| 徐红梅.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[J].分子催化,2013,(3):212-217 |
| 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 |
| Racemization of L-Tyrosine Methyl Ester and Preparation of D-Tyrosine via Alcalase 2.4L-catalyzed Enantioselective Hydrolysis |
| 投稿时间：2013-03-03 修订日期：2013-05-03 |
| DOI： |
| 中文关键词: 消旋，DL-酪氨酸甲酯，Alcalase 2.4L，对映选择性水解，D-酪氨酸 |
| 英文关键词:racemization DL-tyrosine methyl ester alcalase 2.4L enantioselective hydrolysis D-tyrosine |
| 基金项目:重庆市自然科学基金 |
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| 中文摘要: |
| 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（pH7.5）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（pH7.5）中，Alcalase2.4L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%。 |
| 英文摘要: |
| 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 (pH7.5) in 93% yield within 24h. DL-tyrosine methyl ester was hydrolyzed enantioselectively into L-tyrosine and D-tyrosine methyl ester by alcalase 2.4L in t-butanol/phosphate buffer (pH7.5) 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. |
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