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

Research output: Contribution to journalArticleResearchpeer-review

2 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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Glycosylation
Glycopeptides
Glucosamine
Derivatives
Crystallins
Hydroxyl Radical
Amino Acids
Peptides
Acids

Cite this

Ryan, Philip ; Koh, Andy Hsien Wei ; Lohning, Anna Elizabeth ; Rudrawar, Santosh. / Solid-Phase O-Glycosylation with a Glucosamine Derivative for the Synthesis of a Glycopeptide. In: Australian Journal of Chemistry. 2017 ; Vol. 70, No. 10. pp. 1151-1157.
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Solid-Phase O-Glycosylation with a Glucosamine Derivative for the Synthesis of a Glycopeptide. / Ryan, Philip; Koh, Andy Hsien Wei; Lohning, Anna Elizabeth; Rudrawar, Santosh.

In: Australian Journal of Chemistry, Vol. 70, No. 10, 2017, p. 1151-1157.

Research output: Contribution to journalArticleResearchpeer-review

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