Markedly improving asymmetric oxidation of 1-(4-methoxyphenyl) ethanol with Acetobacter sp. CCTCC M209061 cells by adding deep eutectic solvent in a two-phase system

• DOI: 10.1186/s12934-015-0407-1
• Publication Date: 2016-01-13T13:41:25Z
• Authors: Ping Wei; Jing Liang; Jing Cheng; Min-Hua Zong; Wen-Yong Lou
• Keywords: Acetobacter; Deep eutectic solvent

Enantiopure (S)-1-(4-methoxyphenyl) ethanol {(S)-MOPE} can be employed as an important synthon for the synthesis of cycloalkyl [b] indoles with treatment function general allergic response. To date, biocatalytic resolution racemic MOPE through asymmetric oxidation in biphasic system has remained largely unexplored. Additionally, deep eutectic solvents (DESs), a new class promising green solvents, have recently gained increasing attention biocatalysis their excellent properties and many successful examples processes. In this study, to get (S)-MOPE using Acetobacter sp. CCTCC M209061 cells was investigated different two-phase systems, adding DES also explored further improve reaction efficiency oxidation. Of all examined water-immiscible organic ionic liquids (ILs), 1-butyl-3-methylimidazolium hexafluorophoshpate ([C4MIM][PF6]) afforded best results, consequently selected second phase immobilized cells. For performed [C4MIM][PF6]/buffer system, under optimized conditions, initial rate, maximum conversion residual substrate e.e. recorded 97.8 μmol/min, 50.5 >99.9 % after 10 h reaction. Furthermore, [ChCl][Gly] (10 %, v/v) aqueous phase, rose markedly. The optimal concentration rate were significantly increased 80 mmol/L 124.0 respectively, time shortened 7 51.3 conversion. cell still retained over 72 its activity 9 batches successive reuse [C4MIM][PF6]/[ChCl][Gly]-containing buffer system. efficient process feasible up 500-mL preparative scale. successfully conducted [C4MIM][PF6]-containing high enantioselectivity, enhanced by preparation enantiopure (S)-MOPE.