Development of Efficient Methods for Accomplishing Cysteine‐Free Peptide and Glycopeptide Coupling

Abstract

As simple as A, B, C: Non-cysteine-based reiterative fragment coupling of glycopeptides involves a metal-free (TCEP) coupling of a peptidyl C-terminal phenolic ester containing an ortho-disulfide moiety (A) with an N-terminal glycopeptide whose C terminus is an alkyl thioester (B) to produce AB, whose N terminus contains an alkyl thioester. A AgCl-mediated coupling of AB with peptide C then produces the tridomainal peptide ABC. TCEP=tris(2-carboxyethyl)phosphine. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2007/z702865_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.