Immobilization of UDP-Galactose on an Amphiphilic Resin

Jessica G.M. Bevan, Eva C. Lourenço, Miguel Chaves-Ferreira, João A. Rodrigues, M. Rita Ventura

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

Nucleotide sugars are activated sugar precursors used by glycosyltransferases to form glycans. Here we report the first examples of resin-bound nucleotide sugars: fluorinated UDP-galactose and UDP-galactose. They were conjugated to a polyethylene glycol resin through the C6 position with an SMCC linker in good to excellent yields. This synthesis represents an efficient method to access resin-bound nucleotide sugars in a modular approach that enables modifications of the sugar or nucleotide before conjugation. The system has been conceived as a new chemistry-based screening system for enzymes that use UDP-galactose.

Original languageEnglish
Pages (from-to)908-914
Number of pages7
JournalEuropean Journal of Organic Chemistry
Volume2018
Issue number7
DOIs
Publication statusPublished - 21 Feb 2018

Keywords

  • Amphiphilic resin
  • Carbohydrates
  • Glycosylation
  • Immobilization
  • UDP-Galactose

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