Solid-Phase O-Glycosylation with a Glucosamine Derivative for the Synthesis of a Glycopeptide

Philip Ryan, Andy Hsien Wei Koh, Anna Elizabeth Lohning, Santosh Rudrawar*

*Corresponding author for this work

Research output: Contribution to journalArticleResearchpeer-review

4 Citations (Scopus)

Abstract

An efficient synthesis of the O-linked glycosylamino acid Fmoc-l-Ser((Ac)3-β-d-GlcNAc)-OH building block is described. The utility of the method was demonstrated with direct solid-phase O-glycosylation of the hydroxyl group on the amino acid (Ser) side chain of a human A crystallin-derived peptide (AIPVSREEK) in nearly quantitative glycosylation yield.

Original languageEnglish
Pages (from-to)1151-1157
Number of pages7
JournalAustralian Journal of Chemistry
Volume70
Issue number10
DOIs
Publication statusPublished - 2017

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