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酶催化反式肉桂酸类似物的不对称氨化反应
引用本文:赵健身,杨顺楷,蒋耀忠. 酶催化反式肉桂酸类似物的不对称氨化反应[J]. 有机化学, 1993, 13(5): 486-489
作者姓名:赵健身  杨顺楷  蒋耀忠
作者单位:中国科学院成都生物研究所,中国科学院成都生物研究所,中国科学院成都有机化学研究所 四川,成都,610041,四川,成都,610041,四川,成都,610041
摘    要:在开展应用红酵母PAL酶合成L-苯丙氨酸的基础上,本文首次探讨了该酶不对称氨化反应对部分合成底物的选择性,以拓展它在重要的苯丙氨酸类似物合成方面的应用。

关 键 词:氨化反应  不对称  肉桂酸  酶催化  苯丙氨酸  L-苯丙氨酸  红酵母  酶法合成

The asymmetric amination of trans-cinnamic acid analogs via enzyme
ZHAO Jian-Shen,YANG Shun-Kai,JIANG Yao-Zhong Chengdu Institute of Biology,Academia Sinica, Chengdu,Sichuan Chengdu Institute of Organic Chemistry. Academia Sinica, Chengdu,Sichuan. The asymmetric amination of trans-cinnamic acid analogs via enzyme[J]. Chinese Journal of Organic Chemistry, 1993, 13(5): 486-489
Authors:ZHAO Jian-Shen  YANG Shun-Kai  JIANG Yao-Zhong Chengdu Institute of Biology  Academia Sinica   Chengdu  Sichuan Chengdu Institute of Organic Chemistry. Academia Sinica   Chengdu  Sichuan
Affiliation:Chengdu Inst of Biology, CAS.Chengdu(610041);Chengdu Inst Organ Chem, CAS.Chengdu(610041)
Abstract:Investigation on the amination to olefinic bond catalysed by Phenylalanine ammonialyase (PAL, EC 4.3.1.5) contained in Rhodotorula rubra (AS 2.166) whole cells, showed that only the two compounds, i.e. , 3-(2-furyl) acrylic acid (2i), 3-(3-methoxy-4-hydroxyphenyl) acrylic acid (2e), among the eight synthetic analogs of trans-Cinnamic acid: α-methyl-, β-methyl-, 4-nitro-, 4-methoxy-, 4-N, N-dimethylamino-, 4-methyl-Cinnamic acid and 2i, 2e, had been transformed into the corresponding optically pure L-isomer of α-amino acids, i.e., 3-(2- furyl) alanine (3i) and 3-(3-methoxy-4-hydroxyphenyl) alanine (3e). The chemical yields of 3i and 3e were 14.0% and 9.3% respectively, which are lower than that (44.8%) of L-Phenylalanine under the same conditions.
Keywords:enzymatic synthesis  Rhodotorula rubra  Phenylalanine ammonia-lyase  L-3-(2-furyl)alanine  L-3-(3-methoxy-4-hydroxyphenyl)alanine
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