Theoretical modelling of kinetic isotope effects for glycoside hydrolysis in aqueous solution by a hybrid quantum-mechanical/molecular-mechanical method

Abstract

A hybrid QM/MM computational study of acid-catalysed hydrolysis of a model for adenosine monophosphate solvated by ca. 500 water molecules suggests the possibility of both stepwise D_N*A_N and concerted A_ND_N mechanisms, but agreement between calculated and experimental kinetic isotope effects for multiple substitutions indicate the former mechanism.