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利用枯草芽孢杆菌 Kakrayal_1(BSK-L)脂肪酶的固定化拆分 2-芳基丙酸衍生物的对映选择性。

Enantioselective resolution of 2-arylpropionic acid derivatives employing immobilization of lipase from Bacillus subtilis strain Kakrayal_1 (BSK-L).

机构信息

School of Biotechnology, Shri Mata Vaishno Devi University, Katra, J & K, India.

School of Biotechnology, Shri Mata Vaishno Devi University, Katra, J & K, India.

出版信息

Bioresour Technol. 2018 Dec;269:581-585. doi: 10.1016/j.biortech.2018.08.123. Epub 2018 Sep 1.

DOI:10.1016/j.biortech.2018.08.123
PMID:30201319
Abstract

This work studied the enantioselective resolution of 2-arylpropionic acid derivatives employing immobilization of lipase produced by Bacillus subtilis strain Kakrayal_1 (BSK-L). The efficient immobilization of lipase on modified silica gel was confirmed by Fourier transform infrared spectroscopy. Tethering of lipase facilitated the enhancement of physiochemical properties and stability of enzyme. Covalently immobilized enzyme retained 85% of residual activity even on reuse after 10th reaction cycle. Validation of immobilized lipase for enantioselective resolution of 2-arylpropionic acid derivatives led to 47.8% conversion efficiency with 87% enantiomeric excess (ee) for ketoprofen, and 27.3% conversion efficiency with 75% ee for flurbiprofen. The enantioselective resolution using immobilized lipase (BSK-L) was superior to free and commercially procured lipase, which suggest a potential application of immobilized lipase in the pharmaceutical/chemical industry.

摘要

这项工作研究了通过固定化枯草芽孢杆菌菌株 Kakrayal_1(BSK-L)产生的脂肪酶来对 2-芳基丙酸衍生物进行对映选择性拆分。傅里叶变换红外光谱证实了脂肪酶在改性硅胶上的有效固定化。脂肪酶的连接促进了酶的物理化学性质和稳定性的提高。固载化酶即使在第 10 次反应循环后重复使用,仍保留 85%的剩余活性。固定化脂肪酶对 2-芳基丙酸衍生物的对映选择性拆分的验证,使酮洛芬的转化率达到 47.8%,对映体过量(ee)达到 87%,氟比洛芬的转化率达到 27.3%,ee 值达到 75%。使用固定化脂肪酶(BSK-L)进行对映选择性拆分优于游离脂肪酶和市售脂肪酶,这表明固定化脂肪酶在制药/化工行业有潜在的应用。

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