Candida rugosa脂肪酶催化(R,S)-2-辛醇酯交换反应的对映选择性

Enantioselectivity of Candida rugosa Lipase-Catalyzed Interesterification of (R,S)-2-Octanol

考察了皱落假丝酵母脂肪酶(CRL)在有机溶剂、反胶束和离子液体中催化(R,S)-2-辛醇不对称酯交换反应的对映选择性,发现反应介质和酰基供体对CRL的对映选择性有显著的影响。在甲苯中,CRL催化氯乙酸乙酯与(R,S)-2-辛醇酯交换反应的对映体选择率E颇高(E=92.2);在CTAB/丁醇/异辛烷/水反胶束体系中,以乙酸乙烯酯为酰基供体时,CRL的对映选择率很高(E》100);在离子液体1-丁基-3-甲基咪唑六氟磷酸盐中,CRL的对映选择率很低。

The enantioselectivity of Candida rugosa lipase （CRL）-catalyzed asymmetric interesterification of （R, S）-2-octanol respectively in organic solvent, reverse micelle or ionic liquid was investigated. The results indicate significant influences of reaction medium and acyl donor on the enantioselectivity of CRL. In toluene, the enantioselective rate E for CRL-catalyzed interesterification of （R,S）-2-octanol with ethyl chloroacetate is fairly high （E = 92.2）. In reverse micelle CTAB/butanol/isooctane/H2O, CRL displays rather high enantioselective rate （E〉〉100） when vinyl acetate is used as the acyl donor. However, in ionic liquid [bmim]PF6, CRL shows little enantioselectivity.