earticle

영어

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 profens.1) 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 chemicals.2) 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 enantioselectivity.3)
In the process of (R,S)-ketoprofen ethyl ester hydrolysis enantioselectivity of Est 25 toward S-ketoprofen ethyl ester was remarkably increased when (R,S)-ketoprofen ethyl ester disolved in ethanol then surfactant such as triton X-100 was added separately, instead (R,S)-ketoprofen ethyl ester was disolved in the buffer containg surfactant. We are studying the effect of other organic solvents on enantioselectivity and results will be discussed.