Inverse Peptide Synthesis via Activated α‐Aminoesters1. (24th April 2014)

• Record Type: Journal Article
• Authors: Suppo, Jean‐Simon; Subra, Gilles; Bergès, Matthieu; Marcia de Figueiredo, Renata; Campagne, Jean‐Marc
• Is Part Of: Angewandte Chemie. Volume 126:Number 21(2014)
• Page Start: 5493
• Page End: 5497
• Publication Date: 2014-04-24
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201402147
• Languages: English
• ISSNs: 0044-8249

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>A mild, practical, and simple procedure for peptide‐bond formation is reported. Instead of activation of the carboxylic acid functionality, the reaction involves an unprecedented use of activated α‐aminoesters. The method provides a straightforward entry to dipeptides and was effective when a sensitive cysteine residue was used, as no epimerization was detected in this case. The applicability of this method to iterative peptide synthesis was illustrated by the synthesis of a model tetrapeptide in the challenging reverse N→C direction.</p> </abstract>