Immobilization of UDP‐Galactose on an Amphiphilic Resin

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 lin...

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Vydané v:European journal of organic chemistry Ročník 2018; číslo 7; s. 908 - 914
Hlavní autori: Bevan, Jessica G. M., Lourenço, Eva C., Chaves‐Ferreira, Miguel, Rodrigues, João A., Rita Ventura, M.
Médium: Journal Article
Jazyk:English
Vydavateľské údaje: WEINHEIM Wiley 21.02.2018
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ISSN:1434-193X, 1099-0690
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Shrnutí: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. 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.
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content type line 14
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201701620