyst capable of degrading different types of PUs and identified potential enzymes responsible as a key step in developing biotechnological process for PU waste treatment options.",
publisher = "MDPI",
journal = "Catalysts",
title = "Set of Small Molecule Polyurethane (PU) Model Substrates: Ecotoxicity Evaluation and Identification of PU Degrading Biocatalysts",
volume = "13",
number = "2",
pages = "278",
doi = "10.3390/catal13020278"
}

Topakas, E., Siaperas, R., Taxeidis, G., Makryniotis, K., Guzik, M., Maslak, V., Beškoski, V., Lončarević, B., Ilić-Tomić, T., Milivojević, D., Škaro Bogojević, S.,& Pantelić, B.. (2023). Set of Small Molecule Polyurethane (PU) Model Substrates: Ecotoxicity Evaluation and Identification of PU Degrading Biocatalysts. in Catalysts
MDPI., 13(2), 278.
https://doi.org/10.3390/catal13020278

Topakas E, Siaperas R, Taxeidis G, Makryniotis K, Guzik M, Maslak V, Beškoski V, Lončarević B, Ilić-Tomić T, Milivojević D, Škaro Bogojević S, Pantelić B. Set of Small Molecule Polyurethane (PU) Model Substrates: Ecotoxicity Evaluation and Identification of PU Degrading Biocatalysts. in Catalysts. 2023;13(2):278.
doi:10.3390/catal13020278 .

Topakas, Evangelos, Siaperas, Romanos, Taxeidis, George, Makryniotis, Konstantinos, Guzik, Maciej, Maslak, Veselin, Beškoski, Vladimir, Lončarević, Branka, Ilić-Tomić, Tatjana, Milivojević, Dušan, Škaro Bogojević, Sanja, Pantelić, Brana, "Set of Small Molecule Polyurethane (PU) Model Substrates: Ecotoxicity Evaluation and Identification of PU Degrading Biocatalysts" in Catalysts, 13, no. 2 (2023):278,
https://doi.org/10.3390/catal13020278 . .

TY  - JOUR
AU  - Jakšić, Jovana
AU  - Solymosi, Iris
AU  - Hirsch, Andreas
AU  - Pérez-Ojeda, M. Eugenia
AU  - Mitrović, Aleksandra D.
AU  - Maslak, Veselin
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6272
AB  - The synthesis and characterization of four dumbbell-shaped fullerene molecules connected by isosorbide and isomannide moieties is presented. Additionally, their electrochemical behavior and their ability to form complexes with [10]cycloparaphenylene ([10]CPP) were investigated. The cyclic voltammetry (CV) results of the fullerene dumbbells demonstrate a high electron affinity, indicating their strong interaction with electron-donating counterparts such as carbon nanorings, which possess complementary charge and shape properties. To study the thermodynamic and kinetic parameters of complexation, isothermal titration calorimetry (ITC) was employed. NMR titration experiments provided further insights into the binding stoichiometries. Two distinct approaches were utilized to create bridged structures: one based on cyclopropane and the other based on furan. Regardless of the type of linker used, all derivatives formed conventional 2 : 1 complexes denoted as [10]CPP2 ⊃C60derivative . However, the methano-dumbbell molecules exhibited distinct binding behavior, resulting in the formation of mono- and bis-pseudorotaxanes, as well as oligomers (polymers). The formation of linear polymers holds significant potential for applications in solar energy conversion processes.
PB  - John Wiley and Sons Inc
T2  - Chemistry (Weinheim an Der Bergstrasse, Germany)
T1  - Sugar-Bridged Fullerene Dumbbells and Their Interaction with the [10]Cycloparaphenylene Nanoring
VL  - 29
IS  - 44
SP  - e202301061
DO  - 10.1002/chem.202301061
ER  - 

@article{
author = "Jakšić, Jovana and Solymosi, Iris and Hirsch, Andreas and Pérez-Ojeda, M. Eugenia and Mitrović, Aleksandra D. and Maslak, Veselin",
year = "2023",
abstract = "The synthesis and characterization of four dumbbell-shaped fullerene molecules connected by isosorbide and isomannide moieties is presented. Additionally, their electrochemical behavior and their ability to form complexes with [10]cycloparaphenylene ([10]CPP) were investigated. The cyclic voltammetry (CV) results of the fullerene dumbbells demonstrate a high electron affinity, indicating their strong interaction with electron-donating counterparts such as carbon nanorings, which possess complementary charge and shape properties. To study the thermodynamic and kinetic parameters of complexation, isothermal titration calorimetry (ITC) was employed. NMR titration experiments provided further insights into the binding stoichiometries. Two distinct approaches were utilized to create bridged structures: one based on cyclopropane and the other based on furan. Regardless of the type of linker used, all derivatives formed conventional 2 : 1 complexes denoted as [10]CPP2 ⊃C60derivative . However, the methano-dumbbell molecules exhibited distinct binding behavior, resulting in the formation of mono- and bis-pseudorotaxanes, as well as oligomers (polymers). The formation of linear polymers holds significant potential for applications in solar energy conversion processes.",
publisher = "John Wiley and Sons Inc",
journal = "Chemistry (Weinheim an Der Bergstrasse, Germany)",
title = "Sugar-Bridged Fullerene Dumbbells and Their Interaction with the [10]Cycloparaphenylene Nanoring",
volume = "29",
number = "44",
pages = "e202301061",
doi = "10.1002/chem.202301061"
}

Jakšić, J., Solymosi, I., Hirsch, A., Pérez-Ojeda, M. E., Mitrović, A. D.,& Maslak, V.. (2023). Sugar-Bridged Fullerene Dumbbells and Their Interaction with the [10]Cycloparaphenylene Nanoring. in Chemistry (Weinheim an Der Bergstrasse, Germany)
John Wiley and Sons Inc., 29(44), e202301061.
https://doi.org/10.1002/chem.202301061

Jakšić J, Solymosi I, Hirsch A, Pérez-Ojeda ME, Mitrović AD, Maslak V. Sugar-Bridged Fullerene Dumbbells and Their Interaction with the [10]Cycloparaphenylene Nanoring. in Chemistry (Weinheim an Der Bergstrasse, Germany). 2023;29(44):e202301061.
doi:10.1002/chem.202301061 .

Jakšić, Jovana, Solymosi, Iris, Hirsch, Andreas, Pérez-Ojeda, M. Eugenia, Mitrović, Aleksandra D., Maslak, Veselin, "Sugar-Bridged Fullerene Dumbbells and Their Interaction with the [10]Cycloparaphenylene Nanoring" in Chemistry (Weinheim an Der Bergstrasse, Germany), 29, no. 44 (2023):e202301061,
https://doi.org/10.1002/chem.202301061 . .

TY  - JOUR
AU  - Jovanović, Miloš
AU  - Jovanović, Predrag
AU  - Tasić, Gordana
AU  - Simić, Milena R.
AU  - Maslak, Veselin
AU  - Rakić, Srđan
AU  - Rodić, Marko
AU  - Vlahović, Filip
AU  - Petković, Miloš
AU  - Savić, Vladimir
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6284
AB  - Enallenylamideshave been utilizedforthe synthesisof heterobicycle[4.2.0]octanederiva-tives via Ir/hν promoted[2+2] cycloadditionreaction.The reactionspecificallytargets the distaldoublebond of the allene moiety, and resultsin theexclusiveformationof thetransproduct.Theprocessis conductedat room temperatureand underan inert atmosphere.An extensivestudy on thesubstituentpropensitiesduringthe cycloadditionstep revealedvariableeffects.Electron-withdrawinggroupsconjugatedwith the doublebond participat-ing in the cycloadditioneither hinderedthe processor reducedits yield. Conversely, electron-donatingsubstituentsenhancedthe efficiency, resultinginproductyields rangingfrom 60% to 88%. Our studyalso demonstratedthe influenceof protectinggroupson the reactionpathway.
PB  - John Wiley and Sons Inc
T2  - Advanced Synthesis and Catalysis
T1  - Regio‐ and Stereoselective, Intramolecular [2+2] Cycloaddition of Allenes, Promoted by Visible Light Photocatalysis
VL  - 365
IS  - 15
SP  - 2516
EP  - 2523
DO  - 10.1002/adsc.202300301
ER  - 

@article{
author = "Jovanović, Miloš and Jovanović, Predrag and Tasić, Gordana and Simić, Milena R. and Maslak, Veselin and Rakić, Srđan and Rodić, Marko and Vlahović, Filip and Petković, Miloš and Savić, Vladimir",
year = "2023",
abstract = "Enallenylamideshave been utilizedforthe synthesisof heterobicycle[4.2.0]octanederiva-tives via Ir/hν promoted[2+2] cycloadditionreaction.The reactionspecificallytargets the distaldoublebond of the allene moiety, and resultsin theexclusiveformationof thetransproduct.Theprocessis conductedat room temperatureand underan inert atmosphere.An extensivestudy on thesubstituentpropensitiesduringthe cycloadditionstep revealedvariableeffects.Electron-withdrawinggroupsconjugatedwith the doublebond participat-ing in the cycloadditioneither hinderedthe processor reducedits yield. Conversely, electron-donatingsubstituentsenhancedthe efficiency, resultinginproductyields rangingfrom 60% to 88%. Our studyalso demonstratedthe influenceof protectinggroupson the reactionpathway.",
publisher = "John Wiley and Sons Inc",
journal = "Advanced Synthesis and Catalysis",
title = "Regio‐ and Stereoselective, Intramolecular [2+2] Cycloaddition of Allenes, Promoted by Visible Light Photocatalysis",
volume = "365",
number = "15",
pages = "2516-2523",
doi = "10.1002/adsc.202300301"
}

Jovanović, M., Jovanović, P., Tasić, G., Simić, M. R., Maslak, V., Rakić, S., Rodić, M., Vlahović, F., Petković, M.,& Savić, V.. (2023). Regio‐ and Stereoselective, Intramolecular [2+2] Cycloaddition of Allenes, Promoted by Visible Light Photocatalysis. in Advanced Synthesis and Catalysis
John Wiley and Sons Inc., 365(15), 2516-2523.
https://doi.org/10.1002/adsc.202300301

Jovanović M, Jovanović P, Tasić G, Simić MR, Maslak V, Rakić S, Rodić M, Vlahović F, Petković M, Savić V. Regio‐ and Stereoselective, Intramolecular [2+2] Cycloaddition of Allenes, Promoted by Visible Light Photocatalysis. in Advanced Synthesis and Catalysis. 2023;365(15):2516-2523.
doi:10.1002/adsc.202300301 .

Jovanović, Miloš, Jovanović, Predrag, Tasić, Gordana, Simić, Milena R., Maslak, Veselin, Rakić, Srđan, Rodić, Marko, Vlahović, Filip, Petković, Miloš, Savić, Vladimir, "Regio‐ and Stereoselective, Intramolecular [2+2] Cycloaddition of Allenes, Promoted by Visible Light Photocatalysis" in Advanced Synthesis and Catalysis, 365, no. 15 (2023):2516-2523,
https://doi.org/10.1002/adsc.202300301 . .

TY  - JOUR
AU  - Mitrović, Aleksandra D.
AU  - Milovanović, Jelena
AU  - Gurgul, Jacek
AU  - Žekić, Andrijana
AU  - Nikodinović-Runić, Jasmina
AU  - Maslak, Veselin
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6287
AB  - We present a novel approach for the enzymatic functionalization of graphene, utilizing horseradish peroxidase (HPO) and laccase (LC) from Trametes versicolor. This study demonstrates, for the first time, the covalent modification of non-homogeneous graphene with a low surface-to-volume ratio, both in solution and on solid support. Through thermogravimetry analysis, we estimate the degree of functionalization to be 11% with HPO and 4% with LC, attributed to the varying redox potentials of the enzymes. This work highlights the potential of enzymatic reactions for tailored functionalization of graphene under mild conditions.
PB  - Elsevier
T2  - Enzyme and Microbial Technology
T1  - Enzymatic functionalization of liquid phase exfoliated graphene using horseradish peroxidase and laccase
VL  - 170
SP  - 110293
DO  - 10.1016/j.enzmictec.2023.110293
ER  - 

@article{
author = "Mitrović, Aleksandra D. and Milovanović, Jelena and Gurgul, Jacek and Žekić, Andrijana and Nikodinović-Runić, Jasmina and Maslak, Veselin",
year = "2023",
abstract = "We present a novel approach for the enzymatic functionalization of graphene, utilizing horseradish peroxidase (HPO) and laccase (LC) from Trametes versicolor. This study demonstrates, for the first time, the covalent modification of non-homogeneous graphene with a low surface-to-volume ratio, both in solution and on solid support. Through thermogravimetry analysis, we estimate the degree of functionalization to be 11% with HPO and 4% with LC, attributed to the varying redox potentials of the enzymes. This work highlights the potential of enzymatic reactions for tailored functionalization of graphene under mild conditions.",
publisher = "Elsevier",
journal = "Enzyme and Microbial Technology",
title = "Enzymatic functionalization of liquid phase exfoliated graphene using horseradish peroxidase and laccase",
volume = "170",
pages = "110293",
doi = "10.1016/j.enzmictec.2023.110293"
}

Mitrović, A. D., Milovanović, J., Gurgul, J., Žekić, A., Nikodinović-Runić, J.,& Maslak, V.. (2023). Enzymatic functionalization of liquid phase exfoliated graphene using horseradish peroxidase and laccase. in Enzyme and Microbial Technology
Elsevier., 170, 110293.
https://doi.org/10.1016/j.enzmictec.2023.110293

Mitrović AD, Milovanović J, Gurgul J, Žekić A, Nikodinović-Runić J, Maslak V. Enzymatic functionalization of liquid phase exfoliated graphene using horseradish peroxidase and laccase. in Enzyme and Microbial Technology. 2023;170:110293.
doi:10.1016/j.enzmictec.2023.110293 .

Mitrović, Aleksandra D., Milovanović, Jelena, Gurgul, Jacek, Žekić, Andrijana, Nikodinović-Runić, Jasmina, Maslak, Veselin, "Enzymatic functionalization of liquid phase exfoliated graphene using horseradish peroxidase and laccase" in Enzyme and Microbial Technology, 170 (2023):110293,
https://doi.org/10.1016/j.enzmictec.2023.110293 . .

TY  - JOUR
AU  - Jovanović, Miloš
AU  - Simić, Milena R.
AU  - Petković, Miloš
AU  - Tasić, Gordana
AU  - Maslak, Veselin
AU  - Jovanović, Predrag M.
AU  - Savić, Vladimir
PY  - 2022
UR  - https://onlinelibrary.wiley.com/doi/abs/10.1002/jhet.4472
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5204
AB  - A photochemically promoted intramolecular cyclization of aryl-, vinyl-, and alkyliodo allenes has been developed. The optimal conditions employed [Ir(ppy)2(dtbbpy)]PF6 (1 mol%) as catalyst affording products with high exo selectivity in moderate to good yields. Chiral substrates showed diastereoselectivity of up to 95/5 favoring trans product.
PB  - Wiley
T2  - Journal of Heterocyclic Chemistry
T1  - Highly exo selective, photochemically promoted cyclization of iodoallene derivatives
VL  - 59
IS  - 8
SP  - 1435
EP  - 1440
DO  - 10.1002/jhet.4472
ER  - 

@article{
author = "Jovanović, Miloš and Simić, Milena R. and Petković, Miloš and Tasić, Gordana and Maslak, Veselin and Jovanović, Predrag M. and Savić, Vladimir",
year = "2022",
abstract = "A photochemically promoted intramolecular cyclization of aryl-, vinyl-, and alkyliodo allenes has been developed. The optimal conditions employed [Ir(ppy)2(dtbbpy)]PF6 (1 mol%) as catalyst affording products with high exo selectivity in moderate to good yields. Chiral substrates showed diastereoselectivity of up to 95/5 favoring trans product.",
publisher = "Wiley",
journal = "Journal of Heterocyclic Chemistry",
title = "Highly exo selective, photochemically promoted cyclization of iodoallene derivatives",
volume = "59",
number = "8",
pages = "1435-1440",
doi = "10.1002/jhet.4472"
}

Jovanović, M., Simić, M. R., Petković, M., Tasić, G., Maslak, V., Jovanović, P. M.,& Savić, V.. (2022). Highly exo selective, photochemically promoted cyclization of iodoallene derivatives. in Journal of Heterocyclic Chemistry
Wiley., 59(8), 1435-1440.
https://doi.org/10.1002/jhet.4472

Jovanović M, Simić MR, Petković M, Tasić G, Maslak V, Jovanović PM, Savić V. Highly exo selective, photochemically promoted cyclization of iodoallene derivatives. in Journal of Heterocyclic Chemistry. 2022;59(8):1435-1440.
doi:10.1002/jhet.4472 .

Jovanović, Miloš, Simić, Milena R., Petković, Miloš, Tasić, Gordana, Maslak, Veselin, Jovanović, Predrag M., Savić, Vladimir, "Highly exo selective, photochemically promoted cyclization of iodoallene derivatives" in Journal of Heterocyclic Chemistry, 59, no. 8 (2022):1435-1440,
https://doi.org/10.1002/jhet.4472 . .

TY  - DATA
AU  - Đapović, Milica
AU  - Milivojević, Dušan
AU  - Ilić-Tomić, Tatjana
AU  - Lješević, Marija
AU  - Nikolaivits, Efstratios
AU  - Topakas, Evangelos
AU  - Maslak, Veselin
AU  - Nikodinović-Runić, Jasmina
PY  - 2021
UR  - https://www.sciencedirect.com/science/article/pii/S0045653521004744
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4410
PB  - Elsevier
T2  - Chemosphere
T1  - Supplementary data for the article: Djapovic, M.; Milivojevic, D.; Ilic-Tomic, T.; Lješević, M.; Nikolaivits, E.; Topakas, E.; Maslak, V.; Nikodinovic-Runic, J. Synthesis and Characterization of Polyethylene Terephthalate (PET) Precursors and Potential Degradation Products: Toxicity Study and Application in Discovery of Novel PETases. Chemosphere 2021, 275, 130005. https://doi.org/10.1016/j.chemosphere.2021.130005.
UR  - https://hdl.handle.net/21.15107/rcub_cherry_4410
ER  - 

@misc{
author = "Đapović, Milica and Milivojević, Dušan and Ilić-Tomić, Tatjana and Lješević, Marija and Nikolaivits, Efstratios and Topakas, Evangelos and Maslak, Veselin and Nikodinović-Runić, Jasmina",
year = "2021",
publisher = "Elsevier",
journal = "Chemosphere",
title = "Supplementary data for the article: Djapovic, M.; Milivojevic, D.; Ilic-Tomic, T.; Lješević, M.; Nikolaivits, E.; Topakas, E.; Maslak, V.; Nikodinovic-Runic, J. Synthesis and Characterization of Polyethylene Terephthalate (PET) Precursors and Potential Degradation Products: Toxicity Study and Application in Discovery of Novel PETases. Chemosphere 2021, 275, 130005. https://doi.org/10.1016/j.chemosphere.2021.130005.",
url = "https://hdl.handle.net/21.15107/rcub_cherry_4410"
}

Đapović, M., Milivojević, D., Ilić-Tomić, T., Lješević, M., Nikolaivits, E., Topakas, E., Maslak, V.,& Nikodinović-Runić, J.. (2021). Supplementary data for the article: Djapovic, M.; Milivojevic, D.; Ilic-Tomic, T.; Lješević, M.; Nikolaivits, E.; Topakas, E.; Maslak, V.; Nikodinovic-Runic, J. Synthesis and Characterization of Polyethylene Terephthalate (PET) Precursors and Potential Degradation Products: Toxicity Study and Application in Discovery of Novel PETases. Chemosphere 2021, 275, 130005. https://doi.org/10.1016/j.chemosphere.2021.130005.. in Chemosphere
Elsevier..
https://hdl.handle.net/21.15107/rcub_cherry_4410

Đapović M, Milivojević D, Ilić-Tomić T, Lješević M, Nikolaivits E, Topakas E, Maslak V, Nikodinović-Runić J. Supplementary data for the article: Djapovic, M.; Milivojevic, D.; Ilic-Tomic, T.; Lješević, M.; Nikolaivits, E.; Topakas, E.; Maslak, V.; Nikodinovic-Runic, J. Synthesis and Characterization of Polyethylene Terephthalate (PET) Precursors and Potential Degradation Products: Toxicity Study and Application in Discovery of Novel PETases. Chemosphere 2021, 275, 130005. https://doi.org/10.1016/j.chemosphere.2021.130005.. in Chemosphere. 2021;.
https://hdl.handle.net/21.15107/rcub_cherry_4410 .

Đapović, Milica, Milivojević, Dušan, Ilić-Tomić, Tatjana, Lješević, Marija, Nikolaivits, Efstratios, Topakas, Evangelos, Maslak, Veselin, Nikodinović-Runić, Jasmina, "Supplementary data for the article: Djapovic, M.; Milivojevic, D.; Ilic-Tomic, T.; Lješević, M.; Nikolaivits, E.; Topakas, E.; Maslak, V.; Nikodinovic-Runic, J. Synthesis and Characterization of Polyethylene Terephthalate (PET) Precursors and Potential Degradation Products: Toxicity Study and Application in Discovery of Novel PETases. Chemosphere 2021, 275, 130005. https://doi.org/10.1016/j.chemosphere.2021.130005." in Chemosphere (2021),
https://hdl.handle.net/21.15107/rcub_cherry_4410 .

TY  - JOUR
AU  - Đapović, Milica
AU  - Milivojević, Dušan
AU  - Ilić-Tomić, Tatjana
AU  - Lješević, Marija
AU  - Nikolaivits, Efstratios
AU  - Topakas, Evangelos
AU  - Maslak, Veselin
AU  - Nikodinović-Runić, Jasmina
PY  - 2021
UR  - https://www.sciencedirect.com/science/article/pii/S0045653521004744
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4409
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4411
AB  - Polyethylene terephthalate (PET) is widely used material and as such became highly enriched in nature. It is generally considered inert and safe plastic, but due to the recent increased efforts to break-down PET using biotechnological approaches, we realized the scarcity of information about structural analysis of possible degradation products and their ecotoxicological assessment. Therefore, in this study, 11 compounds belonging to the group of PET precursors and possible degradation products have been comprehensively characterized. Seven of these compounds including 1-(2-hydroxyethyl)-4-methylterephthalate, ethylene glycol bis(methyl terephthalate), methyl bis(2-hydroxyethyl terephtahalate), 1,4-benzenedicarboxylic acid, 1,4-bis[2-[[4-(methoxycarbonyl)benzoyl]oxy]ethyl] ester and methyl tris(2-hydroxyethyl terephthalate) corresponding to mono-, 1.5-, di-, 2,5- and trimer of PET were synthetized and structurally characterized for the first time. In-silico druglikeness and physico-chemical properties of these compounds were predicted using variety of platforms. No antimicrobial properties were detected even at 1000 μg/mL. Ecotoxicological impact of the compounds against marine bacteria Allivibrio fischeri proved that the 6 out of 11 tested PET-associated compounds may be classified as harmful to aquatic microorganisms, with PET trimer being one of the most toxic. In comparison, most of the compounds were not toxic on human lung fibroblasts (MRC-5) at 200 μg/mL with inhibiting concentration (IC50) values of 30 μg/mL and 50 μg/mL determined for PET dimer and trimer. Only three of these compounds including PET monomer were toxic to nematode Caenorhabditis elegans at high concentration of 500 μg/mL. In terms of the applicative potential, PET dimer can be used as suitable substrate for the screening, identification and characterization of novel PET-depolymerizing enzymes.
PB  - Elsevier
T2  - Chemosphere
T2  - ChemosphereChemosphere
T1  - Synthesis and characterization of polyethylene terephthalate (PET) precursors and potential degradation products: Toxicity study and application in discovery of novel PETases
VL  - 275
SP  - 130005
DO  - 10.1016/j.chemosphere.2021.130005
ER  - 

@article{
author = "Đapović, Milica and Milivojević, Dušan and Ilić-Tomić, Tatjana and Lješević, Marija and Nikolaivits, Efstratios and Topakas, Evangelos and Maslak, Veselin and Nikodinović-Runić, Jasmina",
year = "2021",
abstract = "Polyethylene terephthalate (PET) is widely used material and as such became highly enriched in nature. It is generally considered inert and safe plastic, but due to the recent increased efforts to break-down PET using biotechnological approaches, we realized the scarcity of information about structural analysis of possible degradation products and their ecotoxicological assessment. Therefore, in this study, 11 compounds belonging to the group of PET precursors and possible degradation products have been comprehensively characterized. Seven of these compounds including 1-(2-hydroxyethyl)-4-methylterephthalate, ethylene glycol bis(methyl terephthalate), methyl bis(2-hydroxyethyl terephtahalate), 1,4-benzenedicarboxylic acid, 1,4-bis[2-[[4-(methoxycarbonyl)benzoyl]oxy]ethyl] ester and methyl tris(2-hydroxyethyl terephthalate) corresponding to mono-, 1.5-, di-, 2,5- and trimer of PET were synthetized and structurally characterized for the first time. In-silico druglikeness and physico-chemical properties of these compounds were predicted using variety of platforms. No antimicrobial properties were detected even at 1000 μg/mL. Ecotoxicological impact of the compounds against marine bacteria Allivibrio fischeri proved that the 6 out of 11 tested PET-associated compounds may be classified as harmful to aquatic microorganisms, with PET trimer being one of the most toxic. In comparison, most of the compounds were not toxic on human lung fibroblasts (MRC-5) at 200 μg/mL with inhibiting concentration (IC50) values of 30 μg/mL and 50 μg/mL determined for PET dimer and trimer. Only three of these compounds including PET monomer were toxic to nematode Caenorhabditis elegans at high concentration of 500 μg/mL. In terms of the applicative potential, PET dimer can be used as suitable substrate for the screening, identification and characterization of novel PET-depolymerizing enzymes.",
publisher = "Elsevier",
journal = "Chemosphere, ChemosphereChemosphere",
title = "Synthesis and characterization of polyethylene terephthalate (PET) precursors and potential degradation products: Toxicity study and application in discovery of novel PETases",
volume = "275",
pages = "130005",
doi = "10.1016/j.chemosphere.2021.130005"
}

Đapović, M., Milivojević, D., Ilić-Tomić, T., Lješević, M., Nikolaivits, E., Topakas, E., Maslak, V.,& Nikodinović-Runić, J.. (2021). Synthesis and characterization of polyethylene terephthalate (PET) precursors and potential degradation products: Toxicity study and application in discovery of novel PETases. in Chemosphere
Elsevier., 275, 130005.
https://doi.org/10.1016/j.chemosphere.2021.130005

Đapović M, Milivojević D, Ilić-Tomić T, Lješević M, Nikolaivits E, Topakas E, Maslak V, Nikodinović-Runić J. Synthesis and characterization of polyethylene terephthalate (PET) precursors and potential degradation products: Toxicity study and application in discovery of novel PETases. in Chemosphere. 2021;275:130005.
doi:10.1016/j.chemosphere.2021.130005 .

Đapović, Milica, Milivojević, Dušan, Ilić-Tomić, Tatjana, Lješević, Marija, Nikolaivits, Efstratios, Topakas, Evangelos, Maslak, Veselin, Nikodinović-Runić, Jasmina, "Synthesis and characterization of polyethylene terephthalate (PET) precursors and potential degradation products: Toxicity study and application in discovery of novel PETases" in Chemosphere, 275 (2021):130005,
https://doi.org/10.1016/j.chemosphere.2021.130005 . .

TY  - JOUR
AU  - Đapović, Milica
AU  - Milivojević, Dušan
AU  - Ilić-Tomić, Tatjana
AU  - Lješević, Marija
AU  - Nikolaivits, Efstratios
AU  - Topakas, Evangelos
AU  - Maslak, Veselin
AU  - Nikodinović-Runić, Jasmina
PY  - 2021
UR  - https://www.sciencedirect.com/science/article/pii/S0045653521004744
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4409
AB  - Polyethylene terephthalate (PET) is widely used material and as such became highly enriched in nature. It is generally considered inert and safe plastic, but due to the recent increased efforts to break-down PET using biotechnological approaches, we realized the scarcity of information about structural analysis of possible degradation products and their ecotoxicological assessment. Therefore, in this study, 11 compounds belonging to the group of PET precursors and possible degradation products have been comprehensively characterized. Seven of these compounds including 1-(2-hydroxyethyl)-4-methylterephthalate, ethylene glycol bis(methyl terephthalate), methyl bis(2-hydroxyethyl terephtahalate), 1,4-benzenedicarboxylic acid, 1,4-bis[2-[[4-(methoxycarbonyl)benzoyl]oxy]ethyl] ester and methyl tris(2-hydroxyethyl terephthalate) corresponding to mono-, 1.5-, di-, 2,5- and trimer of PET were synthetized and structurally characterized for the first time. In-silico druglikeness and physico-chemical properties of these compounds were predicted using variety of platforms. No antimicrobial properties were detected even at 1000 μg/mL. Ecotoxicological impact of the compounds against marine bacteria Allivibrio fischeri proved that the 6 out of 11 tested PET-associated compounds may be classified as harmful to aquatic microorganisms, with PET trimer being one of the most toxic. In comparison, most of the compounds were not toxic on human lung fibroblasts (MRC-5) at 200 μg/mL with inhibiting concentration (IC50) values of 30 μg/mL and 50 μg/mL determined for PET dimer and trimer. Only three of these compounds including PET monomer were toxic to nematode Caenorhabditis elegans at high concentration of 500 μg/mL. In terms of the applicative potential, PET dimer can be used as suitable substrate for the screening, identification and characterization of novel PET-depolymerizing enzymes.
PB  - Elsevier
T2  - Chemosphere
T2  - ChemosphereChemosphere
T1  - Synthesis and characterization of polyethylene terephthalate (PET) precursors and potential degradation products: Toxicity study and application in discovery of novel PETases
VL  - 275
SP  - 130005
DO  - 10.1016/j.chemosphere.2021.130005
ER  - 

@article{
author = "Đapović, Milica and Milivojević, Dušan and Ilić-Tomić, Tatjana and Lješević, Marija and Nikolaivits, Efstratios and Topakas, Evangelos and Maslak, Veselin and Nikodinović-Runić, Jasmina",
year = "2021",
abstract = "Polyethylene terephthalate (PET) is widely used material and as such became highly enriched in nature. It is generally considered inert and safe plastic, but due to the recent increased efforts to break-down PET using biotechnological approaches, we realized the scarcity of information about structural analysis of possible degradation products and their ecotoxicological assessment. Therefore, in this study, 11 compounds belonging to the group of PET precursors and possible degradation products have been comprehensively characterized. Seven of these compounds including 1-(2-hydroxyethyl)-4-methylterephthalate, ethylene glycol bis(methyl terephthalate), methyl bis(2-hydroxyethyl terephtahalate), 1,4-benzenedicarboxylic acid, 1,4-bis[2-[[4-(methoxycarbonyl)benzoyl]oxy]ethyl] ester and methyl tris(2-hydroxyethyl terephthalate) corresponding to mono-, 1.5-, di-, 2,5- and trimer of PET were synthetized and structurally characterized for the first time. In-silico druglikeness and physico-chemical properties of these compounds were predicted using variety of platforms. No antimicrobial properties were detected even at 1000 μg/mL. Ecotoxicological impact of the compounds against marine bacteria Allivibrio fischeri proved that the 6 out of 11 tested PET-associated compounds may be classified as harmful to aquatic microorganisms, with PET trimer being one of the most toxic. In comparison, most of the compounds were not toxic on human lung fibroblasts (MRC-5) at 200 μg/mL with inhibiting concentration (IC50) values of 30 μg/mL and 50 μg/mL determined for PET dimer and trimer. Only three of these compounds including PET monomer were toxic to nematode Caenorhabditis elegans at high concentration of 500 μg/mL. In terms of the applicative potential, PET dimer can be used as suitable substrate for the screening, identification and characterization of novel PET-depolymerizing enzymes.",
publisher = "Elsevier",
journal = "Chemosphere, ChemosphereChemosphere",
title = "Synthesis and characterization of polyethylene terephthalate (PET) precursors and potential degradation products: Toxicity study and application in discovery of novel PETases",
volume = "275",
pages = "130005",
doi = "10.1016/j.chemosphere.2021.130005"
}

Đapović, M., Milivojević, D., Ilić-Tomić, T., Lješević, M., Nikolaivits, E., Topakas, E., Maslak, V.,& Nikodinović-Runić, J.. (2021). Synthesis and characterization of polyethylene terephthalate (PET) precursors and potential degradation products: Toxicity study and application in discovery of novel PETases. in Chemosphere
Elsevier., 275, 130005.
https://doi.org/10.1016/j.chemosphere.2021.130005

Đapović M, Milivojević D, Ilić-Tomić T, Lješević M, Nikolaivits E, Topakas E, Maslak V, Nikodinović-Runić J. Synthesis and characterization of polyethylene terephthalate (PET) precursors and potential degradation products: Toxicity study and application in discovery of novel PETases. in Chemosphere. 2021;275:130005.
doi:10.1016/j.chemosphere.2021.130005 .

Đapović, Milica, Milivojević, Dušan, Ilić-Tomić, Tatjana, Lješević, Marija, Nikolaivits, Efstratios, Topakas, Evangelos, Maslak, Veselin, Nikodinović-Runić, Jasmina, "Synthesis and characterization of polyethylene terephthalate (PET) precursors and potential degradation products: Toxicity study and application in discovery of novel PETases" in Chemosphere, 275 (2021):130005,
https://doi.org/10.1016/j.chemosphere.2021.130005 . .

TY  - JOUR
AU  - Jakšić, Jovana
AU  - Mitrović, Aleksandra D.
AU  - Tokić-Vujošević, Zorana
AU  - Milčić, Miloš K.
AU  - Maslak, Veselin
PY  - 2021
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4714
AB  - In this study, β-keto esters as readily available bio-based building blocks were used to decorate the C60 sphere. Generally, cyclopropanated fullerene derivatives are obtained by the standard Bingel–Hirsch procedure. Herein, omitting the iodine from the reaction mixture and adding TEMPO afforded dihydrofuran fused C60 fullerene derivatives. The mechanism of the reaction shifted from nucleophilic aliphatic substitution to oxidative [3 + 2] cycloaddition via fullerenyl cations as an intermediate. This mechanism is proposed based on a series of control experiments with radical scavengers. Therefore, dihydrofuran-fused C60 derivatives were selectively obtained in good yields and their structures were established based on UV-Vis, IR, NMR spectroscopy and mass spectrometry. The electrochemical properties of the synthesized compounds were investigated by cyclic voltammetry. DFT calculations were performed in order to investigate the difference in stability, electronic properties and π-electron delocalization between methano and furano fullerenes.
PB  - Royal Society of Chemistry
T2  - RSC Advances
T1  - Selective formation of dihydrofuran fused [60] fullerene derivatives by TEMPO mediated [3 + 2] cycloaddition of medium chain β-keto esters to C60
VL  - 11
IS  - 47
SP  - 29426
EP  - 29432
DO  - 10.1039/D1RA03944J
ER  - 

@article{
author = "Jakšić, Jovana and Mitrović, Aleksandra D. and Tokić-Vujošević, Zorana and Milčić, Miloš K. and Maslak, Veselin",
year = "2021",
abstract = "In this study, β-keto esters as readily available bio-based building blocks were used to decorate the C60 sphere. Generally, cyclopropanated fullerene derivatives are obtained by the standard Bingel–Hirsch procedure. Herein, omitting the iodine from the reaction mixture and adding TEMPO afforded dihydrofuran fused C60 fullerene derivatives. The mechanism of the reaction shifted from nucleophilic aliphatic substitution to oxidative [3 + 2] cycloaddition via fullerenyl cations as an intermediate. This mechanism is proposed based on a series of control experiments with radical scavengers. Therefore, dihydrofuran-fused C60 derivatives were selectively obtained in good yields and their structures were established based on UV-Vis, IR, NMR spectroscopy and mass spectrometry. The electrochemical properties of the synthesized compounds were investigated by cyclic voltammetry. DFT calculations were performed in order to investigate the difference in stability, electronic properties and π-electron delocalization between methano and furano fullerenes.",
publisher = "Royal Society of Chemistry",
journal = "RSC Advances",
title = "Selective formation of dihydrofuran fused [60] fullerene derivatives by TEMPO mediated [3 + 2] cycloaddition of medium chain β-keto esters to C60",
volume = "11",
number = "47",
pages = "29426-29432",
doi = "10.1039/D1RA03944J"
}

Jakšić, J., Mitrović, A. D., Tokić-Vujošević, Z., Milčić, M. K.,& Maslak, V.. (2021). Selective formation of dihydrofuran fused [60] fullerene derivatives by TEMPO mediated [3 + 2] cycloaddition of medium chain β-keto esters to C60. in RSC Advances
Royal Society of Chemistry., 11(47), 29426-29432.
https://doi.org/10.1039/D1RA03944J

Jakšić J, Mitrović AD, Tokić-Vujošević Z, Milčić MK, Maslak V. Selective formation of dihydrofuran fused [60] fullerene derivatives by TEMPO mediated [3 + 2] cycloaddition of medium chain β-keto esters to C60. in RSC Advances. 2021;11(47):29426-29432.
doi:10.1039/D1RA03944J .

Jakšić, Jovana, Mitrović, Aleksandra D., Tokić-Vujošević, Zorana, Milčić, Miloš K., Maslak, Veselin, "Selective formation of dihydrofuran fused [60] fullerene derivatives by TEMPO mediated [3 + 2] cycloaddition of medium chain β-keto esters to C60" in RSC Advances, 11, no. 47 (2021):29426-29432,
https://doi.org/10.1039/D1RA03944J . .

TY  - DATA
AU  - Jakšić, Jovana
AU  - Mitrović, Aleksandra D.
AU  - Tokić-Vujošević, Zorana
AU  - Milčić, Miloš K.
AU  - Maslak, Veselin
PY  - 2021
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4717
PB  - Royal Society of Chemistry
T2  - RSC Advances
T1  - Supplementary data for the article: Jakšić, J.; Mitrović, A.; Vujošević, Z. T.; Milčić, M.; Maslak, V. Selective Formation of Dihydrofuran Fused [60] Fullerene Derivatives by TEMPO Mediated [3 + 2] Cycloaddition of Medium Chain β-Keto Esters to C60. RSC Adv. 2021, 11 (47), 29426–29432. https://doi.org/10.1039/D1RA03944J.
UR  - https://hdl.handle.net/21.15107/rcub_cherry_4717
ER  - 

@misc{
author = "Jakšić, Jovana and Mitrović, Aleksandra D. and Tokić-Vujošević, Zorana and Milčić, Miloš K. and Maslak, Veselin",
year = "2021",
publisher = "Royal Society of Chemistry",
journal = "RSC Advances",
title = "Supplementary data for the article: Jakšić, J.; Mitrović, A.; Vujošević, Z. T.; Milčić, M.; Maslak, V. Selective Formation of Dihydrofuran Fused [60] Fullerene Derivatives by TEMPO Mediated [3 + 2] Cycloaddition of Medium Chain β-Keto Esters to C60. RSC Adv. 2021, 11 (47), 29426–29432. https://doi.org/10.1039/D1RA03944J.",
url = "https://hdl.handle.net/21.15107/rcub_cherry_4717"
}

Jakšić, J., Mitrović, A. D., Tokić-Vujošević, Z., Milčić, M. K.,& Maslak, V.. (2021). Supplementary data for the article: Jakšić, J.; Mitrović, A.; Vujošević, Z. T.; Milčić, M.; Maslak, V. Selective Formation of Dihydrofuran Fused [60] Fullerene Derivatives by TEMPO Mediated [3 + 2] Cycloaddition of Medium Chain β-Keto Esters to C60. RSC Adv. 2021, 11 (47), 29426–29432. https://doi.org/10.1039/D1RA03944J.. in RSC Advances
Royal Society of Chemistry..
https://hdl.handle.net/21.15107/rcub_cherry_4717

Jakšić J, Mitrović AD, Tokić-Vujošević Z, Milčić MK, Maslak V. Supplementary data for the article: Jakšić, J.; Mitrović, A.; Vujošević, Z. T.; Milčić, M.; Maslak, V. Selective Formation of Dihydrofuran Fused [60] Fullerene Derivatives by TEMPO Mediated [3 + 2] Cycloaddition of Medium Chain β-Keto Esters to C60. RSC Adv. 2021, 11 (47), 29426–29432. https://doi.org/10.1039/D1RA03944J.. in RSC Advances. 2021;.
https://hdl.handle.net/21.15107/rcub_cherry_4717 .

Jakšić, Jovana, Mitrović, Aleksandra D., Tokić-Vujošević, Zorana, Milčić, Miloš K., Maslak, Veselin, "Supplementary data for the article: Jakšić, J.; Mitrović, A.; Vujošević, Z. T.; Milčić, M.; Maslak, V. Selective Formation of Dihydrofuran Fused [60] Fullerene Derivatives by TEMPO Mediated [3 + 2] Cycloaddition of Medium Chain β-Keto Esters to C60. RSC Adv. 2021, 11 (47), 29426–29432. https://doi.org/10.1039/D1RA03944J." in RSC Advances (2021),
https://hdl.handle.net/21.15107/rcub_cherry_4717 .

TY  - JOUR
AU  - Pavlović, Radoslav Z.
AU  - Mitrović, Aleksandra D.
AU  - Coldren, William H.
AU  - Bjelaković, Mira S.
AU  - Hadad, Christopher M.
AU  - Maslak, Veselin
AU  - Milić, Dragana
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2105
AB  - The reactivity of the C-2v-symmetric pentakisadduct of C-60 with azomethine ylides and conjugated dienes was studied experimentally and computationally. This derivative possesses four [6,6] double bonds, each with unique electrophilicity. The Diels-Alder reaction studied is a regiospecific, kinetically and thermodynamically guided [4 + 2] process producing [5:1]-hexaadducts with an octahedral addition pattern. The kinetically controlled Prato reaction gives a mixture of regioisomeric [5:1]-hexaadducts. The synthesis of geometrically well-defined supramolecular architectures may benefit from these new types of highly functionalized [5:1]-hexaadducts.
PB  - Amer Chemical Soc, Washington
T2  - Journal of Organic Chemistry
T1  - Cycloaddition Reactions of Azomethine Ylides and 1,3-Dienes on the C-2v-Symmetrical Pentakisadduct of C-60
VL  - 83
IS  - 4
SP  - 2166
EP  - 2172
DO  - 10.1021/acs.joc.7b03083
ER  - 

@article{
author = "Pavlović, Radoslav Z. and Mitrović, Aleksandra D. and Coldren, William H. and Bjelaković, Mira S. and Hadad, Christopher M. and Maslak, Veselin and Milić, Dragana",
year = "2018",
abstract = "The reactivity of the C-2v-symmetric pentakisadduct of C-60 with azomethine ylides and conjugated dienes was studied experimentally and computationally. This derivative possesses four [6,6] double bonds, each with unique electrophilicity. The Diels-Alder reaction studied is a regiospecific, kinetically and thermodynamically guided [4 + 2] process producing [5:1]-hexaadducts with an octahedral addition pattern. The kinetically controlled Prato reaction gives a mixture of regioisomeric [5:1]-hexaadducts. The synthesis of geometrically well-defined supramolecular architectures may benefit from these new types of highly functionalized [5:1]-hexaadducts.",
publisher = "Amer Chemical Soc, Washington",
journal = "Journal of Organic Chemistry",
title = "Cycloaddition Reactions of Azomethine Ylides and 1,3-Dienes on the C-2v-Symmetrical Pentakisadduct of C-60",
volume = "83",
number = "4",
pages = "2166-2172",
doi = "10.1021/acs.joc.7b03083"
}

Pavlović, R. Z., Mitrović, A. D., Coldren, W. H., Bjelaković, M. S., Hadad, C. M., Maslak, V.,& Milić, D.. (2018). Cycloaddition Reactions of Azomethine Ylides and 1,3-Dienes on the C-2v-Symmetrical Pentakisadduct of C-60. in Journal of Organic Chemistry
Amer Chemical Soc, Washington., 83(4), 2166-2172.
https://doi.org/10.1021/acs.joc.7b03083

Pavlović RZ, Mitrović AD, Coldren WH, Bjelaković MS, Hadad CM, Maslak V, Milić D. Cycloaddition Reactions of Azomethine Ylides and 1,3-Dienes on the C-2v-Symmetrical Pentakisadduct of C-60. in Journal of Organic Chemistry. 2018;83(4):2166-2172.
doi:10.1021/acs.joc.7b03083 .

Pavlović, Radoslav Z., Mitrović, Aleksandra D., Coldren, William H., Bjelaković, Mira S., Hadad, Christopher M., Maslak, Veselin, Milić, Dragana, "Cycloaddition Reactions of Azomethine Ylides and 1,3-Dienes on the C-2v-Symmetrical Pentakisadduct of C-60" in Journal of Organic Chemistry, 83, no. 4 (2018):2166-2172,
https://doi.org/10.1021/acs.joc.7b03083 . .

TY  - JOUR
AU  - Xie, Yun
AU  - Ilic, Stefan
AU  - Škaro, Sanja
AU  - Maslak, Veselin
AU  - Glušač, Ksenija D.
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2977
AB  - The excited-state heterolysis of acridinol-based derivatives leads to the release of the OH- ion and the formation of the corresponding acridinium cations. To evaluate the parameters that control the reaction barriers, the kinetics of excited-state OH- release from a series of acridinol photobases were studied using transient absorption spectroscopy. The rate constants were obtained in three solvents (methanol, butanol, and isobutanol), and the data were modeled using Marcus theory. The intrinsic reorganization energies obtained from these fits were found to correlate well with the solvent reorganization energies calculated using dielectric continuum model, suggesting that the excited-state OH- release occurs along the solvent reaction coordinate. Furthermore, the ability of acridinol photobases to photoinitiate chemical reactions was demonstrated using the Michael reaction between dimethylmalonate and nitrostyrene.
PB  - Amer Chemical Soc, Washington
T2  - Journal of Physical Chemistry. Part A: Molecules, Spectroscopy, Kinetics, Environment and General Theory
T1  - Excited-State Hydroxide Ion Release From a Series of Acridinol Photobases
VL  - 121
IS  - 2
SP  - 448
EP  - 457
DO  - 10.1021/acs.jpca.6b10980
ER  - 

@article{
author = "Xie, Yun and Ilic, Stefan and Škaro, Sanja and Maslak, Veselin and Glušač, Ksenija D.",
year = "2017",
abstract = "The excited-state heterolysis of acridinol-based derivatives leads to the release of the OH- ion and the formation of the corresponding acridinium cations. To evaluate the parameters that control the reaction barriers, the kinetics of excited-state OH- release from a series of acridinol photobases were studied using transient absorption spectroscopy. The rate constants were obtained in three solvents (methanol, butanol, and isobutanol), and the data were modeled using Marcus theory. The intrinsic reorganization energies obtained from these fits were found to correlate well with the solvent reorganization energies calculated using dielectric continuum model, suggesting that the excited-state OH- release occurs along the solvent reaction coordinate. Furthermore, the ability of acridinol photobases to photoinitiate chemical reactions was demonstrated using the Michael reaction between dimethylmalonate and nitrostyrene.",
publisher = "Amer Chemical Soc, Washington",
journal = "Journal of Physical Chemistry. Part A: Molecules, Spectroscopy, Kinetics, Environment and General Theory",
title = "Excited-State Hydroxide Ion Release From a Series of Acridinol Photobases",
volume = "121",
number = "2",
pages = "448-457",
doi = "10.1021/acs.jpca.6b10980"
}

Xie, Y., Ilic, S., Škaro, S., Maslak, V.,& Glušač, K. D.. (2017). Excited-State Hydroxide Ion Release From a Series of Acridinol Photobases. in Journal of Physical Chemistry. Part A: Molecules, Spectroscopy, Kinetics, Environment and General Theory
Amer Chemical Soc, Washington., 121(2), 448-457.
https://doi.org/10.1021/acs.jpca.6b10980

Xie Y, Ilic S, Škaro S, Maslak V, Glušač KD. Excited-State Hydroxide Ion Release From a Series of Acridinol Photobases. in Journal of Physical Chemistry. Part A: Molecules, Spectroscopy, Kinetics, Environment and General Theory. 2017;121(2):448-457.
doi:10.1021/acs.jpca.6b10980 .

Xie, Yun, Ilic, Stefan, Škaro, Sanja, Maslak, Veselin, Glušač, Ksenija D., "Excited-State Hydroxide Ion Release From a Series of Acridinol Photobases" in Journal of Physical Chemistry. Part A: Molecules, Spectroscopy, Kinetics, Environment and General Theory, 121, no. 2 (2017):448-457,
https://doi.org/10.1021/acs.jpca.6b10980 . .

TY  - JOUR
AU  - Xie, Yun
AU  - Ilic, Stefan
AU  - Škaro, Sanja
AU  - Maslak, Veselin
AU  - Glušač, Ksenija D.
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2382
AB  - The excited-state heterolysis of acridinol-based derivatives leads to the release of the OH- ion and the formation of the corresponding acridinium cations. To evaluate the parameters that control the reaction barriers, the kinetics of excited-state OH- release from a series of acridinol photobases were studied using transient absorption spectroscopy. The rate constants were obtained in three solvents (methanol, butanol, and isobutanol), and the data were modeled using Marcus theory. The intrinsic reorganization energies obtained from these fits were found to correlate well with the solvent reorganization energies calculated using dielectric continuum model, suggesting that the excited-state OH- release occurs along the solvent reaction coordinate. Furthermore, the ability of acridinol photobases to photoinitiate chemical reactions was demonstrated using the Michael reaction between dimethylmalonate and nitrostyrene.
PB  - Amer Chemical Soc, Washington
T2  - Journal of Physical Chemistry. Part A: Molecules, Spectroscopy, Kinetics, Environment and General Th
T1  - Excited-State Hydroxide Ion Release From a Series of Acridinol Photobases
VL  - 121
IS  - 2
SP  - 448
EP  - 457
DO  - 10.1021/acs.jpca.6b10980
ER  - 

@article{
author = "Xie, Yun and Ilic, Stefan and Škaro, Sanja and Maslak, Veselin and Glušač, Ksenija D.",
year = "2017",
abstract = "The excited-state heterolysis of acridinol-based derivatives leads to the release of the OH- ion and the formation of the corresponding acridinium cations. To evaluate the parameters that control the reaction barriers, the kinetics of excited-state OH- release from a series of acridinol photobases were studied using transient absorption spectroscopy. The rate constants were obtained in three solvents (methanol, butanol, and isobutanol), and the data were modeled using Marcus theory. The intrinsic reorganization energies obtained from these fits were found to correlate well with the solvent reorganization energies calculated using dielectric continuum model, suggesting that the excited-state OH- release occurs along the solvent reaction coordinate. Furthermore, the ability of acridinol photobases to photoinitiate chemical reactions was demonstrated using the Michael reaction between dimethylmalonate and nitrostyrene.",
publisher = "Amer Chemical Soc, Washington",
journal = "Journal of Physical Chemistry. Part A: Molecules, Spectroscopy, Kinetics, Environment and General Th",
title = "Excited-State Hydroxide Ion Release From a Series of Acridinol Photobases",
volume = "121",
number = "2",
pages = "448-457",
doi = "10.1021/acs.jpca.6b10980"
}

Xie, Y., Ilic, S., Škaro, S., Maslak, V.,& Glušač, K. D.. (2017). Excited-State Hydroxide Ion Release From a Series of Acridinol Photobases. in Journal of Physical Chemistry. Part A: Molecules, Spectroscopy, Kinetics, Environment and General Th
Amer Chemical Soc, Washington., 121(2), 448-457.
https://doi.org/10.1021/acs.jpca.6b10980

Xie Y, Ilic S, Škaro S, Maslak V, Glušač KD. Excited-State Hydroxide Ion Release From a Series of Acridinol Photobases. in Journal of Physical Chemistry. Part A: Molecules, Spectroscopy, Kinetics, Environment and General Th. 2017;121(2):448-457.
doi:10.1021/acs.jpca.6b10980 .

Xie, Yun, Ilic, Stefan, Škaro, Sanja, Maslak, Veselin, Glušač, Ksenija D., "Excited-State Hydroxide Ion Release From a Series of Acridinol Photobases" in Journal of Physical Chemistry. Part A: Molecules, Spectroscopy, Kinetics, Environment and General Th, 121, no. 2 (2017):448-457,
https://doi.org/10.1021/acs.jpca.6b10980 . .

TY  - DATA
AU  - Radivojević, Jelena
AU  - Škaro, Sanja
AU  - Šenerović, Lidija
AU  - Vasiljević, Branka
AU  - Guzik, Maciej
AU  - Kenny, Shane T.
AU  - Maslak, Veselin
AU  - Nikodinović-Runić, Jasmina
AU  - O'Connor, Kevin E.
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3595
PB  - Springer, New York
T2  - Applied Microbiology and Biotechnology
T1  - Supplementary data for the article: Radivojevic, J.; Skaro, S.; Senerovic, L.; Vasiljevic, B.; Guzik, M.; Kenny, S. T.; Maslak, V.; Nikodinovic-Runic, J.; O’Connor, K. E. Polyhydroxyalkanoate-Based 3-Hydroxyoctanoic Acid and Its Derivatives as a Platform of Bioactive Compounds. Applied Microbiology and Biotechnology 2016, 100 (1), 161–172. https://doi.org/10.1007/s00253-015-6984-4
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3595
ER  - 

@misc{
author = "Radivojević, Jelena and Škaro, Sanja and Šenerović, Lidija and Vasiljević, Branka and Guzik, Maciej and Kenny, Shane T. and Maslak, Veselin and Nikodinović-Runić, Jasmina and O'Connor, Kevin E.",
year = "2016",
publisher = "Springer, New York",
journal = "Applied Microbiology and Biotechnology",
title = "Supplementary data for the article: Radivojevic, J.; Skaro, S.; Senerovic, L.; Vasiljevic, B.; Guzik, M.; Kenny, S. T.; Maslak, V.; Nikodinovic-Runic, J.; O’Connor, K. E. Polyhydroxyalkanoate-Based 3-Hydroxyoctanoic Acid and Its Derivatives as a Platform of Bioactive Compounds. Applied Microbiology and Biotechnology 2016, 100 (1), 161–172. https://doi.org/10.1007/s00253-015-6984-4",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3595"
}

Radivojević, J., Škaro, S., Šenerović, L., Vasiljević, B., Guzik, M., Kenny, S. T., Maslak, V., Nikodinović-Runić, J.,& O'Connor, K. E.. (2016). Supplementary data for the article: Radivojevic, J.; Skaro, S.; Senerovic, L.; Vasiljevic, B.; Guzik, M.; Kenny, S. T.; Maslak, V.; Nikodinovic-Runic, J.; O’Connor, K. E. Polyhydroxyalkanoate-Based 3-Hydroxyoctanoic Acid and Its Derivatives as a Platform of Bioactive Compounds. Applied Microbiology and Biotechnology 2016, 100 (1), 161–172. https://doi.org/10.1007/s00253-015-6984-4. in Applied Microbiology and Biotechnology
Springer, New York..
https://hdl.handle.net/21.15107/rcub_cherry_3595

Radivojević J, Škaro S, Šenerović L, Vasiljević B, Guzik M, Kenny ST, Maslak V, Nikodinović-Runić J, O'Connor KE. Supplementary data for the article: Radivojevic, J.; Skaro, S.; Senerovic, L.; Vasiljevic, B.; Guzik, M.; Kenny, S. T.; Maslak, V.; Nikodinovic-Runic, J.; O’Connor, K. E. Polyhydroxyalkanoate-Based 3-Hydroxyoctanoic Acid and Its Derivatives as a Platform of Bioactive Compounds. Applied Microbiology and Biotechnology 2016, 100 (1), 161–172. https://doi.org/10.1007/s00253-015-6984-4. in Applied Microbiology and Biotechnology. 2016;.
https://hdl.handle.net/21.15107/rcub_cherry_3595 .

Radivojević, Jelena, Škaro, Sanja, Šenerović, Lidija, Vasiljević, Branka, Guzik, Maciej, Kenny, Shane T., Maslak, Veselin, Nikodinović-Runić, Jasmina, O'Connor, Kevin E., "Supplementary data for the article: Radivojevic, J.; Skaro, S.; Senerovic, L.; Vasiljevic, B.; Guzik, M.; Kenny, S. T.; Maslak, V.; Nikodinovic-Runic, J.; O’Connor, K. E. Polyhydroxyalkanoate-Based 3-Hydroxyoctanoic Acid and Its Derivatives as a Platform of Bioactive Compounds. Applied Microbiology and Biotechnology 2016, 100 (1), 161–172. https://doi.org/10.1007/s00253-015-6984-4" in Applied Microbiology and Biotechnology (2016),
https://hdl.handle.net/21.15107/rcub_cherry_3595 .

TY  - BOOK
AU  - Maslak, Veselin
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2889
AB  - Udžbenik
PB  - Univerzitet u Beogradu - Hemijski fakultet
T1  - Хемија органосумпорних једињења
UR  - https://hdl.handle.net/21.15107/rcub_cherry_2889
ER  - 

@book{
author = "Maslak, Veselin",
year = "2016",
abstract = "Udžbenik",
publisher = "Univerzitet u Beogradu - Hemijski fakultet",
title = "Хемија органосумпорних једињења",
url = "https://hdl.handle.net/21.15107/rcub_cherry_2889"
}

Maslak, V.. (2016). Хемија органосумпорних једињења. 
Univerzitet u Beogradu - Hemijski fakultet..
https://hdl.handle.net/21.15107/rcub_cherry_2889

Maslak V. Хемија органосумпорних једињења. 2016;.
https://hdl.handle.net/21.15107/rcub_cherry_2889 .

Maslak, Veselin, "Хемија органосумпорних једињења" (2016),
https://hdl.handle.net/21.15107/rcub_cherry_2889 .

TY  - JOUR
AU  - Korvinson, Kirill A.
AU  - Hargenrader, George N.
AU  - Stevanović, Jelena
AU  - Xie, Yun
AU  - Joseph, Jojo
AU  - Maslak, Veselin
AU  - Hadad, Christopher M.
AU  - Glušač, Ksenija D.
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3541
AB  - The triplet excited-state formation efficiency in a flavin derivative was increased by the introduction of iodine into the molecular framework. The transient absorption measurements showed that the intersystem crossing rate was 1.1 X 10(10) s(-1) significantly faster than in the parent flavin compound. Furthermore, the photocatalytic efficiency of iodoflavin was evaluated using the oxidation of benzyl alcohol as a model reaction. The benzaldehyde product yields were higher when iodoflavin was used as a photocatalyst, showing that the increased triplet yield directly translates into improved photocatalysis. The iodoflavin catalyst also allowed the use of higher substrate concentrations (since the undesired electron transfer from singlet excited state was minimized), which is expected to improve the practical aspects of photocatalysis by flavins.
PB  - Amer Chemical Soc, Washington
T2  - Journal of Physical Chemistry. Part A: Molecules, Spectroscopy, Kinetics, Environment and General Th
T1  - Improved Flavin-Based Catalytic Photooxidation of Alcohols through Intersystem Crossing Rate Enhancement
VL  - 120
IS  - 37
SP  - 7294
EP  - 7300
DO  - 10.1021/acs.jpca.6b08405
ER  - 

@article{
author = "Korvinson, Kirill A. and Hargenrader, George N. and Stevanović, Jelena and Xie, Yun and Joseph, Jojo and Maslak, Veselin and Hadad, Christopher M. and Glušač, Ksenija D.",
year = "2016",
abstract = "The triplet excited-state formation efficiency in a flavin derivative was increased by the introduction of iodine into the molecular framework. The transient absorption measurements showed that the intersystem crossing rate was 1.1 X 10(10) s(-1) significantly faster than in the parent flavin compound. Furthermore, the photocatalytic efficiency of iodoflavin was evaluated using the oxidation of benzyl alcohol as a model reaction. The benzaldehyde product yields were higher when iodoflavin was used as a photocatalyst, showing that the increased triplet yield directly translates into improved photocatalysis. The iodoflavin catalyst also allowed the use of higher substrate concentrations (since the undesired electron transfer from singlet excited state was minimized), which is expected to improve the practical aspects of photocatalysis by flavins.",
publisher = "Amer Chemical Soc, Washington",
journal = "Journal of Physical Chemistry. Part A: Molecules, Spectroscopy, Kinetics, Environment and General Th",
title = "Improved Flavin-Based Catalytic Photooxidation of Alcohols through Intersystem Crossing Rate Enhancement",
volume = "120",
number = "37",
pages = "7294-7300",
doi = "10.1021/acs.jpca.6b08405"
}

Korvinson, K. A., Hargenrader, G. N., Stevanović, J., Xie, Y., Joseph, J., Maslak, V., Hadad, C. M.,& Glušač, K. D.. (2016). Improved Flavin-Based Catalytic Photooxidation of Alcohols through Intersystem Crossing Rate Enhancement. in Journal of Physical Chemistry. Part A: Molecules, Spectroscopy, Kinetics, Environment and General Th
Amer Chemical Soc, Washington., 120(37), 7294-7300.
https://doi.org/10.1021/acs.jpca.6b08405

Korvinson KA, Hargenrader GN, Stevanović J, Xie Y, Joseph J, Maslak V, Hadad CM, Glušač KD. Improved Flavin-Based Catalytic Photooxidation of Alcohols through Intersystem Crossing Rate Enhancement. in Journal of Physical Chemistry. Part A: Molecules, Spectroscopy, Kinetics, Environment and General Th. 2016;120(37):7294-7300.
doi:10.1021/acs.jpca.6b08405 .

Korvinson, Kirill A., Hargenrader, George N., Stevanović, Jelena, Xie, Yun, Joseph, Jojo, Maslak, Veselin, Hadad, Christopher M., Glušač, Ksenija D., "Improved Flavin-Based Catalytic Photooxidation of Alcohols through Intersystem Crossing Rate Enhancement" in Journal of Physical Chemistry. Part A: Molecules, Spectroscopy, Kinetics, Environment and General Th, 120, no. 37 (2016):7294-7300,
https://doi.org/10.1021/acs.jpca.6b08405 . .

TY  - DATA
AU  - Korvinson, Kirill A.
AU  - Hargenrader, George N.
AU  - Stevanović, Jelena
AU  - Xie, Yun
AU  - Joseph, Jojo
AU  - Maslak, Veselin
AU  - Hadad, Christopher M.
AU  - Glušač, Ksenija D.
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3542
PB  - Amer Chemical Soc, Washington
T2  - Journal of Physical Chemistry. Part A: Molecules, Spectroscopy, Kinetics, Environment and General Th
T1  - Supplementary material for the article: Korvinson, K. A.; Hargenrader, G. N.; Stevanovic, J.; Xie, Y.; Joseph, J.; Maslak, V.; Hadad, 
C. M.; Glusac, K. D. Improved Flavin-Based Catalytic Photooxidation of Alcohols through 
Intersystem Crossing Rate Enhancement. Journal of Physical Chemistry A 2016, 120 (37), 
7294–7300. https://doi.org/10.1021/acs.jpca.6b08405
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3542
ER  - 

@misc{
author = "Korvinson, Kirill A. and Hargenrader, George N. and Stevanović, Jelena and Xie, Yun and Joseph, Jojo and Maslak, Veselin and Hadad, Christopher M. and Glušač, Ksenija D.",
year = "2016",
publisher = "Amer Chemical Soc, Washington",
journal = "Journal of Physical Chemistry. Part A: Molecules, Spectroscopy, Kinetics, Environment and General Th",
title = "Supplementary material for the article: Korvinson, K. A.; Hargenrader, G. N.; Stevanovic, J.; Xie, Y.; Joseph, J.; Maslak, V.; Hadad, 
C. M.; Glusac, K. D. Improved Flavin-Based Catalytic Photooxidation of Alcohols through 
Intersystem Crossing Rate Enhancement. Journal of Physical Chemistry A 2016, 120 (37), 
7294–7300. https://doi.org/10.1021/acs.jpca.6b08405",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3542"
}

Korvinson, K. A., Hargenrader, G. N., Stevanović, J., Xie, Y., Joseph, J., Maslak, V., Hadad, C. M.,& Glušač, K. D.. (2016). Supplementary material for the article: Korvinson, K. A.; Hargenrader, G. N.; Stevanovic, J.; Xie, Y.; Joseph, J.; Maslak, V.; Hadad, 
C. M.; Glusac, K. D. Improved Flavin-Based Catalytic Photooxidation of Alcohols through 
Intersystem Crossing Rate Enhancement. Journal of Physical Chemistry A 2016, 120 (37), 
7294–7300. https://doi.org/10.1021/acs.jpca.6b08405. in Journal of Physical Chemistry. Part A: Molecules, Spectroscopy, Kinetics, Environment and General Th
Amer Chemical Soc, Washington..
https://hdl.handle.net/21.15107/rcub_cherry_3542

Korvinson KA, Hargenrader GN, Stevanović J, Xie Y, Joseph J, Maslak V, Hadad CM, Glušač KD. Supplementary material for the article: Korvinson, K. A.; Hargenrader, G. N.; Stevanovic, J.; Xie, Y.; Joseph, J.; Maslak, V.; Hadad, 
C. M.; Glusac, K. D. Improved Flavin-Based Catalytic Photooxidation of Alcohols through 
Intersystem Crossing Rate Enhancement. Journal of Physical Chemistry A 2016, 120 (37), 
7294–7300. https://doi.org/10.1021/acs.jpca.6b08405. in Journal of Physical Chemistry. Part A: Molecules, Spectroscopy, Kinetics, Environment and General Th. 2016;.
https://hdl.handle.net/21.15107/rcub_cherry_3542 .

Korvinson, Kirill A., Hargenrader, George N., Stevanović, Jelena, Xie, Yun, Joseph, Jojo, Maslak, Veselin, Hadad, Christopher M., Glušač, Ksenija D., "Supplementary material for the article: Korvinson, K. A.; Hargenrader, G. N.; Stevanovic, J.; Xie, Y.; Joseph, J.; Maslak, V.; Hadad, 
C. M.; Glusac, K. D. Improved Flavin-Based Catalytic Photooxidation of Alcohols through 
Intersystem Crossing Rate Enhancement. Journal of Physical Chemistry A 2016, 120 (37), 
7294–7300. https://doi.org/10.1021/acs.jpca.6b08405" in Journal of Physical Chemistry. Part A: Molecules, Spectroscopy, Kinetics, Environment and General Th (2016),
https://hdl.handle.net/21.15107/rcub_cherry_3542 .

TY  - DATA
AU  - Bjelaković, Mira S.
AU  - Kop, Tatjana
AU  - Maslak, Veselin
AU  - Milić, Dragana
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3625
PB  - Springer, New York
T2  - Journal of Materials Science
T1  - Supplementary data for the article: Bjelaković, M.; Kop, T.; Maslak, V.; Milić, D. Synthesis and Characterization of Highly Ordered Self-Assembled Bioactive Fulleropeptides. Journal of Materials Science 2016, 51 (2), 739–747. https://doi.org/10.1007/s10853-015-9396-z
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3625
ER  - 

@misc{
author = "Bjelaković, Mira S. and Kop, Tatjana and Maslak, Veselin and Milić, Dragana",
year = "2016",
publisher = "Springer, New York",
journal = "Journal of Materials Science",
title = "Supplementary data for the article: Bjelaković, M.; Kop, T.; Maslak, V.; Milić, D. Synthesis and Characterization of Highly Ordered Self-Assembled Bioactive Fulleropeptides. Journal of Materials Science 2016, 51 (2), 739–747. https://doi.org/10.1007/s10853-015-9396-z",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3625"
}

Bjelaković, M. S., Kop, T., Maslak, V.,& Milić, D.. (2016). Supplementary data for the article: Bjelaković, M.; Kop, T.; Maslak, V.; Milić, D. Synthesis and Characterization of Highly Ordered Self-Assembled Bioactive Fulleropeptides. Journal of Materials Science 2016, 51 (2), 739–747. https://doi.org/10.1007/s10853-015-9396-z. in Journal of Materials Science
Springer, New York..
https://hdl.handle.net/21.15107/rcub_cherry_3625

Bjelaković MS, Kop T, Maslak V, Milić D. Supplementary data for the article: Bjelaković, M.; Kop, T.; Maslak, V.; Milić, D. Synthesis and Characterization of Highly Ordered Self-Assembled Bioactive Fulleropeptides. Journal of Materials Science 2016, 51 (2), 739–747. https://doi.org/10.1007/s10853-015-9396-z. in Journal of Materials Science. 2016;.
https://hdl.handle.net/21.15107/rcub_cherry_3625 .

Bjelaković, Mira S., Kop, Tatjana, Maslak, Veselin, Milić, Dragana, "Supplementary data for the article: Bjelaković, M.; Kop, T.; Maslak, V.; Milić, D. Synthesis and Characterization of Highly Ordered Self-Assembled Bioactive Fulleropeptides. Journal of Materials Science 2016, 51 (2), 739–747. https://doi.org/10.1007/s10853-015-9396-z" in Journal of Materials Science (2016),
https://hdl.handle.net/21.15107/rcub_cherry_3625 .

TY  - JOUR
AU  - Korvinson, Kirill A.
AU  - Hargenrader, George N.
AU  - Stevanović, Jelena
AU  - Xie, Yun
AU  - Joseph, Jojo
AU  - Maslak, Veselin
AU  - Hadad, Christopher M.
AU  - Glušač, Ksenija D.
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2315
AB  - The triplet excited-state formation efficiency in a flavin derivative was increased by the introduction of iodine into the molecular framework. The transient absorption measurements showed that the intersystem crossing rate was 1.1 X 10(10) s(-1) significantly faster than in the parent flavin compound. Furthermore, the photocatalytic efficiency of iodoflavin was evaluated using the oxidation of benzyl alcohol as a model reaction. The benzaldehyde product yields were higher when iodoflavin was used as a photocatalyst, showing that the increased triplet yield directly translates into improved photocatalysis. The iodoflavin catalyst also allowed the use of higher substrate concentrations (since the undesired electron transfer from singlet excited state was minimized), which is expected to improve the practical aspects of photocatalysis by flavins.
PB  - Amer Chemical Soc, Washington
T2  - Journal of Physical Chemistry. Part A: Molecules, Spectroscopy, Kinetics, Environment and General Th
T1  - Improved Flavin-Based Catalytic Photooxidation of Alcohols through Intersystem Crossing Rate Enhancement
VL  - 120
IS  - 37
SP  - 7294
EP  - 7300
DO  - 10.1021/acs.jpca.6b08405
ER  - 

@article{
author = "Korvinson, Kirill A. and Hargenrader, George N. and Stevanović, Jelena and Xie, Yun and Joseph, Jojo and Maslak, Veselin and Hadad, Christopher M. and Glušač, Ksenija D.",
year = "2016",
abstract = "The triplet excited-state formation efficiency in a flavin derivative was increased by the introduction of iodine into the molecular framework. The transient absorption measurements showed that the intersystem crossing rate was 1.1 X 10(10) s(-1) significantly faster than in the parent flavin compound. Furthermore, the photocatalytic efficiency of iodoflavin was evaluated using the oxidation of benzyl alcohol as a model reaction. The benzaldehyde product yields were higher when iodoflavin was used as a photocatalyst, showing that the increased triplet yield directly translates into improved photocatalysis. The iodoflavin catalyst also allowed the use of higher substrate concentrations (since the undesired electron transfer from singlet excited state was minimized), which is expected to improve the practical aspects of photocatalysis by flavins.",
publisher = "Amer Chemical Soc, Washington",
journal = "Journal of Physical Chemistry. Part A: Molecules, Spectroscopy, Kinetics, Environment and General Th",
title = "Improved Flavin-Based Catalytic Photooxidation of Alcohols through Intersystem Crossing Rate Enhancement",
volume = "120",
number = "37",
pages = "7294-7300",
doi = "10.1021/acs.jpca.6b08405"
}

Korvinson, K. A., Hargenrader, G. N., Stevanović, J., Xie, Y., Joseph, J., Maslak, V., Hadad, C. M.,& Glušač, K. D.. (2016). Improved Flavin-Based Catalytic Photooxidation of Alcohols through Intersystem Crossing Rate Enhancement. in Journal of Physical Chemistry. Part A: Molecules, Spectroscopy, Kinetics, Environment and General Th
Amer Chemical Soc, Washington., 120(37), 7294-7300.
https://doi.org/10.1021/acs.jpca.6b08405

Korvinson KA, Hargenrader GN, Stevanović J, Xie Y, Joseph J, Maslak V, Hadad CM, Glušač KD. Improved Flavin-Based Catalytic Photooxidation of Alcohols through Intersystem Crossing Rate Enhancement. in Journal of Physical Chemistry. Part A: Molecules, Spectroscopy, Kinetics, Environment and General Th. 2016;120(37):7294-7300.
doi:10.1021/acs.jpca.6b08405 .

Korvinson, Kirill A., Hargenrader, George N., Stevanović, Jelena, Xie, Yun, Joseph, Jojo, Maslak, Veselin, Hadad, Christopher M., Glušač, Ksenija D., "Improved Flavin-Based Catalytic Photooxidation of Alcohols through Intersystem Crossing Rate Enhancement" in Journal of Physical Chemistry. Part A: Molecules, Spectroscopy, Kinetics, Environment and General Th, 120, no. 37 (2016):7294-7300,
https://doi.org/10.1021/acs.jpca.6b08405 . .

TY  - JOUR
AU  - Radivojević, Jelena
AU  - Škaro, Sanja
AU  - Šenerović, Lidija
AU  - Vasiljević, Branka
AU  - Guzik, Maciej
AU  - Kenny, Shane T.
AU  - Maslak, Veselin
AU  - Nikodinović-Runić, Jasmina
AU  - O'Connor, Kevin E.
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2025
AB  - A library of 18 different compounds was synthesized starting from (R)-3-hydroxyoctanoic acid which is derived from the bacterial polymer polyhydroxyalkanoate (PHA). Ten derivatives, including halo and unsaturated methyl and benzyl esters, were synthesized and characterized for the first time. Given that (R)-3-hydroxyalkanoic acids are known to have biological activity, the new compounds were evaluated for antimicrobial activity and in vitro antiproliferative effect with mammalian cell lines. The presence of the carboxylic group was essential for the antimicrobial activity, with minimal inhibitory concentrations against a panel of bacteria (Gram-positive and Gram-negative) and fungi (Candida albicans and Microsporum gypseum) in the range 2.8-7.0 mM and 0.1-6.3 mM, respectively. 3-Halogenated octanoic acids exhibited the ability to inhibit C. albicans hyphae formation. In addition, (R)-3-hydroxyoctanoic and (E)-oct-2-enoic acids inhibited quorum sensing-regulated pyocyanin production in the opportunistic pathogen Pseudomonas aeruginosa PAO1. Generally, derivatives did not inhibit mammalian cell proliferation even at 3-mM concentrations, while only (E)-oct-2-enoic and 3-oxooctanoic acid had IC50 values of 1.7 and 1.6 mM with the human lung fibroblast cell line.
PB  - Springer, New York
T2  - Applied Microbiology and Biotechnology
T1  - Polyhydroxyalkanoate-based 3-hydroxyoctanoic acid and its derivatives as a platform of bioactive compounds
VL  - 100
IS  - 1
SP  - 161
EP  - 172
DO  - 10.1007/s00253-015-6984-4
ER  - 

@article{
author = "Radivojević, Jelena and Škaro, Sanja and Šenerović, Lidija and Vasiljević, Branka and Guzik, Maciej and Kenny, Shane T. and Maslak, Veselin and Nikodinović-Runić, Jasmina and O'Connor, Kevin E.",
year = "2016",
abstract = "A library of 18 different compounds was synthesized starting from (R)-3-hydroxyoctanoic acid which is derived from the bacterial polymer polyhydroxyalkanoate (PHA). Ten derivatives, including halo and unsaturated methyl and benzyl esters, were synthesized and characterized for the first time. Given that (R)-3-hydroxyalkanoic acids are known to have biological activity, the new compounds were evaluated for antimicrobial activity and in vitro antiproliferative effect with mammalian cell lines. The presence of the carboxylic group was essential for the antimicrobial activity, with minimal inhibitory concentrations against a panel of bacteria (Gram-positive and Gram-negative) and fungi (Candida albicans and Microsporum gypseum) in the range 2.8-7.0 mM and 0.1-6.3 mM, respectively. 3-Halogenated octanoic acids exhibited the ability to inhibit C. albicans hyphae formation. In addition, (R)-3-hydroxyoctanoic and (E)-oct-2-enoic acids inhibited quorum sensing-regulated pyocyanin production in the opportunistic pathogen Pseudomonas aeruginosa PAO1. Generally, derivatives did not inhibit mammalian cell proliferation even at 3-mM concentrations, while only (E)-oct-2-enoic and 3-oxooctanoic acid had IC50 values of 1.7 and 1.6 mM with the human lung fibroblast cell line.",
publisher = "Springer, New York",
journal = "Applied Microbiology and Biotechnology",
title = "Polyhydroxyalkanoate-based 3-hydroxyoctanoic acid and its derivatives as a platform of bioactive compounds",
volume = "100",
number = "1",
pages = "161-172",
doi = "10.1007/s00253-015-6984-4"
}

Radivojević, J., Škaro, S., Šenerović, L., Vasiljević, B., Guzik, M., Kenny, S. T., Maslak, V., Nikodinović-Runić, J.,& O'Connor, K. E.. (2016). Polyhydroxyalkanoate-based 3-hydroxyoctanoic acid and its derivatives as a platform of bioactive compounds. in Applied Microbiology and Biotechnology
Springer, New York., 100(1), 161-172.
https://doi.org/10.1007/s00253-015-6984-4

Radivojević J, Škaro S, Šenerović L, Vasiljević B, Guzik M, Kenny ST, Maslak V, Nikodinović-Runić J, O'Connor KE. Polyhydroxyalkanoate-based 3-hydroxyoctanoic acid and its derivatives as a platform of bioactive compounds. in Applied Microbiology and Biotechnology. 2016;100(1):161-172.
doi:10.1007/s00253-015-6984-4 .

Radivojević, Jelena, Škaro, Sanja, Šenerović, Lidija, Vasiljević, Branka, Guzik, Maciej, Kenny, Shane T., Maslak, Veselin, Nikodinović-Runić, Jasmina, O'Connor, Kevin E., "Polyhydroxyalkanoate-based 3-hydroxyoctanoic acid and its derivatives as a platform of bioactive compounds" in Applied Microbiology and Biotechnology, 100, no. 1 (2016):161-172,
https://doi.org/10.1007/s00253-015-6984-4 . .

TY  - JOUR
AU  - Bjelaković, Mira S.
AU  - Kop, Tatjana
AU  - Maslak, Veselin
AU  - Milić, Dragana
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1999
AB  - A series of N-substituted fulleropyrrolidines containing peptide side chain was synthesized by the quantitative, TFA-mediated deprotection of the corresponding tert-butyl esters. The structures of all compounds were determined by comparative analysis of spectroscopic and spectrometric data. The electrochemical characterization, conducted by cyclic voltammetry at room temperature confirmed slightly attenuated reducibility in comparison to pristine C-60 and a weak long-range electron-accepting effect of the Gly(3)-fragment. The introduction of the peptide subunit led to improved solubility and enabled examination of the antioxidant properties in water environment. A notable radical scavenging activity of the fullerene subunit remained almost unchanged in all compounds. The investigation of the supramolecular self-assembling, performed by the scanning electron microscopy revealed an influence of the side chain, particularly the fraction of the hydrophobic residue, as well as the substrate structure on the final morphology. Most of the compounds underwent highly ordered multi-stage hierarchical assembling to the attractive, flower-shaped supramolecular aggregates during both the precipitation and slow evaporation of the solvent.
PB  - Springer, New York
T2  - Journal of Materials Science
T1  - Synthesis and characterization of highly ordered self-assembled bioactive fulleropeptides
VL  - 51
IS  - 2
SP  - 739
EP  - 747
DO  - 10.1007/s10853-015-9396-z
ER  - 

@article{
author = "Bjelaković, Mira S. and Kop, Tatjana and Maslak, Veselin and Milić, Dragana",
year = "2016",
abstract = "A series of N-substituted fulleropyrrolidines containing peptide side chain was synthesized by the quantitative, TFA-mediated deprotection of the corresponding tert-butyl esters. The structures of all compounds were determined by comparative analysis of spectroscopic and spectrometric data. The electrochemical characterization, conducted by cyclic voltammetry at room temperature confirmed slightly attenuated reducibility in comparison to pristine C-60 and a weak long-range electron-accepting effect of the Gly(3)-fragment. The introduction of the peptide subunit led to improved solubility and enabled examination of the antioxidant properties in water environment. A notable radical scavenging activity of the fullerene subunit remained almost unchanged in all compounds. The investigation of the supramolecular self-assembling, performed by the scanning electron microscopy revealed an influence of the side chain, particularly the fraction of the hydrophobic residue, as well as the substrate structure on the final morphology. Most of the compounds underwent highly ordered multi-stage hierarchical assembling to the attractive, flower-shaped supramolecular aggregates during both the precipitation and slow evaporation of the solvent.",
publisher = "Springer, New York",
journal = "Journal of Materials Science",
title = "Synthesis and characterization of highly ordered self-assembled bioactive fulleropeptides",
volume = "51",
number = "2",
pages = "739-747",
doi = "10.1007/s10853-015-9396-z"
}

Bjelaković, M. S., Kop, T., Maslak, V.,& Milić, D.. (2016). Synthesis and characterization of highly ordered self-assembled bioactive fulleropeptides. in Journal of Materials Science
Springer, New York., 51(2), 739-747.
https://doi.org/10.1007/s10853-015-9396-z

Bjelaković MS, Kop T, Maslak V, Milić D. Synthesis and characterization of highly ordered self-assembled bioactive fulleropeptides. in Journal of Materials Science. 2016;51(2):739-747.
doi:10.1007/s10853-015-9396-z .

Bjelaković, Mira S., Kop, Tatjana, Maslak, Veselin, Milić, Dragana, "Synthesis and characterization of highly ordered self-assembled bioactive fulleropeptides" in Journal of Materials Science, 51, no. 2 (2016):739-747,
https://doi.org/10.1007/s10853-015-9396-z . .

TY  - JOUR
AU  - Lazić, Jelena O.
AU  - Spasić, Jelena
AU  - Francuski, Đorđe
AU  - Tokić-Vujošević, Zorana
AU  - Nikodinović-Runić, Jasmina
AU  - Maslak, Veselin
AU  - Đokić, Lidija
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2324
AB  - Michael addition of aldehydes to nitro-olefins is an effective method to obtain useful chiral gamma-nitroaldehydes. gamma-Nitroaldehydes are precursors for chiral gamma-aminobutyric acid analogues, which have numerous pharmacological activities and are used for the treatment of neurological disorders. A whole-cell system based on recombinantly expressed 4-oxalocrotonate tautomerase (4-OT) was developed and shown to be an effective biocatalyst for the Michael addition of branched aldehydes to beta-nitrostyrenes. The aim of this study was to investigate the influence of the substitution of the N-terminal proline with lysine and arginine, both containing a reactive epsilon-amino group, on the Michael addition catalyzed by 4-OT. First, the effects of these mutations were examined by in silico analysis, followed by the generation of three terminal lysine mutants. The generated mutants, 4-OT_K, 4-OT_PK and 4-OT_KK were tested for their ability to utilise beta-nitrostyrene (1), (E)-1-nitro-2-(2-thienyl)ethene (2) and trans-p-chloro-beta-nitrostyrene (3) as Michael acceptors with isobutanal (2-methylpropanal) as the donor. For comparison, the lithium salt of lysine was used in the same organocatalytic reactions. In general, the introduction of lysine had a negative effect on Michael additions based on overall product yields. However, additional lysine residues at the N-terminus of the protein resulted in structural changes that enhanced the activity towards 2 and 3. Therefore, the N-terminal proline is important for 4-OT-catalysed Michael-additions, but it is not essential.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Importance of N-terminal proline for the promiscuous activity of 4-oxalocrotonate tautomerase (4-OT)
VL  - 81
IS  - 8
SP  - 871
EP  - 881
DO  - 10.2298/JSC160222053L
ER  - 

@article{
author = "Lazić, Jelena O. and Spasić, Jelena and Francuski, Đorđe and Tokić-Vujošević, Zorana and Nikodinović-Runić, Jasmina and Maslak, Veselin and Đokić, Lidija",
year = "2016",
abstract = "Michael addition of aldehydes to nitro-olefins is an effective method to obtain useful chiral gamma-nitroaldehydes. gamma-Nitroaldehydes are precursors for chiral gamma-aminobutyric acid analogues, which have numerous pharmacological activities and are used for the treatment of neurological disorders. A whole-cell system based on recombinantly expressed 4-oxalocrotonate tautomerase (4-OT) was developed and shown to be an effective biocatalyst for the Michael addition of branched aldehydes to beta-nitrostyrenes. The aim of this study was to investigate the influence of the substitution of the N-terminal proline with lysine and arginine, both containing a reactive epsilon-amino group, on the Michael addition catalyzed by 4-OT. First, the effects of these mutations were examined by in silico analysis, followed by the generation of three terminal lysine mutants. The generated mutants, 4-OT_K, 4-OT_PK and 4-OT_KK were tested for their ability to utilise beta-nitrostyrene (1), (E)-1-nitro-2-(2-thienyl)ethene (2) and trans-p-chloro-beta-nitrostyrene (3) as Michael acceptors with isobutanal (2-methylpropanal) as the donor. For comparison, the lithium salt of lysine was used in the same organocatalytic reactions. In general, the introduction of lysine had a negative effect on Michael additions based on overall product yields. However, additional lysine residues at the N-terminus of the protein resulted in structural changes that enhanced the activity towards 2 and 3. Therefore, the N-terminal proline is important for 4-OT-catalysed Michael-additions, but it is not essential.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Importance of N-terminal proline for the promiscuous activity of 4-oxalocrotonate tautomerase (4-OT)",
volume = "81",
number = "8",
pages = "871-881",
doi = "10.2298/JSC160222053L"
}

Lazić, J. O., Spasić, J., Francuski, Đ., Tokić-Vujošević, Z., Nikodinović-Runić, J., Maslak, V.,& Đokić, L.. (2016). Importance of N-terminal proline for the promiscuous activity of 4-oxalocrotonate tautomerase (4-OT). in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 81(8), 871-881.
https://doi.org/10.2298/JSC160222053L

Lazić JO, Spasić J, Francuski Đ, Tokić-Vujošević Z, Nikodinović-Runić J, Maslak V, Đokić L. Importance of N-terminal proline for the promiscuous activity of 4-oxalocrotonate tautomerase (4-OT). in Journal of the Serbian Chemical Society. 2016;81(8):871-881.
doi:10.2298/JSC160222053L .

Lazić, Jelena O., Spasić, Jelena, Francuski, Đorđe, Tokić-Vujošević, Zorana, Nikodinović-Runić, Jasmina, Maslak, Veselin, Đokić, Lidija, "Importance of N-terminal proline for the promiscuous activity of 4-oxalocrotonate tautomerase (4-OT)" in Journal of the Serbian Chemical Society, 81, no. 8 (2016):871-881,
https://doi.org/10.2298/JSC160222053L . .

TY  - DATA
AU  - Mitrović, Aleksandra D.
AU  - Stevanović, Jelena
AU  - Milčić, Miloš K.
AU  - Zekić, Andrijana
AU  - Stanković, Dalibor
AU  - Chen, Shigui
AU  - Bađić, Jovica D.
AU  - Milić, Dragana
AU  - Maslak, Veselin
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3369
PB  - Royal Soc Chemistry, Cambridge
T2  - RSC Advances
T1  - Supplementary material for the article: Mitrović, A.; Stevanović, J.; Milčić, M.; Žekić, A.; Stanković, D.; Chen, S.; Badjić, J. D.; Milić, D.; Maslak, V. Fulleropyrrolidine Molecular Dumbbells Act as Multi-Electron-Acceptor Triads. Spectroscopic, Electrochemical, Computational and Morphological Characterizations. RSC Advances 2015, 5 (107), 88241–88248. https://doi.org/10.1039/c5ra16309a
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3369
ER  - 

@misc{
author = "Mitrović, Aleksandra D. and Stevanović, Jelena and Milčić, Miloš K. and Zekić, Andrijana and Stanković, Dalibor and Chen, Shigui and Bađić, Jovica D. and Milić, Dragana and Maslak, Veselin",
year = "2015",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "RSC Advances",
title = "Supplementary material for the article: Mitrović, A.; Stevanović, J.; Milčić, M.; Žekić, A.; Stanković, D.; Chen, S.; Badjić, J. D.; Milić, D.; Maslak, V. Fulleropyrrolidine Molecular Dumbbells Act as Multi-Electron-Acceptor Triads. Spectroscopic, Electrochemical, Computational and Morphological Characterizations. RSC Advances 2015, 5 (107), 88241–88248. https://doi.org/10.1039/c5ra16309a",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3369"
}

Mitrović, A. D., Stevanović, J., Milčić, M. K., Zekić, A., Stanković, D., Chen, S., Bađić, J. D., Milić, D.,& Maslak, V.. (2015). Supplementary material for the article: Mitrović, A.; Stevanović, J.; Milčić, M.; Žekić, A.; Stanković, D.; Chen, S.; Badjić, J. D.; Milić, D.; Maslak, V. Fulleropyrrolidine Molecular Dumbbells Act as Multi-Electron-Acceptor Triads. Spectroscopic, Electrochemical, Computational and Morphological Characterizations. RSC Advances 2015, 5 (107), 88241–88248. https://doi.org/10.1039/c5ra16309a. in RSC Advances
Royal Soc Chemistry, Cambridge..
https://hdl.handle.net/21.15107/rcub_cherry_3369

Mitrović AD, Stevanović J, Milčić MK, Zekić A, Stanković D, Chen S, Bađić JD, Milić D, Maslak V. Supplementary material for the article: Mitrović, A.; Stevanović, J.; Milčić, M.; Žekić, A.; Stanković, D.; Chen, S.; Badjić, J. D.; Milić, D.; Maslak, V. Fulleropyrrolidine Molecular Dumbbells Act as Multi-Electron-Acceptor Triads. Spectroscopic, Electrochemical, Computational and Morphological Characterizations. RSC Advances 2015, 5 (107), 88241–88248. https://doi.org/10.1039/c5ra16309a. in RSC Advances. 2015;.
https://hdl.handle.net/21.15107/rcub_cherry_3369 .

Mitrović, Aleksandra D., Stevanović, Jelena, Milčić, Miloš K., Zekić, Andrijana, Stanković, Dalibor, Chen, Shigui, Bađić, Jovica D., Milić, Dragana, Maslak, Veselin, "Supplementary material for the article: Mitrović, A.; Stevanović, J.; Milčić, M.; Žekić, A.; Stanković, D.; Chen, S.; Badjić, J. D.; Milić, D.; Maslak, V. Fulleropyrrolidine Molecular Dumbbells Act as Multi-Electron-Acceptor Triads. Spectroscopic, Electrochemical, Computational and Morphological Characterizations. RSC Advances 2015, 5 (107), 88241–88248. https://doi.org/10.1039/c5ra16309a" in RSC Advances (2015),
https://hdl.handle.net/21.15107/rcub_cherry_3369 .