Surfactant enhancement of (S)-naproxen ester productivity from racemic naproxen by lipase in isooctane.
In the enantioselective esterification of racemic Naproxen with trimethylsilyl methanol in isooctane by Candida cylindracea lipase, improvements in (S)-naproxen ester productivity and enzyme selectivity were demonstrated by adding bis(2-ethylhexyl) sodium sulfosuccinate (AOT) as the best surfactant. The effect of water content on the enhancement of enzyme activity was elucidated from the reduced adsorption of surfactant molecules on the lipase. A competitive inhibition by the alcohol and a noncompetitive inhibition by the surfactant to the enzyme were found from the kinetic analysis. By using a two-phase extraction, a complete separation of the surfactant from the organic solution was obtained.
Tsai
S W
SW
Department of Chemical Engineering, National Cheng Kung University, Tainan, Taiwan, 70101. Republic of China.
Lu
C C
CC
Chang
C S
CS