Diamide-based fullerosteroidal and disteroidal [2] rotaxanes: solvent-induced macrocycle translocation and/or unthreading
Апстракт
The synthesis, characterization and behaviour of two novel Leigh-type amide [2]rotaxanes are reported. NMR study shows that fullerosteroidal and disteroidal rotaxanes occur in a peptide co-conformation in CDCl3. [D-6]DMSO induces fast unthreading of disteroidal rotaxane, which includes steroid co-conformers as intermediates. On the other hand, fullerosteroidal rotaxane undergoes predominantly a shuttling process occupying the stacked co-conformation, whereas unthreading is very slow in comparison with its disteroidal analogue (25% after 7 days). Moreover, organogelation and self-organization properties were studied. It was found that disteroidal rotaxane is an organogelator and its SEM image shows that it forms a branched film-like network in a PhMe/EtOAc 1 : 1 mixture.
Извор:
RSC Advances, 2016, 6, 43, 37246-37253Издавач:
- Royal Soc Chemistry, Cambridge
Финансирање / пројекти:
- Дизајн, синтеза и испитивање наномолекулских машина на бази фулерена (RS-MESTD-Basic Research (BR or ON)-172002)
Напомена:
- Supplementary material: http://cherry.chem.bg.ac.rs/handle/123456789/3443
DOI: 10.1039/c6ra03872g
ISSN: 2046-2069
WoS: 000374561300119
Scopus: 2-s2.0-84968807628
Колекције
Институција/група
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Pavlović, Radoslav Z. AU - Bjelaković, Mira S. AU - Milić, Dragana PY - 2016 UR - https://cherry.chem.bg.ac.rs/handle/123456789/1921 AB - The synthesis, characterization and behaviour of two novel Leigh-type amide [2]rotaxanes are reported. NMR study shows that fullerosteroidal and disteroidal rotaxanes occur in a peptide co-conformation in CDCl3. [D-6]DMSO induces fast unthreading of disteroidal rotaxane, which includes steroid co-conformers as intermediates. On the other hand, fullerosteroidal rotaxane undergoes predominantly a shuttling process occupying the stacked co-conformation, whereas unthreading is very slow in comparison with its disteroidal analogue (25% after 7 days). Moreover, organogelation and self-organization properties were studied. It was found that disteroidal rotaxane is an organogelator and its SEM image shows that it forms a branched film-like network in a PhMe/EtOAc 1 : 1 mixture. PB - Royal Soc Chemistry, Cambridge T2 - RSC Advances T1 - Diamide-based fullerosteroidal and disteroidal [2] rotaxanes: solvent-induced macrocycle translocation and/or unthreading VL - 6 IS - 43 SP - 37246 EP - 37253 DO - 10.1039/c6ra03872g ER -
@article{ author = "Pavlović, Radoslav Z. and Bjelaković, Mira S. and Milić, Dragana", year = "2016", abstract = "The synthesis, characterization and behaviour of two novel Leigh-type amide [2]rotaxanes are reported. NMR study shows that fullerosteroidal and disteroidal rotaxanes occur in a peptide co-conformation in CDCl3. [D-6]DMSO induces fast unthreading of disteroidal rotaxane, which includes steroid co-conformers as intermediates. On the other hand, fullerosteroidal rotaxane undergoes predominantly a shuttling process occupying the stacked co-conformation, whereas unthreading is very slow in comparison with its disteroidal analogue (25% after 7 days). Moreover, organogelation and self-organization properties were studied. It was found that disteroidal rotaxane is an organogelator and its SEM image shows that it forms a branched film-like network in a PhMe/EtOAc 1 : 1 mixture.", publisher = "Royal Soc Chemistry, Cambridge", journal = "RSC Advances", title = "Diamide-based fullerosteroidal and disteroidal [2] rotaxanes: solvent-induced macrocycle translocation and/or unthreading", volume = "6", number = "43", pages = "37246-37253", doi = "10.1039/c6ra03872g" }
Pavlović, R. Z., Bjelaković, M. S.,& Milić, D.. (2016). Diamide-based fullerosteroidal and disteroidal [2] rotaxanes: solvent-induced macrocycle translocation and/or unthreading. in RSC Advances Royal Soc Chemistry, Cambridge., 6(43), 37246-37253. https://doi.org/10.1039/c6ra03872g
Pavlović RZ, Bjelaković MS, Milić D. Diamide-based fullerosteroidal and disteroidal [2] rotaxanes: solvent-induced macrocycle translocation and/or unthreading. in RSC Advances. 2016;6(43):37246-37253. doi:10.1039/c6ra03872g .
Pavlović, Radoslav Z., Bjelaković, Mira S., Milić, Dragana, "Diamide-based fullerosteroidal and disteroidal [2] rotaxanes: solvent-induced macrocycle translocation and/or unthreading" in RSC Advances, 6, no. 43 (2016):37246-37253, https://doi.org/10.1039/c6ra03872g . .