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,5 mmol/L(R)-4-氟苯甘氨酸和10 mmol/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.
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 direction. The effects of reaction conditions on the stereo-inversion of( R)-4-fluorophenylglycine were studied. Under the optimal conditions,5mmol / L( R)-,and 10 mmol / L( RS)-4-fluorophenylglycine were stereo-inverted and deracemized to( S)-4-fluorophenylglycine in52% 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.
出处
《分子催化》
EI
CAS
CSCD
北大核心
2015年第4期307-314,共8页
Journal of Molecular Catalysis(China)
基金
重庆市科技攻关计划项目(CSTC2009AC5088)
重庆市"企业科技特派员-百人计划行动"项目(CSTC2009DA-B21)