以二甲基亚砜和异丙醇为添加剂，皱褶假丝酵母脂肪酶催化2-取代芳氧基乙酸酯的动力学拆分

Candida rugosa lipase-catalysed kinetic resolution of 2-substituted-aryloxyacetic esters with dimethylsulfoxide and isopropanol as additives.

作者信息

Ammazzalorso Alessandra, Amoroso Rosa, Bettoni Giancarlo, De Filippis Barbara, Fantacuzzi Marialuigia, Giampietro Letizia, Maccallini Cristina, Tricca Maria Luisa

机构信息

Department of Drug Sciences, University of Chieti G. d'Annunzio, via dei Vestini, Chieti, Italy.

出版信息

Chirality. 2008 Feb;20(2):115-8. doi: 10.1002/chir.20505.

DOI:10.1002/chir.20505

PMID:18074337

Abstract

Candida rugosa lipase-catalysed hydrolysis of three different 2-substituted-aryloxyacetic esters was performed in aqueous buffer containing dimethyl sulphoxide and isopropanol from 0 to 80% v/v as additives, in order to obtain an enhancement of the enantioselectivity. For 2-(p-chlorophenoxy)acetic acid and 2-n-butyl-2-(p-chlorophenoxy)acetic acid ethyl esters, DMSO enhanced enzyme enantioselectivity more than IPA with an opposite enzymatic enantiopreference. The cosolvents moderately improved Candida rugosa lipase enantioselectivity for 2-phenyl-2-(p-chlorophenoxy)acetic acid ethyl ester.

摘要

在含有体积分数为0%至80%的二甲亚砜和异丙醇作为添加剂的水性缓冲液中，进行了皱褶假丝酵母脂肪酶催化的三种不同的2-取代芳氧基乙酸酯的水解反应，以提高对映选择性。对于2-(对氯苯氧基)乙酸乙酯和2-正丁基-2-(对氯苯氧基)乙酸乙酯，二甲亚砜比异丙醇更能提高酶的对映选择性，且酶的对映体偏好相反。这些助溶剂适度提高了皱褶假丝酵母脂肪酶对2-苯基-2-(对氯苯氧基)乙酸乙酯的对映选择性。