Issue 37, 2021

A silyl ether-protected building block for O-GlcNAcylated peptide synthesis to enable one-pot acidic deprotection

Abstract

In this report, we introduce a novel building block for Fmoc/tBu solid phase peptide synthesis (SPPS) of β-linked O-GlcNAcylated peptides. This building block carries acid labile silyl ether protecting groups, which are fully removed under TFA-mediated peptide cleavage conditions from the resin, thus requiring fewer synthetic steps and no intermediate purification as compared to other acid or base labile protecting group strategies.

Graphical abstract: A silyl ether-protected building block for O-GlcNAcylated peptide synthesis to enable one-pot acidic deprotection

Supplementary files

Article information

Article type
Communication
Submitted
16 Mar 2021
Accepted
22 Aug 2021
First published
24 Aug 2021

Org. Biomol. Chem., 2021,19, 8014-8017

A silyl ether-protected building block for O-GlcNAcylated peptide synthesis to enable one-pot acidic deprotection

B. Yan, W. Li and C. P. R. Hackenberger, Org. Biomol. Chem., 2021, 19, 8014 DOI: 10.1039/D1OB00510C

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