title: Diastereoselectivity in prebiotically relevant 5(4H)-oxazolone-mediated peptide couplings.
abstract: A stereochemical study of a potentially prebiotic peptide-forming reaction was carried out as the first part of a systems chemistry investigation of potential paths for symmetry breaking. Substantial diastereomeric excesses result from a fast epimerization of the 5(4H)-oxazolone intermediate in aqueous solution.
authors: Institut des Biomolécules Max Mousseron, UMR 5247, CNRS-Université Montpellier 1 & Montpellier 2, CC17006, Place E. Bataillon, 34095 Montpellier, France. rpascal@univ-montp2.fr.
authors: Damien
authors: D
authors: Beaufils
authors: Grégoire
authors: G
authors: Danger
authors: Laurent
authors: L
authors: Boiteau
authors: Jean-Christophe
authors: JC
authors: Rossi
authors: Robert
authors: R
authors: Pascal
mesh_terms: D010081:Oxazolone / Q000737:chemistry*; D010455:Peptides / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D010455:Peptides; D010081:Oxazolone