Journal of the American Chemical Society

Ester hydrolysis by a catalytic cyclodextrin dimer enzyme mimic with a metallobipyridyl linking group

B Zhang, R Breslow

Index: Zhang, Biliang; Breslow, Ronald Journal of the American Chemical Society, 1997 , vol. 119, # 7 p. 1676 - 1681

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Citation Number: 224

Abstract

A β-cyclodextrin dimer with a linking bipyridyl group is synthesized as a catalyst precursor, a holoenzyme mimic. It binds both ends of potential substrates into the two different cyclodextrin cavities, holding the substrate ester carbonyl group directly above a metal ion bound to the bipyridyl unit. The result is very effective ester hydrolysis with good turnover catalysis. For example, a Cu (II) complex accelerates the rate of hydrolysis of several ...