Resolution of N-acetyl-DL-methionine methyl ester by the lipase from Brucella thiophenivorans

IF 2.8 4区化学 Q2 CHEMISTRY, ANALYTICAL

Chirality Pub Date : 2024-01-29 DOI:10.1002/chir.23643

Xiaojun Li, Qi Li, Liying Yang, Liqin Huang, Chenchen Peng, Jianyong Zheng

引用次数: 0

Abstract

In this study, lipase-catalyzed resolution of N-acetyl-DL-methionine methyl ester (N-Ac-DL-MetOMe) was evaluated. A lipase from Brucella thiophenivorans was prone to exhibit high activity and excellent enantioselectivity toward N-Ac-DL-MetOMe to produce the key chiral intermediate N-acetyl-L-methionine methyl ester (N-Ac-L-MetOMe). The results showed that the enzymatic reaction was carried out in 100 g/L racemic substrate for 2 h, the conversion reached 51.3%, the enantiomeric excess value N-Ac-L-MetOMe exceeded 99%, and the enantiomeric ratio value >200. Therefore, the lipase from B. thiophenivorans has potential prospects for the resolution of N-Ac-DL-MetOMe to produce the important intermediate N-Ac-L-MetOMe.

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布鲁氏菌硫代苯尼沃氏体脂肪酶解析 N-乙酰基-DL-蛋氨酸甲酯

本研究评估了脂肪酶催化解析 N-乙酰基-DL-蛋氨酸甲酯（N-Ac-DL-MetOMe）的情况。一种来自布鲁氏菌（Brucella thiophenivorans）的脂肪酶对 N-Ac-DL-MetOMe具有高活性和良好的对映选择性，可生成关键的手性中间体 N-乙酰-L-蛋氨酸甲酯（N-Ac-L-MetOMe）。结果表明，在 100 g/L 外消旋底物中进行酶促反应 2 h，转化率达到 51.3%，N-Ac-L-MetOMe 的对映体过量值超过 99%，对映体比值为 >200。因此，噻吩呋喃杆菌的脂肪酶在分解 N-Ac-DL-MetOMe，生成重要的中间体 N-Ac-L-MetOMe方面具有潜在的前景。

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来源期刊

Chirality 医学-分析化学

CiteScore

4.40

自引率

5.00%

发文量

124

审稿时长

1 months

期刊介绍： The main aim of the journal is to publish original contributions of scientific work on the role of chirality in chemistry and biochemistry in respect to biological, chemical, materials, pharmacological, spectroscopic and physical properties. Papers on the chemistry (physiochemical, preparative synthetic, and analytical), physics, pharmacology, clinical pharmacology, toxicology, and other biological aspects of chiral molecules will be published.