催化学报 ›› 2006, Vol. 27 ›› Issue (9): 799-804.

• 研究论文 • 上一篇    下一篇

离子液体中脂肪酶催化拆分外消旋烯丙酮醇反应

王永泽1,梅乐和1,2,钟春龙1,3,姚善泾1,朱自强1   

  1. 1 浙江大学化学工程与生物工程学系, 浙江杭州 310027; 2 浙江大学宁波理工学院, 浙江宁波 315100; 3 福建龙岩学院化学系, 福建龙岩 364000
  • 收稿日期:2006-09-25 出版日期:2006-09-25 发布日期:2010-10-28

Resolution of (R,S)-(4-Hydroxy-3-methyl-2-(2-propenyl)-2-cyclopenten-1-one) Catalyzed by Lipase in Ionic Liquid

WANG Yongze1, MEI Lehe1, 2, ZHONG Chunlong1, 3, YAO Shanjing1, ZHU Ziqiang1   

  1. 1 Department of Chemical and Biochemical Engineering, Zhejiang University, Hangzhou 310027, Zhejiang, China; 2 Ningbo Institute of Technology, Zhejiang University, Ningbo 315100, Zhejiang, China; 3 Department of Chemistry, Longyan College, Longyan 364000, Fujian, China
  • Received:2006-09-25 Online:2006-09-25 Published:2010-10-28

摘要: 以离子液体为溶剂,考察了溶剂类型、水活度、温度、 pH值和共溶剂等因素对脂肪酶催化拆分外消旋烯丙酮醇(R,S)-4-羟基-3-甲基-2-(2-丙烯基)-2-环戊烯-1-酮反应的影响,并与常用于外消旋烯丙酮醇拆分的有机溶剂乙酸乙烯酯进行了比较. 结果表明,在离子液体[bmim]PF6中脂肪酶的催化性能较好,酶初始反应速率为18.48 μmol/(g·min), 半衰期为74.53 h, 高于在乙酸乙烯酯中的相应值(9.18 μmol/(g·min)和64.29 h). 但离子液体中拆分反应的转化率低于在乙酸乙烯酯中的转化率,可以通过向离子液体中补加酰基供体来提高外消旋烯丙酮醇的转化率. 两种反应介质中最佳酶反应条件均为水活度0.17, 温度40 ℃和pH=7, 但加入共溶剂后,离子液体中脂肪酶催化拆分外消旋烯丙酮醇的效率降低,而在乙酸乙烯酯中则有所提高.

关键词: 离子液体, (R, S)-4-羟基-3-甲基-2-(2-丙烯基)-2-环戊烯-1-酮, 脂肪酶, 拆分

Abstract: The resolution of (R,S)-4-hydroxy-3-methyl-2-(2-propenyl)-2-cyclopenten-1-one ((R,S)-HMPC) by lipase was studied using ionic liquids and vinyl acetate as the reaction medium, respectively. The effects of the reaction medium, water activity, temperature, pH value, and cosolvent on the resolution were studied. The results showed that the ionic liquid [bmim]PF6 was suitable for the reaction, and the initial rate of lipase in [bmim]PF6 was 18.48 μmol/(g•min), which was much higher than that in vinyl acetate (9.18 μmol/(g•min). The half life of lipase in the ionic liquid was 74.53 h, which was higher than that in vinyl acetate (64.29 h), but the conversion of (R,S)-HMPC in ionic liquids was lower than that in vinyl acetate. The addition of an acyl donor could improve the conversion of (R,S)-HMPC in ionic liquids. The optimum reaction conditions in [bmim]PF6 were water activity of 0.17, 40 ℃, and pH=7 same as those in vinyl acetate. When the cosolvent was added into the reaction system, the conversion in [bmim]PF6 decreased whereas increased in vinyl acetate, which might be due to the different properties of the reaction media.

Key words: ionic liquid, (R,S)-4-hydroxy-3-methyl-2-(2-propenyl)-2-cyclopenten-1-one, lipase, resolution