earticle

영어

Enantioselective enzymes, especially for those that catalyze hydrolysis reaction, are useful catalysts in production of pure enantiomers for pharmaceutical, agrochemical and bioactive materials1). Ketoprofen is one of non-steroidal anti-inflammatory drug. It is generally alleged that the (S)-ketoprofen has the higher pharmacological effect compare with the racemic mixture of profens2). Because of their abundance and great versatility in mediated reactions, esterases have recently been considered as a possible candidate for the chiral resolution of ketoprofen. Esterase-mediated chiral resolution of racemic compound has been ubiquitously found in a variety of biomolecules and synthetic chemicals3). Est25, novel esterase from a metagenomic library, efficiently hydrolyzed (R,S)-ketoprofen ethyl ester which was significantly improved by the addition of emulsifier surfactants, but showed no significant enantioselectivity4). In the process of (R,S)-ketoprofen ethyl ester hydrolysis, enantioselectivity of Est25 toward S-ketoprofen
ethyl ester was remarkably increased when (R,S)-ketoprofen ethyl ester dissolved in ethanol then surfactant such as triton X-100 was added separately. When percentage of ethanol is increased enantioselectivity of Est25 was also increased. Ethanol may act as an inhibitor of R-ketoprofen ethyl ester. Effects of other organic solvents and surfactants on enantioselectivity are investigated and results will be discussed.