南极假丝酵母脂肪酶B催化3-(4-氟苯基)戊二酸酐不对称醇解

Enantioselective alcoholysis of 3-(4-fluorophenyl) glutaric anhydride catalyzed by Candida antarctica lipase B

采用分子模拟技术,研究了南极假丝酵母脂肪酶B(Candida antarctica lipase B,CALB)催化3-(4-氟苯基)戊二酸酐(3-FGA)不对称醇解的分子机制。首先借助力场修改的Autodock 4.2软件将过渡态底物与CALB进行对接,根据对接自由能差异解析了CALB催化3-FGA与不同醇反应的立体选择性差异,得到的S型底物结合能小于R型底物;其次,基于扭转角机制分析发现,S型底物扭转角小于R型底物,从分子水平上揭示了CALB对S型底物选择性优于R型底物的机制。

We studied enantioselective alcoholysis of 3-（ 4-fluorophenyl） glutaric anhydride（ 3-FGA） by Candida antarctica lipase B（ CALB） through molecular simulation technology. The transition state substrates were docked with CALB by using Autodock 4. 2 whose force file was modified. The enantioselective difference of the alcoholysis of 3-FGA with various alcohols catalyzed by CALB was proved by the differences of binding energy. The binding energy of S-enantiomer was smaller than Renantiomer. Furthermore,we also found that the torsional angle of S-enantiomer was smaller than Renantiomer through analyzing the torsional angle mechanism, CALB showed an S-enantiomer enantiopreference from the molecular level.