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Titolo:
PEPTIDES CONTAINING THE SULFONAMIDE JUNCTION - SYNTHESIS, STRUCTURE, AND CONFORMATION OF Z-TAU-PROPHE-NHIPR
Autore:
CALCAGNI A; ROSSI D; PARADISI MP; LUCENTE G; LUISI G; GAVUZZO E; MAZZA F; POCHETTI G; PACI M;
Indirizzi:
UNIV ROMA LA SAPIENZA,DIPARTIMENTO STUDI FARMACEUT I-00185 ROME ITALY UNIV ROMA LA SAPIENZA,DIPARTIMENTO STUDI FARMACEUT I-00185 ROME ITALY CNR,IST STRUTTURIST CHIM I-00016 ROME ITALY UNIV ROMA TOR VERGATA,DIPARTIMENTO SCI & TECNOL CHIM I-00173 ROME ITALY
Titolo Testata:
Biopolymers
fascicolo: 5, volume: 41, anno: 1997,
pagine: 555 - 567
SICI:
0006-3525(1997)41:5<555:PCTSJ->2.0.ZU;2-R
Fonte:
ISI
Lingua:
ENG
Soggetto:
TRANSITION-STATE ISOSTERE; VINYLOGOUS SULFONYL PEPTIDES; MOLECULAR-STRUCTURE; CRYSTAL CONFORMATION; ROTATING-FRAME; METHYL-ESTER; PEPTIDOMIMETICS; ANALOGS; AZASULFONAMIDOPEPTIDES; PSEUDOPEPTIDES;
Keywords:
SULFONAMIDO-PEPTIDES; TAURINE; BETA- AND GAMMA-TURNS;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Citazioni:
58
Recensione:
Indirizzi per estratti:
Citazione:
A. Calcagni et al., "PEPTIDES CONTAINING THE SULFONAMIDE JUNCTION - SYNTHESIS, STRUCTURE, AND CONFORMATION OF Z-TAU-PROPHE-NHIPR", Biopolymers, 41(5), 1997, pp. 555-567

Abstract

The taurine (Tau) containing tripeptide derivative Z-Tau-Pro-Phe-NHiPr (I) has been synthesized as suitable sulfonamido-pseudopeptide modelto investigate formation and conformational properties of folded secondary structures stabilized by intramolecular H bonds directly involving the sulfonamide junction. In the crystal the pseudopeptide I adoptsa type I beta-turn with the Pro and Phe residues located at the (i + 1) and (i + 2) corner positions, respectively. The him is stabilized by a 4 --> 1 H bond engaging one of the SO2 oxygen atoms and the isopropylamide NH. In CDCl3 solution the beta-turn folding is accompanied bya gamma-turn centered at the Pro and involving a 3 --> 1 H bond between the SO2 and the Phe NH. A comparison of the structural and conformational properties found in I with those of the already known sulfonamido-pseudopeptides, with particular reference to the models containing the Tau-Pro junction, is also reported. (C) 1997 John Wiley & Sons, Inc.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 27/09/20 alle ore 22:13:14