Journal of the American Chemical Society

Probing the abilities of synthetically useful serine proteases to discriminate remote stereocenters. Chiral naphthyl aldehyde inhibitors

T Lee, JB Jones

Index: Lee, Taekyu; Jones, J. Bryan Journal of the American Chemical Society, 1997 , vol. 119, # 43 p. 10260 - 10268

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Citation Number: 14

Abstract

The capacities of subtilisin Carlsberg (SC) and α-chymotrypsin (CT), which are representative of synthetically useful serine proteases, to discriminate between R-and S- configurations of stereocenters remote from the catalytic site have been further explored using chiral naphthyl aldehyde transition state analog inhibitors as probes. The inhibitors evaluated were (3 R)-and (3 S)-3-(1-naphthyl and 2-naphthyl) butanal and (4 R)-and (4 S) ...