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Using deep eutectic solvents to improve the biocatalytic reduction of 2-hydroxyacetophenone to (R)-1-phenyl-1,2-ethanediol by Kurthia gibsonii SC0312
Molecular Catalysis ( IF 3.9 ) Pub Date : 2020-01-22 , DOI: 10.1016/j.mcat.2020.110773
Fei Peng , Qing-Sheng Chen , Fang-Zhou Li , Xiao-Yang Ou , Min-Hua Zong , Wen-Yong Lou

The effects of five deep eutectic solvents (DESs) on the production of (R)-1-phenyl-1,2-ethanediol from 2-hydroxyacetophenone catalyzed by Kurthia gibsonii SC0312 were investigated in this study. Of these, choline chloride/1,4-butanediol (ChCl/Bd) showed excellent biocompatibility and suitably increased the cell membrane permeability while having a little impact on the structure of DNA. Indeed, ChCl/Bd at the concentration of 2 % increased the catalytic rate of the cells by 22 %. The other DESs did not stimulate the catalytic capacity of the cells, despite some increases in the cell membrane permeability. Additionally, the conformation of DNA was visibly changed when adding the other examined DESs except for choline chloride/triethylene glycol. The DESs modified the fatty acid composition of cellular membrane, decreased the relative amount of iso-C14:0 and increased the relative amount of normal C15:0. Meanwhile, the DESs were able to improve the relative ratio of normal fatty acids to branched fatty acids. Finally, a highly efficient reduction of 80 mM 2-hydroxyacetophenone by K. gibsonii SC0312 in the ChCl/Bd-containing system was established, affording (R)-1-phenyl-1,2-ethanediol in 80 % yield and optical purity >99 % at 30 mg/mL wet cells. This work offers a promising approach for the preparation of (R)-1-phenyl-1,2-ethanediol from 2-hydroxyacetophenone using K. gibsonii SC0312.



中文翻译:

使用深低共熔溶剂来改善Kurthia gibsonii SC0312将2-羟基苯乙酮生物催化还原为(R)-1-苯基-1,2-乙二醇

五个深共熔溶剂(DES)对库尔希亚·吉布森(Kurthia gibsonii)催化的2-羟基苯乙酮生产(R)-1-苯基-1,2-乙二醇的影响在本研究中对SC0312进行了研究。其中,氯化胆碱/ 1,4-丁二醇(ChCl / Bd)具有极好的生物相容性,并在不影响DNA结构的情况下适当提高了细胞膜的渗透性。实际上,浓度为2%的ChCl / Bd将细胞的催化速率提高了22%。尽管细胞膜通透性有所提高,但其他DES并没有刺激细胞的催化能力。此外,添加氯化胆碱/三甘醇以外的其他经检查的DES时,DNA的构象明显改变。DES修饰了细胞膜的脂肪酸组成,降低了氰酸酯的相对含量-C14:0,并增加了正常C15:0的相对数量。同时,DES能够提高正常脂肪酸与支链脂肪酸的相对比例。最后,80微米的高度有效地降低中号由-2-羟基苯乙酮K.吉氏SC0312含BD-三氯甲烷/系统中建立,得到(- [R)-1-苯基-1,2-乙二醇以80%的产率和光学纯度在30 mg / mL湿细胞中> 99%。这项工作提供了的(制备有前途的方法- [R)-1-苯基-1,2-乙二醇从使用2-羟基苯乙酮K.吉氏SC0312。

更新日期:2020-01-22
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