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Immobilization of UDP‐Galactose on an Amphiphilic Resin
Author(s) -
Bevan Jessica G. M.,
Lourenço Eva C.,
ChavesFerreira Miguel,
Rodrigues João A.,
Rita Ventura M.
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201701620
Subject(s) - chemistry , nucleotide sugar , galactose , linker , nucleotide , amphiphile , sugar , conjugated system , glycosyltransferase , kluyveromyces , organic chemistry , biochemistry , glycan , combinatorial chemistry , enzyme , polymer , saccharomyces cerevisiae , computer science , copolymer , gene , operating system , glycoprotein
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.