Effect of Cholinium Amino Acids Ionic Liquids As Cosolvents on the Bioconversion of Phytosterols by Mycobacterium sp. Resting Cells,ACS Sustainable Chemistry & Engineering

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Effect of Cholinium Amino Acids Ionic Liquids As Cosolvents on the Bioconversion of Phytosterols by Mycobacterium sp. Resting Cells
ACS Sustainable Chemistry & Engineering ( IF 7.1 ) Pub Date : 2020-11-09 , DOI: 10.1021/acssuschemeng.0c05296
Xia Xiao ₁ , Jing-Kai He ₁ , Yi-Xin Guan ₁ , Shan-Jing Yao ₁

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Androst-4-ene-3,17-dione (AD) is an important intermediate of steroid drugs, and the microbial side-chain cleavage of sterols to produce AD by Mycobacterium sp. has attracted much attention. Unfortunately, a low yield of this reaction due to the extremely poor solubility of sterols in aqueous medium is a critical problem. Ionic liquid (IL) as a promising alternative to organic solvents is deemed to increase the solubility of hydrophobic substrates; however, the tolerance of microorganisms to ILs is limited and biocompatible ILs are desperately needed. In this work, cholinium amino acids ([Ch][AA]) ILs were first introduced as cosolvents for the whole-cell bioconversion of phytosterols to produce AD. The physicochemical properties of these novel ILs were investigated on the basis of their structures, and the solubility of phytosterols and AD in [Ch][AA] ILs aqueous solution was determined. The results indicated that moderate cell membrane permeability was obtained by [Ch][AA] ILs, and [Ch][Asp], [Ch][Glu], and [Ch][Gln] showed proper biocompatibility to Mycobacterium sp. MB 3683 cells among 18 kinds of [Ch][AA] ILs. The highest production of AD was achieved in 1% (v/v) [Ch][Asp], which was about twice as high as that in the buffer. Therefore, [Ch][AA] ILs are potential cosolvents in steroid biotransformation to promote medium engineering for a sustainable environment.

中文翻译：

胆碱氨基酸离子液体作为助溶剂对分枝杆菌对植物甾醇的生物转化的影响。静息细胞

Androst-4-ene-3,17-dione（AD）是甾体药物的重要中间体，通过分枝杆菌可将固醇的微生物侧链裂解产生ADsp。引起了很多关注。不幸的是，由于固醇在水性介质中的极差的溶解性，该反应的收率低是一个关键问题。离子液体（IL）作为有机溶剂的有前途的替代品被认为可以增加疏水性底物的溶解度；然而，微生物对IL的耐受性是有限的，并且迫切需要生物相容的IL。在这项工作中，首先引入胆碱氨基酸（[Ch] [AA]）ILs作为植物甾醇全细胞生物转化产生AD的助溶剂。根据它们的结构研究了这些新型IL的理化性质，并确定了植物甾醇和AD在[Ch] [AA] IL水溶液中的溶解度。结果表明，通过[Ch] [AA] IL和[Ch] [Asp]获得了中等的细胞膜通透性，分枝杆菌属。18种[Ch] [AA] IL中的MB 3683细胞。在1％（v / v）[Ch] [Asp]中，AD的产量最高，约为缓冲液的两倍。因此，[Ch] [AA] ILs是类固醇生物转化中潜在的助溶剂，可促进可持续环境的培养基工程。

更新日期：2020-11-23

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