Immobilization of UDP‐Galactose on an Amphiphilic Resin. Issue 7 (16th February 2018)

• Record Type: Journal Article
• Authors: Bevan, Jessica G. M.; Lourenço, Eva C.; Chaves‐Ferreira, Miguel; Rodrigues, João A.; Rita Ventura, M.
• Is Part Of: European journal of organic chemistry. Issue 7(2018)
• Page Start: 908
• Page End: 914
• Publication Date: 2018-02-16
• Subjects: Carbohydrates -- Amphiphilic resin -- Glycosylation -- Immobilization -- UDP‐Galactose; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201701620
• Languages: English
• ISSNs: 1434-193X

Abstract

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. Abstract : Here we report the first example of resin‐bound nucleotide sugars: fluorinated UDP‐Galactose and UDP‐Galactose. 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.