Using simple donors to drive the equilibria of glycosyltransferase-catalyzed reactions.

Abstract:

:We report that simple glycoside donors can drastically shift the equilibria of glycosyltransferase-catalyzed reactions, transforming NDP-sugar formation from an endothermic to an exothermic process. To demonstrate the utility of this thermodynamic adaptability, we highlight the glycosyltransferase-catalyzed synthesis of 22 sugar nucleotides from simple aromatic sugar donors, as well as the corresponding in situ formation of sugar nucleotides as a driving force in the context of glycosyltransferase-catalyzed reactions for small-molecule glycodiversification. These simple aromatic donors also enabled a general colorimetric assay for glycosyltransfer, applicable to drug discovery, protein engineering and other fundamental sugar nucleotide-dependent investigations. This study directly challenges the general notion that NDP-sugars are 'high-energy' sugar donors when taken out of their traditional biological context.

journal_name

Nat Chem Biol

journal_title

Nature chemical biology

authors

Gantt RW,Peltier-Pain P,Cournoyer WJ,Thorson JS

doi

10.1038/nchembio.638

subject

Has Abstract

pub_date

2011-08-21 00:00:00

pages

685-91

issue

10

eissn

1552-4450

issn

1552-4469

pii

nchembio.638

journal_volume

7

pub_type

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