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Efficient asymmetric hydrolysis of styrene oxide by Mung bean epoxide hydrolases in a supercritical CO2/buffer biphasic system
Journal of CO2 Utilization ( IF 7.2 ) Pub Date : 2018-10-12 , DOI: 10.1016/j.jcou.2018.10.004
Bin Wang , Qinting He , Li Shu , Fengli Yang , Guobin Liang , Weiqiao Liu

The asymmetric hydrolysis of styrene oxide (SO) by Mung bean epoxide hydrolases in a supercritical carbon dioxide (scCO2)/buffer biphasic system was investigated. With the addition of 0.80 M sodium bicarbonate, the yield of (R)-1-phenyl-1,2-ethanediol ((R)-PED) improved from 20.8% to 47.1%. Compared to the case of the aqueous monophasic system, the enantiomer excess (ee) of (R)-PED improved from 81.8% to 91.5%. Under the optimized conditions for the enzymatic reaction, i.e., at a pressure, temperature, SO concentration, and water content of 12 MPa, 40 °C, 80 mM, and 6.0% (v/v), respectively, an (R)-PED yield of 49.2% and ee of 94.1% were achieved. As the water content had a significant effect on the (R)-PED yield and ee, a stepwise reaction method was adopted. When the initial water content was 8.0% (v/v) and 1% (v/v) water was added at intervals of 1 h, the (R)-PED yield and ee reached 49.1% and 97.2%, respectively.



中文翻译:

绿豆环氧水解酶在超临界CO 2 /缓冲双相体系中有效地不对称水解苯乙烯氧化物

研究了绿豆环氧水解酶在超临界二氧化碳(scCO 2)/缓冲液双相系统中对苯乙烯氧化物(SO)的不对称水解。通过添加0.80M的碳酸氢钠,(R)-1-苯基-1,2-乙二醇((R)-PED)的产率从20.8%提高到47.1%。与水性单相体系的情况相比,(R)-PED的对映体过量(ee)从81.8%提高到91.5%。在酶促反应的最佳条件下,即在压力,温度,SO浓度和水含量分别为12 MPa,40°C,80 mM和6.0%(v / v)的条件下,(R)- PED产率为49.2%,ee达到了94.1%。由于含水量对(R)-PED的收率和ee有显着影响,因此采用了逐步反应的方法。当初始水含量为8.0%(v / v)和1%(v / v)的水以1小时的间隔添加时,(R)-PED的收率和ee分别达到49.1%和97.2%。

更新日期:2018-10-12
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