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

Org Biomol Chem

Leibniz-Forschungsinstitut für Molekulare Pharmakologie, 13125 Berlin, Germany.

Published: September 2021

AI Article Synopsis

  • The report presents a new building block designed for Fmoc/Bu solid phase peptide synthesis specifically for β-linked -GlcNAcylated peptides.
  • This building block features acid labile silyl ether protecting groups that can be completely removed during TFA-mediated peptide cleavage.
  • The use of this new building block simplifies the synthesis process, reducing the number of steps and eliminating the need for intermediate purification compared to other methods.

Article Abstract

In this report, we introduce a novel building block for Fmoc/Bu solid phase peptide synthesis (SPPS) of β-linked -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.

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Source
http://dx.doi.org/10.1039/d1ob00510cDOI Listing

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