Tetrahedron

Synthetic hydrogen bonding receptors as models of transacylase enzymes

P Tecilla, V Jubian, AD Hamilton

Index: Tecilla, Paolo; Jubian, Vrej; Hamilton, Andrew D. Tetrahedron, 1995 , vol. 51, # 2 p. 435 - 448

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Citation Number: 53

Abstract

A family of synthetic receptors has been prepared containing a barbiturate binding site and an appended thiol nucleophile. These are shown to cause large accelerations in the thiolysis reactions of barbiturate active ester derivatives. The size of the acceleration is shown to depend critically on the length and flexibility of the spacer that links the thiol to the receptor.