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Molecular Mechanism of Enzymatic Glycosyl Transfer

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The Molecular Mechanism of Enzymatic Glycosyl Transfer with Retention of Configuration: Evidence for a Short-Lived Oxocarbenium-Like Species

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Albert Ardèvol and Carme Rovira, 

Angewandte Chemie Int. Ed., 2011, Early View

 

Abstract

 

A quantum leap: By means of quantum mechanics/molecular mechanics metadynamics simulations, a front-face SNi-type reaction for glycosyl transfer with retention of the anomeric configuration is shown to be feasible. A short-lived oxocarbenium-like species (see picture; O red, P gold, N blue, C black) is identified and provides the complete itinerary of this long sought after molecular mechanism.

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