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两相体系中固定化黏红酵母CCZU-G5催化合成 (R)-2-羟基-4-苯基丁酸乙酯

汪 云1, 王利群1,2,何玉财1,2,朱 劼1 ,卿 青1 ,王明慧1   

  1. 1常州大学制药与生命科学学院,江苏 常州 213164;2常州市药品制造与质量控制工程重点实验室, 江苏 常州 213164
  • 出版日期:2013-03-05 发布日期:2013-03-05

Biosynthesis of ethyl (R)-2-hydroxy-4-phenylbutyrate catalyzed by immobilized Rhodotorula mucilaginosa CCZU-G5 in biphasic system

WANG Yun1,WANG Liqun1,2,HE Yucai1,2,ZHU Jie1,QING Qing1,WANG Minghui1   

  1. 1School of Pharmaceutical Engineering and Life Sciences,Changzhou University,Changzhou 213164,Jiangsu,China; 2 Changzhou Key Laboratory of Pharmaceutical Manufacture and Quality Control Engineering,Changzhou 213164,Jiangsu,China
  • Online:2013-03-05 Published:2013-03-05

摘要: 通过筛选得到一株高立体选择性还原2-氧代-4-苯基丁酸乙酯(OPBE)合成(R)-2-羟基-4-苯基丁酸乙酯[(R)-HPBE]的菌株并鉴定为黏红酵母。研究了在异辛烷/水两相体系中固定化黏红酵母CCZU-G5不对称还原OPBE合成(R)-HPBE的反应条件。结果表明最适的反应条件为:在异辛烷比例为10%条件下,底物浓度为100 mmol/L,催化剂用量为0.45 g/mL,辅底物为40 g/L的葡萄糖。在建立的反应体系中反应16 h,(R)-HPBE产率最高,达83.5%,e.e.值99%以上。固定化酵母经7次重复使用后,产率和e.e.值分别维持在70%和99%以上。

关键词: 两相体系, 固定化, Rhodotorula mucilaginosa CCZU-G5, (R)-2-羟基-4-苯基丁酸乙酯, 不对称还原

Abstract: A strain capable of reducing ethyl-2-oxo-4-phenylbutanoate (OPBE) into ethyl (R)-2- hydroxy-4-phenylbutyrate [(R)-HPBE] was screened and identified as Rhodotorula mucilaginosa. In an isooctane /organic solvent biphasic system,reaction conditions of the asymmetric reduction of OPBE for synthesizing optically active (R)-HPBE with immobilized Rhodotorula mucilaginosa CCZU-G5 cell were investigated. The results showed that the optimum reaction conditions were:ratio of isooctane 10%,concentration of OPBE 100 mmol/L,catalyst dosage 0.45 g/mL and 40 g/L glucose as co-substrate. After 16 h of biotransformation under the optimum conditions,the yield of (R)-HPBE was as high as 83.5% and enantiomeric excess (e.e.). value was more than 99%. These immobilized catalysts could be repeatedly used for seven times,and the yield and e.e. value were all over 70% and 99%,respectively.

Key words: biphasic system, immobilization, Rhodotorula mucilaginosa CCZU-G5, ethyl (R)-2- hydroxy-4-phenylbutyrate, asymmetric reduction

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