O-GlcNAcase catalyzes cleavage of thioglycosides without general acid catalysis

MS Macauley, KA Stubbs…

Index: Macauley, Matthew S.; Stubbs, Keith A.; Vocadlo, David J. Journal of the American Chemical Society, 2005 , vol. 127, # 49 p. 17202 - 17203

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Citation Number: 63

Abstract

O-GlcNAcase catalyzes the removal of N-acetylglucosamine residues from serine and threonine residues of post-translationally modified proteins using a catalytic mechanism involving substrate-assisted catalysis and general acid/base catalysis. Since thioglycosides are widely perceived as resistant to hydrolysis by glycosidases, it was surprising to find that O-GlcNAcase also catalyzes the efficient hydrolysis of S-glycosides. Brønsted analyses ...