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L-酪氨酸甲酯消旋及Alcalase 2.4L催化对映选择性水解制备D-酪氨酸 被引量：3

Racemization of L-Tyrosine Methyl Ester and Preparation of D-Tyrosine via Alcalase 2.4L-catalyzed Enantioselective Hydrolysis
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摘要 提出了一个5-硝基水杨醛催化L-酪氨酸甲酯消旋化的新方法并推测了L-酪氨酸甲酯的消旋机理.在乙腈/磷酸盐缓冲液(pH 7.5)中,5-硝基水杨醛催化L-酪氨酸甲酯消旋为DL-酪氨酸甲酯,消旋率100%,消旋收率93%.优化了Alcalase 2.4L催化DL-酪氨酸甲酯对映选择性水解的反应条件.30℃下,在叔丁醇/磷酸盐缓冲液(pH 7.5)中,Alcalase 2.4L催化DL-酪氨酸甲酯对映选择性水解为L-酪氨酸和D-酪氨酸甲酯.在酶催化水解过程中,L-酪氨酸形成沉淀,容易通过简单的过滤进行分离.D-酪氨酸甲酯在碱性条件下水解为D-酪氨酸,收率91%,ee97%. A novel procedure for the racemization of L-tyrosine methyl ester was developed and the mechanism of 5-nitrosalicylaldehyde-catalyzed racemization of L-tyrosine methyl ester was proposed.L-tyrosine methyl ester was completely racemized by 5-nitrosalicylaldehyde into its racemate in CH3CN-phosphate buffer（pH 7.5） in 93% yield within 24 h.DL-tyrosine methyl ester was hydrolyzed enantioselectively into L-tyrosine and D-tyrosine methyl ester by alcalase 2.4L in t-butanol/phosphate buffer（pH 7.5） at 25 ℃.L-tyrosine precipitated during the course of hydrolysis,which could be separated by simple filtration.D-tyrosine methyl ester was hydrolyzed into D-tyrosine in 91% yield and 97% ee at alkaline condition.
作者 徐红梅 何从林 夏仕文
机构地区 重庆邮电大学生物信息学院
出处 《分子催化》 EI CAS CSCD 北大核心 2013年第3期212-217,共6页 Journal of Molecular Catalysis(China)
基金 重庆市自然科学基金(CSTC 2009BB5286)
关键词 消旋 DL-酪氨酸甲酯 ALCALASE 2 4L 对映选择性水解 D-酪氨酸 racemization DL-tyrosine methyl ester alcalase 2.4L enantioselective hydrolysis D-tyrosine
分类号 Q814.1 [生物学—生物工程] O643.3 [理学—物理化学]
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参考文献12

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共引文献5

同被引文献52

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分子催化
2013年 第3期

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