Chemical Synthesis of Glycopeptides containing l-Arabinosylated Hydroxyproline and Sulfated Tyrosine

Jasper W. van de Sande, Bauke Albada*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

Abstract

Post-translationally modified peptides are important regulating molecules for living organisms. Here, we report the stereoselective total synthesis of β-1,2-linked l-arabinosylated Fmoc-protected hydroxyproline building blocks and their incorporation, together with sulfated tyrosine and hydroxyproline, into the plant peptide hormone PSY1. Clean glycopeptides were obtained by performing acetyl removal from the l-arabinose groups prior to deprotection of the neopentyl-protected sulfated tyrosine.

Original languageEnglish
Pages (from-to)1907-1911
Number of pages5
JournalOrganic Letters
Volume25
Issue number11
DOIs
Publication statusPublished - 24 Mar 2023

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