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化学—酶法立体控制合成光学纯L-羟基苯丙氦酸的新方法
引用本文:赵健身,曹家强,杨顺楷. 化学—酶法立体控制合成光学纯L-羟基苯丙氦酸的新方法[J]. 药学学报, 1995, 30(6): 466-470
作者姓名:赵健身  曹家强  杨顺楷
作者单位:中国科学院成都生物研究所,成都 610041;*四川大学生化专业九四届毕业生
摘    要:Optically pure L-3(2-hydroxyphenyl) alanine(L-o-tyrosine ,Ⅲa,),L-3-(3-hydroxyphenyl) alanine(L-m-tyrosine,Ⅲb )and L-3-(4-hydroxyphenyl )alanine(L-p-tyrosine,Ⅲc )were synthesized by the stereocontrolled amination of corresponding hydroxycinnamic acld(Ⅱ)catalyzed by L-phenylalanine ammonia-lyase(PAL,EC4.3.1.5 )contained in Rhodoterula rubramycelium. The amination of compound Ⅱ was completed in aqueous ammonia solution( 6.4mol·L-1,pH10.5, 30℃) with the conversion of 74.9%(Ⅱa),21.1%(Ⅱb)and 20.6%(Ⅱc)respectively.The absolute configuration of the products Ⅲa~c were confirmed by circular dichroism(CD),and chiral high-performance ligand exchange chromatography(HPLEC)showed that productsⅢ were optically pure L-isomers.

关 键 词:化学—酶法合成  苯丙氨酸解氨酶  L-邻-酪氨酸  L-间-酪氨酸  L-对-酪氨酸
收稿时间:1994-08-30

A NEW CHEMOENZYMATIC STEREOCONTROLLED SYNTHESIS OF OPTICALLY PURE L-HYDROXYPHENYLALANINE
JS Zhao,JQ Cao and SK Yang. A NEW CHEMOENZYMATIC STEREOCONTROLLED SYNTHESIS OF OPTICALLY PURE L-HYDROXYPHENYLALANINE[J]. Acta pharmaceutica Sinica, 1995, 30(6): 466-470
Authors:JS Zhao  JQ Cao  SK Yang
Abstract:Optically pure L-3(2-hydroxyphenyl) alanine(L-o-tyrosine ,Ⅲa,),L-3-(3-hydroxyphenyl) alanine(L-m-tyrosine,Ⅲb )and L-3-(4-hydroxyphenyl )alanine(L-p-tyrosine,Ⅲc )were synthesized by the stereocontrolled amination of corresponding hydroxycinnamic acld(Ⅱ)catalyzed by L-phenylalanine ammonia-lyase(PAL,EC4.3.1.5 )contained in Rhodoterula rubramycelium. The amination of compound Ⅱ was completed in aqueous ammonia solution( 6.4mol·L-1,pH10.5, 30℃) with the conversion of 74.9%(Ⅱa),21.1%(Ⅱb)and 20.6%(Ⅱc)respectively.The absolute configuration of the products Ⅲa~c were confirmed by circular dichroism(CD),and chiral high-performance ligand exchange chromatography(HPLEC)showed that productsⅢ were optically pure L-isomers.
Keywords:Chemoenzymatic synthesis  L-o-tyrosine  L-m-tyrosine  L-p-tyrosine  L-phenylalanine ammonia-lyase(PAL,EC4.3.1.5)
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