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(R,S)-2-甲基烷酸在有机溶剂中用木瓜蛋白酶的对映选择性酯化反应。

Enantioselective esterification of (R,S)-2-methylalkanoic acid with Carica papaya lipase in organic solvents.

机构信息

Department of Biotechnology, Southern Taiwan University, Tainan, Taiwan.

出版信息

Biotechnol Lett. 2011 Nov;33(11):2247-53. doi: 10.1007/s10529-011-0692-7. Epub 2011 Jul 10.

DOI:10.1007/s10529-011-0692-7
PMID:21744274
Abstract

Isooctane was the best reaction medium for the enantioselective esterification of (R,S)-2-methylalkanoic acid with n-butanol using Carica papaya lipase as catalyst. Increasing linear alkyl-chain length of racemic 2-methylalkanoic acids from ethyl to hexyl increased the enantioselectivity (E) from 2.1 to 98.2 for the esterification of racemic 2-methylalkanoic acids with n-butanol at 35°C. Decreasing reaction temperature from 40 to 20°C increased the enantioselectivity (E) from 14 to 33 for the esterification of racemic 2-methylhexanoic acids with n-butanol. We obtained a maximum enantioselectivity, of E = 24.3, for the enantioselective esterification of racemic 2-methylhexanoic acids with n-butanol in isooctane at water activity 0.33, and at 35°C.

摘要

异辛烷是(R,S)-2-甲基烷酸与正丁醇进行对映选择性酯化反应的最佳反应介质,使用木瓜蛋白酶作为催化剂。当用正丁醇对消旋 2-甲基烷酸进行酯化反应时,将反应温度从 40°C 降低到 20°C,会使 2-甲基己酸的对映选择性(E)从 14 增加到 33。增加手性 2-甲基烷酸的直链烷基链长度,从乙基到己基,会使(R,S)-2-甲基烷酸与正丁醇的对映选择性(E)从 2.1 增加到 98.2。在水活度为 0.33,温度为 35°C 的条件下,在异辛烷中,我们获得了最大的对映选择性,E = 24.3,用于对映选择性酯化消旋 2-甲基己酸和正丁醇。

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