An unusual mechanism of glycoside hydrolysis involving redox and elimination steps by a family 4 beta-glycosidase from Thermotoga maritima

Journal of the American Chemical Society
Vivian L Y YipS G Withers

Abstract

Among the numerous well-characterized families of glycosidases, family 4 appears to be the anomaly, requiring both catalytic NAD+ and a divalent metal for activity. The unusual cofactor requirement prompted the proposal of a mechanism involving key NAD+-mediated redox steps as well as elimination of the glycosidic oxygen. Primary kinetic isotope effects for the 2- and 3-deutero substrate analogues, isotopic exchange with solvent, and structural analysis of a 6-phospho-beta-glucosidase, BglT (E.C. 3.2.1.6), provided evidence in support of the proposed mechanism, which has striking resemblances to that of the sugar dehydratases. Furthermore, analysis of the stereochemical outcome indicated that family 4 enzymes are retaining glycosidases.

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Citations

Aug 21, 2013·Accounts of Chemical Research·Seino A K Jongkees, Stephen G Withers
Apr 11, 2007·Nature Biotechnology·Geoff Daniels, Stephen G Withers
Apr 3, 2007·Nature Biotechnology·Qiyong P LiuHenrik Clausen
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Jun 22, 2012·Nature Chemistry·Ethan D Goddard-Borger, Stephen G Withers

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