Fullerene Unsymmetrical Bis-Adducts as Models for Novel Peptidomimetics
Само за регистроване кориснике
2010
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
Two classes of unsymmetrical, orthogonally protected bis-fulleropyrrohdine amino acids have been prepared as models for fullerene-based peptidomimetics with the carbon sphere inserted into the peptide backbone Two successive [3+2] cycloadditions of azomethine ylides (thermally generated from formaldehyde and the corresponding orthogonally protected glycino-amines and -acids) to C(60) afforded NHFmoc/CO(2)tBu and NHBoc/CO(2)Me fulleropyrrolidine couples, offering the possibility of selective deprotection under both acidic and basic conditions In both classes of unsymmetrical bis-adducts, the distribution of all the trans (t(1)-t(4)) and equatorial (e' and e '') isomers was quite similar except. for the t(3) NHBoc/CO(2)Me compound, which rapidly decomposed during chromatography All compounds were characterized by UV/Vis, (1)H and (13)C NMR spectroscopy, and mass spectrometry
Кључне речи:
Fullerenes / Cycloaddition / Aminoacids / Heterocycles / PeptidomimeticsИзвор:
European Journal of Organic Chemistry, 2010, 3, 476-483Издавач:
- Wiley-V C H Verlag Gmbh, Weinheim
Финансирање / пројекти:
- Синтеза, карактеризација и примена нових деривата фулерена (RS-MESTD-MPN2006-2010-142049)
- Italian Ministry of Education (MIUR)
- University of Trieste
DOI: 10.1002/ejoc.200900791
ISSN: 1434-193X
WoS: 000274429700011
Scopus: 2-s2.0-74549181299
Колекције
Институција/група
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Milić, Dragana AU - Prato, Maurizio PY - 2010 UR - https://cherry.chem.bg.ac.rs/handle/123456789/1044 AB - Two classes of unsymmetrical, orthogonally protected bis-fulleropyrrohdine amino acids have been prepared as models for fullerene-based peptidomimetics with the carbon sphere inserted into the peptide backbone Two successive [3+2] cycloadditions of azomethine ylides (thermally generated from formaldehyde and the corresponding orthogonally protected glycino-amines and -acids) to C(60) afforded NHFmoc/CO(2)tBu and NHBoc/CO(2)Me fulleropyrrolidine couples, offering the possibility of selective deprotection under both acidic and basic conditions In both classes of unsymmetrical bis-adducts, the distribution of all the trans (t(1)-t(4)) and equatorial (e' and e '') isomers was quite similar except. for the t(3) NHBoc/CO(2)Me compound, which rapidly decomposed during chromatography All compounds were characterized by UV/Vis, (1)H and (13)C NMR spectroscopy, and mass spectrometry PB - Wiley-V C H Verlag Gmbh, Weinheim T2 - European Journal of Organic Chemistry T1 - Fullerene Unsymmetrical Bis-Adducts as Models for Novel Peptidomimetics IS - 3 SP - 476 EP - 483 DO - 10.1002/ejoc.200900791 ER -
@article{ author = "Milić, Dragana and Prato, Maurizio", year = "2010", abstract = "Two classes of unsymmetrical, orthogonally protected bis-fulleropyrrohdine amino acids have been prepared as models for fullerene-based peptidomimetics with the carbon sphere inserted into the peptide backbone Two successive [3+2] cycloadditions of azomethine ylides (thermally generated from formaldehyde and the corresponding orthogonally protected glycino-amines and -acids) to C(60) afforded NHFmoc/CO(2)tBu and NHBoc/CO(2)Me fulleropyrrolidine couples, offering the possibility of selective deprotection under both acidic and basic conditions In both classes of unsymmetrical bis-adducts, the distribution of all the trans (t(1)-t(4)) and equatorial (e' and e '') isomers was quite similar except. for the t(3) NHBoc/CO(2)Me compound, which rapidly decomposed during chromatography All compounds were characterized by UV/Vis, (1)H and (13)C NMR spectroscopy, and mass spectrometry", publisher = "Wiley-V C H Verlag Gmbh, Weinheim", journal = "European Journal of Organic Chemistry", title = "Fullerene Unsymmetrical Bis-Adducts as Models for Novel Peptidomimetics", number = "3", pages = "476-483", doi = "10.1002/ejoc.200900791" }
Milić, D.,& Prato, M.. (2010). Fullerene Unsymmetrical Bis-Adducts as Models for Novel Peptidomimetics. in European Journal of Organic Chemistry Wiley-V C H Verlag Gmbh, Weinheim.(3), 476-483. https://doi.org/10.1002/ejoc.200900791
Milić D, Prato M. Fullerene Unsymmetrical Bis-Adducts as Models for Novel Peptidomimetics. in European Journal of Organic Chemistry. 2010;(3):476-483. doi:10.1002/ejoc.200900791 .
Milić, Dragana, Prato, Maurizio, "Fullerene Unsymmetrical Bis-Adducts as Models for Novel Peptidomimetics" in European Journal of Organic Chemistry, no. 3 (2010):476-483, https://doi.org/10.1002/ejoc.200900791 . .