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Albert Ardèvol and Prof. Carme Rovira The Molecular Mechanism of Enzymatic Glycosyl Transfer with Retention of Configuration: Evidence for a Short-Lived Oxocarbenium-Like Species Angewandte Chemie International Edition 50

Version of Record online: 26 SEP 2011 | DOI: 10.1002/anie.201104623

Thumbnail image of graphical 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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