Chemical Industry and Engineering Progress ›› 2019, Vol. 38 ›› Issue (08): 3823-3828.DOI: 10.16085/j.issn.1000-6613.2018-2413

• Fine chemicals • Previous Articles     Next Articles

Process optimization for synthesis of (R)-1-chloro-3-phenoxy-2-propanol by halohydrin dehalogenase

Xiangju YA1,2(),Yuqi WANG2,Xinhai ZHU2,Yujie JING2,Xi LIN2,Feng XUE2,Jian GAO1,2()   

  1. 1. School of Environmental and Chemical Engineering, Jiangsu University of Science and Technology, Zhenjiang 212003, Jiangsu, China
    2. School of Marine and Bioengineering, Yancheng Institute of Technology, Yancheng 224051, Jiangsu, China
  • Received:2018-12-14 Online:2019-08-05 Published:2019-08-05
  • Contact: Jian GAO

卤醇脱卤酶催化合成(R)-1-氯-3-苯氧基-2-丙醇的工艺优化

亚香菊1,2(),王于齐2,朱鑫海2,经玉洁2,林茜2,薛锋2,高健1,2()   

  1. 1. 江苏科技大学环境与化学工程学院,江苏 镇江 212003
    2. 盐城工学院海洋与生物工程学院,江苏 盐城 224051
  • 通讯作者: 高健
  • 作者简介:亚香菊(1994—),女,硕士研究生,研究方向为生物化工。E-mail:chenhyaxj@163.com
  • 基金资助:
    江苏省高校自然科学基金(16KJB180029)

Abstract:

Halohydrin dehalogenase (HHDH) was produced by recombinant strain E. coli BL21 (pET28a-HHDH). This recombinant E. coli was used as whole-cell catalysis to synthesize enantiopure (R)-1-chloro-3-phenoxy-2-propanol. The influencing factors of HHDH catalyzed synthesis of (R)-1-chloro-3-phenoxy-2-propanol were studied in the experiment. The reaction pH, reaction temperature, catalyst concentration, nucleophilic concentration (NaN3) and substrate concentration were investigated. The results showed that the optimal conditions were as follows: pH was 7.0, reaction temperature was 28℃, the concentration of catalyst was 22.5g/L, the concentration of sodium azide was 50mmol/L, the concentration of racemic 1-chloro-3-phenoxy-2-propanol was 10mmol/L. Under these conditions, the ee and yield of (R)-1-chloro-3-phenoxy-2-propanol was 100% and 16.97%, respectively.

Key words: halohydrin dehalogenase, 1-chloro-3-phenoxy-2-propanol, catalysis, synthesis technique

摘要:

以卤醇脱卤酶重组湿菌体E. coli BL21(pET28a-HHDH)为催化剂,催化外消旋的1-氯-3-苯氧基-2-丙醇的动力学拆分可以获得光学纯的(R)-1-氯-3-苯氧基-2-丙醇。本文系统地研究了卤醇脱卤酶催化合成光学纯(R)-1-氯-3-苯氧基-2-丙醇的影响因素,对反应pH、反应温度、菌体浓度、亲核试剂 N 3 - 浓度和底物浓度进行了探究。结果表明,卤醇脱卤酶催化合成(R)-1-氯-3-苯氧基-2-丙醇的最佳工艺条件为:pH为7.0,反应温度为28℃,菌体浓度为22.5g/L,亲核试剂NaN3的浓度为50mmol/L,底物外消旋1-氯-3-苯氧基-2-丙醇的浓度为10mmol/L。在此工艺条件下,(R)-1-氯-3-苯氧基-2-丙醇的ee值和收率分别为100%和16.97%。

关键词: 卤醇脱卤酶, 1-氯-3-苯氧基-2-丙醇, 催化, 工艺

CLC Number: 

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