The synthesis, NMR structure determination, and molecular modelling of the conformationally restricted diastereomeric sugar azido acids 1 and 2 are presented. The bicyclic structures of these compounds are obtained through a iodocyclization reaction on the C-allyl glycoside of the D-arabinofuranose. Cyclic tetrapeptide 11 containing the amino acid derived from 1 linked to the RGD sequence has been synthesized; this compound was found to be a selective antagonist of αvβ3 integrins expressed on GM 7373 cells
Peri, F., Bassetti, R., Caneva, E., De Gioia, L., La Ferla, B., Presta, M., et al. (2002). Arabinose-derived Bicyclic Amino Acids: Synthesis, Conformational Analysis and Construction of an avb3-selective RGD Peptide. JOURNAL OF THE CHEMICAL SOCIETY. PERKIN TRANSACTIONS. 1, 2002(5), 368-644.
Citazione: | Peri, F., Bassetti, R., Caneva, E., De Gioia, L., La Ferla, B., Presta, M., et al. (2002). Arabinose-derived Bicyclic Amino Acids: Synthesis, Conformational Analysis and Construction of an avb3-selective RGD Peptide. JOURNAL OF THE CHEMICAL SOCIETY. PERKIN TRANSACTIONS. 1, 2002(5), 368-644. |
Tipo: | Articolo in rivista - Articolo scientifico |
Carattere della pubblicazione: | Scientifica |
Presenza di un coautore afferente ad Istituzioni straniere: | No |
Titolo: | Arabinose-derived Bicyclic Amino Acids: Synthesis, Conformational Analysis and Construction of an avb3-selective RGD Peptide |
Autori: | Peri, F; Bassetti, R; Caneva, E; De Gioia, L; La Ferla, B; Presta, M; Tanghetti, E; Nicotra, F; |
Autori: | |
Data di pubblicazione: | 2002 |
Lingua: | English |
Rivista: | JOURNAL OF THE CHEMICAL SOCIETY. PERKIN TRANSACTIONS. 1 |
Digital Object Identifier (DOI): | http://dx.doi.org/10.1039/b110453e |
Appare nelle tipologie: | 01 - Articolo su rivista |