Institute of Bioengineering, College of Biological and Environmental Engineering, Zhejiang University of Technology, 18 Chaowang Road, Hangzhou, Zhejiang 310014, China.
Appl Biochem Biotechnol. 2011 May;164(2):125-32. doi: 10.1007/s12010-010-9120-z. Epub 2010 Nov 6.
Resolution of racemic glycidyl (o, m, p)-methylphenyl ethers by using a newly isolated Botryosphaeria dothidea ZJUZQ007 with epoxide hydrolase activity affords enantiopure epoxides with enantiomeric excesses (e.e.(s)) of 91-99% and enantiomeric ratios (E) of 18.1 to 48.6. The (R)-enantiomer was obtained from rac-glycidyl (o or m)-methylphenyl ethers whereas the (S)-epoxides was obtained from glycidyl p-methylphenyl ether. Substitution pattern of the methyl group exerted effects both on configurations of the remaining epoxides and enantioselectivities of epoxide hydrolase. The observations were explained by enzyme-substrate docking studies. It is the first example showing that for kinetic resolution of glycidyl methylphenyl ethers, fungal species of B. dothidea was applied.
采用新分离的具有环氧化物水解酶活性的 Botryosphaeria dothidea ZJUZQ007 拆分外消旋的（o，m，p）-甲基苯基缩水甘油醚，可得到对映体过量（ee(s)）为 91-99%和对映体比（E）为 18.1 至 48.6 的对映体纯环氧化物。（R）-对映体从 rac-缩水甘油（o 或 m）-甲基苯基醚获得，而（S）-环氧化物从缩水甘油对甲基苯基醚获得。甲基取代基的取代模式对剩余环氧化物的构型和环氧化物水解酶的对映选择性都有影响。这些观察结果通过酶-底物对接研究得到了解释。这是第一个表明在动力学拆分甲基苯基缩水甘油醚时，应用了 Botryosphaeria dothidea 真菌的例子。
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