Influence of acyl chain length on the enantioselectivity of Candida antarctica lipase B and its thermodynamic components in kinetic resolution of sec-alcohols
Influence of acyl chain length on the enantioselectivity of Candida antarctica lipase B and its thermodynamic components in kinetic resolution of sec-alcohols
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DOI：
10.1016/s1381-1177(00)00088-6
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发表时间：
2001-01-22
影响因子：
--
通讯作者：
Hult, K
中科院分区：
文献类型：
--
作者：
Ottosson, J;Hult, K
研究发现，南极假丝酵母脂肪酶 B (CALB) 的对映选择性 E 受到 3-甲基-2-丁醇酯交换反应中使用的非手性酰基供体链长的强烈影响。在所研究的四种酰基供体中，最长的辛酸乙烯酯具有最高的对映选择性。在所研究的温度范围（6-70 摄氏度）内，情况确实如此。 E 的温度依赖性测量可以分离对映选择性的焓和熵分量。 E随链长的变化主要是由熵成分的变化引起的，除了与丙酸乙烯酯的反应外，其与其他反应的焓成分也不同。除了溶剂、温度、水活度和酶的选择的优化之外，酰基供体的优化还为提高光学活性化合物生产中对映体纯度的产率提供了另一种可能性。 (C) 2001 Elsevier Science B.V. 保留所有权利。
The enantioselectivity, E, of Candida antarctica lipase B (CALB) was found to be strongly influenced by the chain length of the achiral acyl donor employed in the transesterification of 3-methyl-2-butanol. Of the four studied acyl donors, the longest, vinyl octanoate, afforded the highest enantioselectivity. This was true over the temperature range studied, 6-70 degreesC. Measurements of the temperature dependence of E allows for separation of the enthalpic and entropic components of enantioselectivity. Changes in E with chain length were mainly caused by changes in the entropic component except for the reaction with vinyl propionate, which differed from the others also in the enthalpic component. Optimisation of acyl donor adds one more possibility to improve the yield of enantiopurity in the production of optically active compounds apart from optimisation of solvent, temperature, water activity, and choice of enzyme. (C) 2001 Elsevier Science B.V. All rights reserved.