Inhibitory activity of indanofan and its enantiomers on biosynthesis of very-long-chain fatty acids

Abstract

The influence of the S-enantiomer, R-enantiomer and racemate species of indanofan on the elongation of very-long-chain fatty acids (VLCFA) elongation was assayed using a leek microsomal preparation. Double-reciprocal plots of the rate of VLCFA production versus the concentration of C18:0-CoA demonstrated to be a competitive type of inhibition by indanofan. The I50 values of (S)-indanofan, (R)-indanofan and the (RS)-indanofan racemate for elongation of C18:0- and C20:0-acid were estimated to be about 2×10-8, >10-3 and 5×10-8 M, respectively. These findings prove that the 5-enantiomer inhibited the elongation of the C18:0-and C20:0-acid ca. 2-3 times more strongly than the racemate, yielding almost no inhibition by the R-enantiomer. The elongation of C18:0- as well as of the C20:0-acid is inhibited by the S-enantiomer only. © Pesticide Science Society of Japan.