Journal
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 21, Issue 17, Pages 4973-4975Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2011.05.059
Keywords
Glycopeptides; Native chemical ligation; Peptide thioesters
Categories
Funding
- Royal Society
- Dextra Laboratories
- University College London
- Wellcome Trust
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Peptide thioesters are important tools for the total synthesis of proteins using native chemical ligation (NCL). Preparation of glycopeptide thioesters, that enable the assembly of homogeneously glycosylated proteins, is complicated by the perceived fragile nature of the sugar moiety. Herein, we demonstrate the compatibility of thioester formation via N -> S acyl transfer with native N-glycopeptides and report observations that will aid in their preparation. (C) 2011 Elsevier Ltd. All rights reserved.
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