| 夏仕文.珊瑚色诺卡氏菌全细胞催化（RS）-4-氟苯甘氨酸去消旋化为（S）-4-氟苯甘氨酸[J].分子催化,2015,(4):307-314 |
| 珊瑚色诺卡氏菌全细胞催化（RS）-4-氟苯甘氨酸去消旋化为（S）-4-氟苯甘氨酸 |
| Biocatalytic deracemization of (RS)-4-fluorophenylglycine to (S)-4-fluorophenylglycine by whole cells of Nocardia corallina CGMCC 4.1037 |
| 投稿时间：2015-07-09 修订日期：2015-08-17 |
| DOI： |
| 中文关键词: 珊瑚色诺卡氏菌CGMCC 4.1037 立体反转 去消旋化 （RS）-4-氟苯甘氨酸 （S）-4-氟苯甘氨酸 |
| 英文关键词:Nocardia corallina CGMCC 4.1037 Stereo-inversion Deracemization (RS)-4-fluorophenylglycine (S)-4-fluorophenylglycine |
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| 中文摘要: |
| 珊瑚色诺卡氏菌CGMCC 4.1037 全细胞能够催化4-氟苯甘氨酸的（R）-对映体立体反转为（S）-对映体，相反方向的反应不能发生。研究了反应条件对（R）-4-氟苯甘氨酸立体反转的影响。在最优反应条件下，5mmol/L（R）-4-氟苯甘氨酸和10mmol/L（RS）-4-氟苯甘氨酸分别立体反转和去消旋化为（S）-4-氟苯甘氨酸，产率为52%和63%，ee为99.5%和99.2% 。（RS）-4-氟苯甘氨酸的去消旋化过程是通过珊瑚色诺卡氏菌CGMCC 4.1037 全细胞中的两个酶催化反应实现的。（R）-氨基酸氧化酶催化（R）-4-氟苯甘氨酸氧化脱氨形成4-氟苯甲酰甲酸，（S）-氨基酸转移酶催化4-氟苯甲酰甲酸转氨化为（S）-4-氟苯甘氨酸。讨论了4-氟苯甘氨酸两个对映体的代谢途径。 |
| 英文摘要: |
| Whole cells of Nocardia corallina CGMCC 4.1037 were capable of catalyzing the stereo-inversion of (R)-4-fluorophenylglycine to its (S)-enantiomer, but not in the reverse directions. The effects of reaction conditions on the stereo-inversion of (R)-4-fluorophenylglycine were studied. Under the optimal conditions, 5mmol/L (R)-, and 10mmol/L (RS)-4-fluorophenylglycine were stereo-inverted and deracemized to (S)-4-fluorophenylglycine in 52% and 63% yield , 99.5% and 99.2 % ee respectively. The deracemization process of (RS)-4-fluorophenylglycine was realized by two enzymatic reactions in the whole cells of Nocardia corallina CGMCC 4.1037. (R)-4-fluorophenylglycine is oxidized to 4-fluorobenzoylformic acid by (R)-amino acid oxidase, and 4-fluorobenzoylformic acid is converted to (S)-4-fluorophenylglycine by (S)-amino acid transferase. The metabolic pathways of both enantiomers of 4-fluorophenylglycin were also discussed. |
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