Journal
CARBOHYDRATE RESEARCH
Volume 340, Issue 18, Pages 2728-2734Publisher
ELSEVIER SCI LTD
DOI: 10.1016/j.carres.2005.09.018
Keywords
glycosidase; phosphorylase; molecular mechanism; evolution; sugar ring distortion
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Because of the fast accumulation of sequences derived from genome sequencing efforts, the sampling of the sequence space in glycosidase and related enzyme families is such that sensitive sequence similarity detection methods like PSI-BLAST are now able to reveal distant, but clear, structural and evolutionary relations between glycosidases acting on alpha- and beta-bonds. We have observed this trend within groups of glycosidases with completely different folds. We postulate that the evolutionary interconversion between alpha- and beta-acting glycosidases was greatly facilitated by the fact that both types share a similar axial orientation of the glycosidic bond in the reactive bound substrate. Glycosides in the beta anomeric configuration, require a sugar ring distortion, resulting in an axial orientation of the glycosidic bond, equivalent to that of an alpha glycosidic bond, prior to displacement by nucleophilic substitution. (c) 2005 Elsevier Ltd. All rights reserved.
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