Surfactant enhancement of (S)-naproxen ester productivity from racemic naproxen by lipase in isooctane

✍ Scribed by Shau-Wei Tsai; Chien-Cheng Lu; Chun-Sheng Chang

• Publisher: John Wiley and Sons
• Year: 1996
• Tongue: English
• Weight: 806 KB
• Volume: 51
• Category: Article
• ISSN: 0006-3592
• DOI: 10.1002/(sici)1097-0290(19960720)51:2<148::aid-bit3>3.0.co;2-j

✦ Synopsis

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. Acompetitive 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.