Application of trans and cis isomers of p-nitrophenyl-(1 R,S)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate to the assay of pyrethroid-hydrolyzing esterases

Abstract

A continuous-rate assay for the detection of esterases which hydrolyze synthetic pyrethroids is described. The assay is based on the release of p-nitrophenolate ion upon hydrolysis of the pyrethroid-like compound, trans- or cis-p-nitrophenyl-(1 R,S)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate, at pH 7.4 where spontaneous hydrolysis is not detected. The reagent is solubilized by 0.02% Triton X-100 in the presence of 1.0% ethanol. A simple procedure for the synthesis and separation of the isomers is described. The application of the reagent to the assay of esterases which detoxify synthetic pyrethroids in the cattle tick Boophilus microplus is reported.