高等学校化学学报 ›› 2010, Vol. 31 ›› Issue (11): 2234.

• 研究论文 • 上一篇    下一篇

酶法合成L-4-甲砜基苯丙氨酸

刘均忠, 熊吉滨, 赵根海, 刘茜, 焦庆才   

  1. 南京大学生命科学学院, 医药生物技术国家重点实验室, 南京 210093
  • 收稿日期:2009-12-31 出版日期:2010-11-10 发布日期:2010-11-10
  • 通讯作者: 焦庆才, 男, 博士, 教授, 博士生导师, 主要从事手性药物的制备研究. E-mail: jiaoqc@yahoo.com.cn
  • 基金资助:

    国家技术创新基金(批准号: 02CJ-13-01-16)资助.

Enzymatic Synthesis of L-4-Methylsulphonyl-phenylalanine

LIU Jun-Zhong, XIONG Ji-Bin, ZHAO Gen-Hai, LIU Qian, JIAO Qing-Cai*   

  1. State Key Laboratory of Pharmaceutic Biotechnology, School of Life Science, Nanjing University, Nanjing 210093, China
  • Received:2009-12-31 Online:2010-11-10 Published:2010-11-10
  • Contact: JIAO Qing-Cai. E-mail: jiaoqc@yahoo.com.cn
  • Supported by:

    国家技术创新基金(批准号: 02CJ-13-01-16)资助.

摘要: 以4-甲砜基苯丙酮酸和L-天冬氨酸为底物, 利用重组大肠杆菌DM204(pGEX-KG-aspC/BL21)表达的天冬氨酸转氨酶酶法转化得到了L-4-甲砜基苯丙氨酸, 优化得到的酶法最佳转化条件为: 转化温度37 ℃, 反应体系pH=8, 底物4-甲砜基苯丙酮酸质量分数8%, 质量分数0.6%的吐温80和10-4 mol/L Mg2+对酶活有促进作用. 在最佳工艺条件下经过12 h酶促反应, 4-甲砜基苯丙酮酸摩尔转化率达95%. 本研究利用化学生物法制备了L-4-甲砜基苯丙氨酸, 为制备其它天然氨基酸衍生物提供了新思路.

关键词: 基因工程, 天冬氨酸转氨酶, 酶法合成, 氨基酸衍生物

Abstract: L-Phenylalanine derivatives are key components or intermediates of many anti-tumor compounds. L-4-Methylsulfonyl-phenylalanine may inhibit tumor cell proliferation. At present, L-phenylalanine derivatives are normally produced by chemical resolution or enzymatic method. In this work, the chiral compound L-4-methylsulphonyl-phenylalanine was prepared by enzymatic method from 4-methylsulphonyl-phenylpyruvate and L-aspartic acid. The influence of various factors on the biocatalysis was studied. The optimal temperature and pH value were 37 ℃ and 8. The optimal mass fraction of 4-methylsulphonyl-phenylpyruvate and tween 80 were 8% and 0.6%. 1×10-4 mol/L of Mg2+ can improve the activity of aspartate aminotransferase. Under the optimal conditions, bioconversion rate of 4-methylsulphonyl-phenylpyruvate reached 95% after 12 h. The study provides a new idea for preparing L-phenylalanine derivatives.

Key words: Genetic engineering, Aspartate aminotransferase, Enzymatic synthesis, Amino acid derivative

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