Premium
Unexpected dimerization of a tripeptide comprising a β,γ‐diamino acid
Author(s) -
Wan Yang,
Baltaze JeanPierre,
Kouklovsky Cyrille,
Miclet Emeric,
Alezra Valérie
Publication year - 2019
Publication title -
journal of peptide science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 66
eISSN - 1099-1387
pISSN - 1075-2617
DOI - 10.1002/psc.3143
Subject(s) - tripeptide , enantiopure drug , intramolecular force , chemistry , intermolecular force , stereochemistry , diamino acid , dipeptide , peptide , computational chemistry , combinatorial chemistry , molecule , biochemistry , organic chemistry , enantioselective synthesis , gene sequence , phylogenetic tree , gene , catalysis
We have previously reported the synthesis of enantiopure β,γ‐diamino acids and relevant short α/γ‐peptide containing such building blocks. Complete nuclear magnetic resonance (NMR) studies, together with molecular modeling, highlighted the ability of a β,γ‐diamino acid to induce various intramolecular turns. In this paper, we describe for the first time the formation of a dimeric structure constituted by α/γ/α‐tripeptide and stabilized by intermolecular interactions. A structural model is proposed based on extensive NMR measurements.