검색 상세

리파아제를 이용한 라세믹 나프록센 2,2,2-트리플로로에틸 씨오에스터의 Kinetic Resolution에서 반응조건 최적화와 계면활성제 영향 : Optimization of the Reaction Conditions and the Effect of Surfactants on the Kinetic Resolution of (R,S)-Naproxen 2,2,2-Trifluoroethyl Thioester by Using Lipase

Optimization of the Reaction Conditions and the Effect of Surfactants on the Kinetic Resolution of (R,S)-Naproxen 2,2,2-Trifluoroethyl Thioester by Using Lipase

초록/요약

In this study, the reaction conditions for lipase-catalyzed resolution of racemic naproxen 2,2,2-trilfluoroethyl thioester were optimized, and the effect of surfactants was investigated. Among the organic solvents tested, the isooctane showed the highest conversion (92.19%) in a hydrolytic reaction of (S)-naproxen 2,2,2-trifluoroethyl thioester. In addition, the isooctane induced the highest initial reaction rate of (S)-naproxen 2,2,2-trifluoroethyl thioester (VS = 2.34×10-2 mM/h), the highest enantioselectivity (E = 36.12) and the highest specific activity (VS/(Et) = 7.80×10-4 mmol/h·g) of lipase. Furthermore, reaction conditions such as temperature, concentration of the substrate and enzyme, and agitation speed were optimized using response surface methodology (RSM), and the statistical analysis indicated that the optimal conditions were 48.2℃, 3.51 mM, 30.11 mg/mL and 180 rpm, respectively. When the optimal reaction conditions were used, the conversion of (S)-naproxen 2,2,2-trifluoroethyl thioester was 96.5%, which is similar to the conversion (94.6%) that was predicted by the model. After optimization of reaction conditions, the initial reaction rate, lipase specific activity and conversion of (S)-naproxen 2,2,2-trifluoroethyl thioester increased by approximately 19.54%, 19.12% and 4.05%, respectively. The effect of surfactants such as Triton X-100 and NP-10 was also studied and NP-10 showed the highest conversion (89.43%), final reaction rate of (S)-naproxen 2,2,2-trifluoroethyl thioester (VS = 1.175×10-2 mM/h) and enantioselectivity (E = 59.24) of lipase.

more
반출 Meta View 목록