Immobilization of UDP‐Galactose on an Amphiphilic Resin | Zendy

Bevan Jessica G. M. | Zendy; Lourenço Eva C. | Zendy; ChavesFerreira Miguel | Zendy; Rodrigues João A. | Zendy; Rita Ventura M. | Zendy

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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.

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