Bioconjugate of Lysozyme and the Antibacterial Marine Sesquiterpene Quinone Avarone and Its Derivatives
Abstract
A conjugate of lysozyme with avarone, a bioactive sesquiterpene quinone of marine origin, and its three derivatives were synthesized. MALDI TOF mass spectral analysis and tryptic digestion showed that the only residue in lysozyme that was modified by all derivatives was lysine 97. The identity of the residue was in full correlation with the prediction obtained by molecular modeling. All bioconjugates preserved most of the enzymatic activity of lysozyme. The melting point of the conjugates was slightly increased in comparison to lysozyme, indicating a slight stabilization of structure. The antibacterial activity of all the conjugates to both Gram positive and Gram negative bacteria was stronger than the activity of either lysozyme or the quinones, the MIC values being in low micromolar range for some conjugates.
Source:
Bioconjugate Chemistry, 2012, 23, 1, 57-65Publisher:
- Amer Chemical Soc, Washington
Funding / projects:
- Interactions of natural products, their derivatives and coordination compounds with proteins and nucleic acids (RS-MESTD-Basic Research (BR or ON)-172055)
- Deutscher Akademischer Austausch Dienst (DAAD)
Note:
- Peer reviewed manuscript: http://cherry.chem.bg.ac.rs/handle/123456789/2786
DOI: 10.1021/bc200330m
ISSN: 1043-1802
PubMed: 22148500
WoS: 000299591000007
Scopus: 2-s2.0-84855919661
Collections
Institution/Community
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Novaković, Irena T. AU - Anđelković, Uroš AU - Zlatović, Mario AU - Gasic, Miroslav J. AU - Sladić, Dušan PY - 2012 UR - https://cherry.chem.bg.ac.rs/handle/123456789/1241 AB - A conjugate of lysozyme with avarone, a bioactive sesquiterpene quinone of marine origin, and its three derivatives were synthesized. MALDI TOF mass spectral analysis and tryptic digestion showed that the only residue in lysozyme that was modified by all derivatives was lysine 97. The identity of the residue was in full correlation with the prediction obtained by molecular modeling. All bioconjugates preserved most of the enzymatic activity of lysozyme. The melting point of the conjugates was slightly increased in comparison to lysozyme, indicating a slight stabilization of structure. The antibacterial activity of all the conjugates to both Gram positive and Gram negative bacteria was stronger than the activity of either lysozyme or the quinones, the MIC values being in low micromolar range for some conjugates. PB - Amer Chemical Soc, Washington T2 - Bioconjugate Chemistry T1 - Bioconjugate of Lysozyme and the Antibacterial Marine Sesquiterpene Quinone Avarone and Its Derivatives VL - 23 IS - 1 SP - 57 EP - 65 DO - 10.1021/bc200330m ER -
@article{ author = "Novaković, Irena T. and Anđelković, Uroš and Zlatović, Mario and Gasic, Miroslav J. and Sladić, Dušan", year = "2012", abstract = "A conjugate of lysozyme with avarone, a bioactive sesquiterpene quinone of marine origin, and its three derivatives were synthesized. MALDI TOF mass spectral analysis and tryptic digestion showed that the only residue in lysozyme that was modified by all derivatives was lysine 97. The identity of the residue was in full correlation with the prediction obtained by molecular modeling. All bioconjugates preserved most of the enzymatic activity of lysozyme. The melting point of the conjugates was slightly increased in comparison to lysozyme, indicating a slight stabilization of structure. The antibacterial activity of all the conjugates to both Gram positive and Gram negative bacteria was stronger than the activity of either lysozyme or the quinones, the MIC values being in low micromolar range for some conjugates.", publisher = "Amer Chemical Soc, Washington", journal = "Bioconjugate Chemistry", title = "Bioconjugate of Lysozyme and the Antibacterial Marine Sesquiterpene Quinone Avarone and Its Derivatives", volume = "23", number = "1", pages = "57-65", doi = "10.1021/bc200330m" }
Novaković, I. T., Anđelković, U., Zlatović, M., Gasic, M. J.,& Sladić, D.. (2012). Bioconjugate of Lysozyme and the Antibacterial Marine Sesquiterpene Quinone Avarone and Its Derivatives. in Bioconjugate Chemistry Amer Chemical Soc, Washington., 23(1), 57-65. https://doi.org/10.1021/bc200330m
Novaković IT, Anđelković U, Zlatović M, Gasic MJ, Sladić D. Bioconjugate of Lysozyme and the Antibacterial Marine Sesquiterpene Quinone Avarone and Its Derivatives. in Bioconjugate Chemistry. 2012;23(1):57-65. doi:10.1021/bc200330m .
Novaković, Irena T., Anđelković, Uroš, Zlatović, Mario, Gasic, Miroslav J., Sladić, Dušan, "Bioconjugate of Lysozyme and the Antibacterial Marine Sesquiterpene Quinone Avarone and Its Derivatives" in Bioconjugate Chemistry, 23, no. 1 (2012):57-65, https://doi.org/10.1021/bc200330m . .