催化学报

催化学报 ›› 2008, Vol. 29 ›› Issue (8): 696-700.

• 研究论文 • 上一篇    下一篇

绿豆环氧水解酶催化对硝基苯乙烯氧化物的对映归一性水解

鞠鑫,潘江,许建和   

  1. 华东理工大学生物反应器工程国家重点实验室, 上海 200237
  • 收稿日期:2008-08-25 出版日期:2008-08-25 发布日期:2008-08-25

Enantioconvergent Hydrolysis of p-Nitrostyrene Oxide Catalyzed by Mung Bean Epoxide Hydrolase

JU Xin, PAN Jiang, XU Jianhe*   

  1. State Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, Shanghai 200237, China
  • Received:2008-08-25 Online:2008-08-25 Published:2008-08-25

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摘要： 利用绿豆环氧水解酶催化(R,S)-对硝基苯乙烯氧化物水解,产物(R)-对硝基苯乙二醇的产率超过常规酶促拆分的极限产率(50%), 表明发生了对映体会聚. 采用绿豆粉剂和粗酶制剂考察了不同条件下的生物催化反应,结果表明,添加吐温-80作为分散剂对反应有促进作用. 对该酶的固定化进行了初步研究,发现酶经硅藻土吸附固定化后稳定性显著增加. 在克级规模制备实验中,产物的总产率达73.3%; 产物经一步重结晶,得到了光学纯度大于99%的(R)-对硝基苯乙二醇.

关键词: 绿豆, 环氧水解酶, 对硝基苯乙烯氧化物, 对映归一性水解, (R)-对硝基苯乙二醇

Abstract: Mung bean epoxide hydrolase was used for enzymatic preparation of (R)-p-nitrophenyl glycol by enantioconvergent hydrolysis of p-nitrostyrene oxide. Enzyme forms and reaction conditions were examined, and an efficient process and high product yield were obtained for this biocatalyst. Tween-80 was found to be an ideal dispersant. Various immobilized biocatalysts were prepared by different methods, and the biocatalyst adsorbed on diatomite powder showed better stability. Gram-scale preparation was performed, giving a yield of 73.3% and an optical purity higher than 99% ee.

Key words: mung bean, epoxide hydrolase, p-nitrostyrene oxide, enantioconvergent hydrolysis, (R)-p-nitrophenylglycol