4.6 Article

Using deep eutectic solvents to improve the resolution of racemic 1-(4-methoxyphenyl)ethanol through Acetobacter sp CCTCC M209061 cell-mediated asymmetric oxidation

Journal

RSC ADVANCES
Volume 5, Issue 9, Pages 6357-6364

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c4ra12905a

Keywords

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Funding

  1. National Science Found for Excellent Young Scholars [21222606]
  2. State Key Program of National Natural Science Foundation of China [21336002]
  3. NSFC [21376096]
  4. Key Program of Guangdong Natural Science Foundation [S2013020013049]
  5. Fundamental Research Funds for SCUT [2013ZG0003]

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As novel low-viscosity and environmentally-friendly reaction media, deep eutectic solvents (DESs) have gained much attraction in biocatalysis. In this study, various DESs were prepared and their effects on the asymmetric oxidation of racemic 1-(4-methoxyphenyl) ethanol (MOPE) catalyzed by Acetobacter sp. CCTCC M209061 cells to give enantiopure (S)-MOPE were examined. The best results were obtained with the DES [ChCl][Gly] and its concentration exerted a significant influence on the reaction, with the optimal content being 10% (v/v). In the [ChCl][Gly]-containing system, the substrate concentration was substantially increased (55 mmol L-1 vs. 30 mmol L-1) as compared with the [ChCl][Gly]-free aqueous system, while the residual substrate e. e. was kept as high as 99.9%. The good biocompatibility of [ChCl] [Gly] with the cells and the improved cell membrane permeability in the [ChCl][Gly]-containing system could partly account for the clearly enhanced reaction efficiency.

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