The taurine (Tau) containing tripeptide derivative Z-Tau-Pro-Phe-NHiPr (I) has been synthesized as suitable sulfonamido-pseudopeptide model to 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 adopts a 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 by a 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.
Tipologia: | Articolo su rivista |
Citazione: | Calcagni, A., Rossi, D., Paradisi, M.P., Lucente, G., Luisi, G., Gavuzzo, E., et al. (1997). Peptides containing the sulfonamide junction: Synthesis, structure, and conformation of Z-Tau-ProPhe-NHiPr. BIOPOLYMERS, 41(5), 555-567. |
Altre informazioni significative: | 13 |
IF: | Con Impact Factor ISI |
Lingua: | English |
Settore Scientifico Disciplinare: | Settore BIO/10 - Biochimica |
Revisione (peer review): | Sì, ma tipo non specificato |
Tipo: | Articolo |
Rilevanza: | Rilevanza internazionale |
Stato di pubblicazione: | Pubblicato |
Data di pubblicazione: | 1997 |
Titolo: | Peptides containing the sulfonamide junction: Synthesis, structure, and conformation of Z-Tau-ProPhe-NHiPr |
Autori: | |
Autori: | Calcagni, A; Rossi, D; Paradisi, MP; Lucente, G; Luisi, G; Gavuzzo, E; Mazza, F; Pochetti, G; Paci, M |
Appare nelle tipologie: | 01 - Articolo su rivista |