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Titolo:
Topographically constrained aromatic alpha-aza-amino acids. Part 2. New azaTic-containing peptides: Synthesis, conformation, and intramolecular NH center dot center dot center dot N interaction
Autore:
Torrini, I; Zecchini, GP; Paradisi, MP; Mastropietro, G; Lucente, G; Gavuzzo, E; Mazza, F;
Indirizzi:
Univ Rome La Sapienza, Dipartimento Studi Farmaceut, I-00185 Rome, Italy Univ Rome La Sapienza Rome Italy I-00185 Farmaceut, I-00185 Rome, Italy Univ Rome La Sapienza, CNR, Ctr Studio Chim Farm, I-00185 Rome, Italy UnivRome La Sapienza Rome Italy I-00185 Chim Farm, I-00185 Rome, Italy CNR, Ist Strutturist Chim, I-00016 Monterotondo Stn, Roma, Italy CNR Monterotondo Stn Roma Italy I-00016 016 Monterotondo Stn, Roma, Italy Univ Aquila, Dipartimento Chim, I-67100 Laquila, Italy Univ Aquila Laquila Italy I-67100 artimento Chim, I-67100 Laquila, Italy
Titolo Testata:
TETRAHEDRON
fascicolo: 7, volume: 55, anno: 1999,
pagine: 2077 - 2090
SICI:
0040-4020(19990212)55:7<2077:TCAAAP>2.0.ZU;2-L
Fonte:
ISI
Lingua:
ENG
Soggetto:
PREFERRED CONFORMATION; BIOLOGICAL-ACTIVITY; SIDE-CHAIN; DESIGN; RECEPTOR; ANALOGS; RESIDUE; PHENYLALANINE; ANTAGONISTS; PROTEINS;
Keywords:
aza-amino acids; chi space; hydrogen bonding; phthalazines;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Physical, Chemical & Earth Sciences
Citazioni:
40
Recensione:
Indirizzi per estratti:
Indirizzo: Lucente, G Univ Rome La Sapienza, Dipartimento Studi Farmaceut, I-00185 Rome, Italy Univ Rome La Sapienza Rome Italy I-00185 I-00185 Rome, Italy
Citazione:
I. Torrini et al., "Topographically constrained aromatic alpha-aza-amino acids. Part 2. New azaTic-containing peptides: Synthesis, conformation, and intramolecular NH center dot center dot center dot N interaction", TETRAHEDRON, 55(7), 1999, pp. 2077-2090

Abstract

The new pseudodipeptide Boc-azaTic-Leu-OMe (1), incorporating the conformationally and topographically constrained 3,4-dihydro-2(1H)-phthalazinecarboxylic acid (azaTic) residue, has been synthesized together with the three related models Boc-azaTic-NHMe(3), MeCO-azaTic-Gly-OMe (4), and azaTic-Leu-OMe (6). Both the epimers of 1, generated by opposite absolute configurationat an azaTic nitrogen stereogenic centre, have been found in the asymmetric unit of the crystal. The conformational perturbations, deriving by the introduction of the azaTic residue into a peptide backbone, are described andthe nature of the NH ... N interaction, which gives rise to a typical backbone folding closing a 5-membered ring, has been studied. (C) 1999 ElsevierScience Ltd. All rights reserved.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 23/09/20 alle ore 09:37:35