Chemical Rescue of α3-Galactosyltransferase. Implications in the Mechanism of Retaining Glycosyltransferases

The mechanism of retaining glycosyltransferases is still poorly understood and the subject of current debate. Both double displacement and front side single displacement (SNi) mechanisms have been proposed. A “chemical rescue methodology” is here applied to a retaining α3-galactosyltransferase. Azid...

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Bibliographic Details
Published inJournal of the American Chemical Society Vol. 128; no. 50; pp. 16030 - 16031
Main Authors Monegal, Ana, Planas, Antoni
Format Journal Article
LanguageEnglish
Published Washington, DC American Chemical Society 20.12.2006
Subjects
Chemistry
Exact sciences and technology
General and physical chemistry
Kinetics and mechanisms
Organic chemistry
Reactivity and mechanisms
Reaction mechanism
N-Acetyllactosaminide α-1,3-galactosyltransferase
Hexosyltransferases
Enzyme
Transferases
Glycosyltransferases
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Summary:The mechanism of retaining glycosyltransferases is still poorly understood and the subject of current debate. Both double displacement and front side single displacement (SNi) mechanisms have been proposed. A “chemical rescue methodology” is here applied to a retaining α3-galactosyltransferase. Azide as exogenous nucleophile rescues the activity of the inactive E317A mutant to give β-d-galactosylazide. This result fits best with a double displacement mechanism in which Glu317 is the enzyme nucleophile involved in the formation of a glycosyl-enzyme intermediate.
Bibliography:istex:9F3784E7F04468EFB9DB4A6AE76B1BCEBBB40519
ark:/67375/TPS-B28PR29S-7
ISSN:0002-7863
1520-5126
DOI:10.1021/ja0659931