CO2-expanded bio-based liquids as novel solvents for enantioselective biocatalysis

被引：25

作者：

Hai Nam Hoang ^{[1
]}

Nagashima, Yoshihiro ^{[1
]}

Mori, Shuichi ^{[2
]}

Kagechika, Hiroyuki ^{[2
]}

Matsuda, Tomoko ^{[1
]}

机构：

[1] Tokyo Inst Technol, Sch Life Sci & Technol, Midori Ku, 4259 Nagatsuta Cho, Yokohama, Kanagawa 2268501, Japan

[2] Tokyo Med & Dent Univ, Inst Biomat & Bioengn, Chiyoda Ku, 2-3-10 Kanda Surugadai, Tokyo 1010062, Japan

来源：

TETRAHEDRON | 2017年 / 73卷 / 20期

关键词：

CO2-expanded bio-based liquids; Alternative solvents; Bulky secondary alcohols; Lipase-catalyzed transesterification; Kinetic resolution; ANTARCTICA LIPASE-B; SOLVATOCHROMIC COMPARISON METHOD; GAS-EXPANDED LIQUIDS; CARBON-DIOXIDE; CATALYZED TRANSESTERIFICATION; SECONDARY ALCOHOLS; ORGANIC-SOLVENTS; REGIOSELECTIVE ACYLATION; CONFORMATIONAL STABILITY; GREEN CHEMISTRY;

D O I：

10.1016/j.tet.2017.04.024

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

For the first time, CO2-expanded bio-based liquids were reported as novel and sustainable solvents for biocatalysis. Herein, it was found that by expansion with CO2, 2-methyltetrahydrofuran (MeTHF), and other bio-based liquids, which were not favorable solvents for immobilized Candida antarctica lipase B (Novozym 435) catalyzed transesterification, were tuned into excellent reaction media. Especially, for the kinetic resolution of challenging bulky secondary substrates such as rac-1-adamantylethanol, the lipase displayed very high activity with excellent enantioselectivity (E value > 200) in CO2-expanded MeTHF (MeTHF concentration 10% viv, 6 MPa), whereas there was almost no activity observed in conventional organic solvents. (C) 2017 Elsevier Ltd. All rights reserved.

引用

页码：2984 / 2989

页数：6

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