The importance of ester and alkoxy type functionalities for the chemo-and enantio-recognition of substrates by hydrolysis with Candida rugosa lipase

…, A Cipiciani, G Cruciani, F Fringuelli

Index: Bellezza, Francesca; Cipiciani, Antonio; Cruciani, Gabriele; Fringuelli, Francesco Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 24 p. 4439 - 4444

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Citation Number: 19

Abstract

Racemic esters of 1-phenyl-and 1-(pyridyl) ethyl acetates 1a–c (R= Me, Ph) were subjected to hydrolysis in water in the presence of Candida rugosa lipase (CRL). 1-Pyridylethyl acetates (1, R= Me) are hydrolyzed by crude CRL (C-CRL) and isopropanol (isopropyl alcohol) treated CRL (PT-CRL) at very low rates, and the enantiorecognition was disappointing. By using 1-pyridylethyl benzoates (1, R= Ph) the results differed greatly: ...

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