Development of an S-bioallethrin specific antibody

Abstract

Residue analysis of the pyrethrins and allethrin as well as newer pyrethroid insecticides not containing halogens such as resmethrin and phenothrin is expensive, tedious, and/or of poor sensitivity. The structure of such pyrethroids suggests that they can be analyzed quickly, inexpensively, and at low levels by radioimmunoassay. Reaction of S-bioallethrin (IR,BRA'S) with carboxymethoxylamine hemihydrochloride led to quantitative conversion to its carbomethoxyoxime derivative. Alternatively, hydroboration-oxidation of S-bioallethrin with disiamylborane led to selective oxidation at the terminal olefin with little loss of specific rotation. Quantitative reaction with succinic anhydride gave S-bioallethrin hemisuccinate which was conjugated via its N-hydroxysuccinimide active ester to tyramine, hemocyanin, or bovine serum albumin (BSA). Rabbits immunized with allethrin-hemocyanin yielded a serum reacting with hemocyanin or allethrin-BSA but not BSA as determined by immunodiffusion. Appearance of the precipitin band to allethrin-BSA could be inhibited by S-bioallethrin, but not by higher levels of permethrin, parathion, carbaryl, DDT, or an inactive allethrin isomer (1S,BRA'R)-The potential of immunochemical methods for residue analysis is discussed.The analysis of pesticide residues is necessary for insuring environmental quality and human health. Gasliquid chromatography (GLC) with selective detectors has proven to be the most generally applicable residue analysis technique, but for some groups of compounds GLC analysis has severe limitations. S-Bioallethrin (the 1R-, 3R-, or (±)-trans-chrysanthemate of 4'S-allethrelone, compound 1, Figure 1) and the natural pyrethrins (rethrins) have limited but important uses in insect control due to their effectiveness on insects, their very low mammalian toxicity, and their rapid decomposition (Elliott et al., 1978). This low mammalian toxicity has resulted

A monoclonal antibody‐based ELISA for the analysis of the insecticide flucythrinate in environmental and crop samples

“…As alternative analytical methods, immunoassays have been developed for the detection of pyrethroids such as bioallethrin,5, 6 permethrin, phenothrin,7–9 bioresmethrin,10 etofenprox,11 deltamethrin12 and fenpropathrin 13. Moreover, immunoassays for group‐specific detection have been developed by the use of antibodies raised against common structures such as the chrysanthemic acid moiety in pyrethroids 14–17…”

Development of a monoclonal antibody based enzyme immunoassay method for analysis of maleic hydrazide

“…A faster and easier method of MH residue analysis should contribute to our understanding of the hazard of its continued use. The development of simple and rapid immunoassay methods for a range of synthetic pesticides (Langone and Van Vunakis, 1975;Wing et al, 1978;Newsome and Shields, 1981; Wie and Hammock, 1984;Brimfield et al, 1985;Ercegovich et al, 1981 1985) suggests this may be a viable alternative analytical method. We describe here the production and characterization of two hybridoma cell lines that produce monoclonal antibodies specific for maleic hydrazide.…”

Effects of hapten structure and bridging groups on antisera specificity in parathion immunoassay development

“…The promise of immunoassays for pesticides was first envisioned by Ercegovich (1971) and further detailed by Hammock and Mumma (1980). Concrete evidence of this potential has been presented in radioimmunoassay (RIA) procedures successfully developed for parathion (Ercegovich et al, 1977(Ercegovich et al, , 1981, dieldrin (Langone and Van Vunakis, 1975), S-bioallethrin (Wing et al, 1978; Wing and Hammock, 1980), and benomyl (Newsome and Shields, 1981), an enzyme-linked immunosorbent assay (ELISA) for parathion (Al-Rubae, 1978), and a fluorescence immunoassay for the degradation product of benomyl (Lukens et al, 1977).…”