Effective asymmetric preparation of (R)-1-[3-(trifluoromethyl)phenyl]ethanol with recombinant E. coli whole cells in an aqueous Tween-20/natural deep eutectic solvent solution

AMB Express

Table 4 Recombinant E. coli cell-catalyzed bioreduction of various ketones in Tween-20/ChCl:Lys-containing system

Substrate	Product	Substrate concentration (mM)	Reaction system	Yield (%)	ee (%)
1-(4-Fluorophenyl)ethanone	(R)-1-(4-Fluorophenyl)ethanol	100	PBS buffer	42.2	> 99.9
1-(4-Fluorophenyl)ethanone	(R)-1-(4-Fluorophenyl)ethanol	100	Tween-20/ChCl:Lys-containing system	87.0	> 99.9
1-[4-(Trifluoromethyl)phenyl]ethanone	(R)-1-[4-(Trifluoromethyl)phenyl]ethanol	100	PBS buffer	88.5	> 99.9
1-[4-(Trifluoromethyl)phenyl]ethanone	(R)-1-[4-(Trifluoromethyl)phenyl]ethanol	100	Tween-20/ChCl:Lys-containing system	95.8	> 99.9
Ethyl acetoacetate	Ethyl (R)-3-hydroxybutyrate	1000	PBS buffer	63.2	> 99.9
Ethyl acetoacetate	Ethyl (R)-3-hydroxybutyrate	1000	Tween-20/ChCl:Lys-containing system	76.4	> 99.9
3,5-Bis(trifluoromethyl)acetophenone	(R)-[3,5-Bis(trifluoromethyl)phenyl]ethanol	1000	PBS buffer	69.1	> 99.9
3,5-Bis(trifluoromethyl)acetophenone	(R)-[3,5-Bis(trifluoromethyl)phenyl]ethanol	1000	Tween-20/ChCl:Lys-containing system	86.3	> 99.9

Reaction conditions: 0.063 g (DCW)/mM E. coli cells, 15% (v/v) isopropanol, 0.6% (w/v) Tween-20, 4% (w/v) ChCl:Lys, 30 ºC and 200 rpm, reaction for 18 h