SYNTHESES OF HAPTENS CONTAINING DIOXAPHOSPHORINAN METHOXYACETIC ACID LINKER ARMS FOR THE PRODUCTION OF ANTIBODIES TO ORGANOPHOSPHATE PESTICIDES

Four generic heterobifunctional reagents, namely -methyl-1,3,2-dioxaph osphorinan-5-yl)methoxyacetic acid methyl ester, p-sulfide, -methyl-1, 3,2-dioxaphosphorinan-5-yl)methoxyacetic acid methyl ester, p-oxide, - methyl-1,3,2-dioxaphosphorinan-5-yl)methoxyacetic acid bispotassium sa lt, p-sulfide-, and -methyl-1,3,2-dioxaphosphorinan-5-yl)methoxyacetic acid, methyl ester, have been synthesized and used to prepare organop hosphate, thiophosphate, and dithiophosphate haptens containing a func tional carboxyl group which can be used to conjugate the haptens to pr oteins. These hapten-protein conjugates have been used as antigens for preparing polyclonal sera against all classes of organophosphate pest icides. The eight examples used protein-hapten conjugates of chlorpyri fos, parathion, diazinon, paraoxon, azinphos, dimethoate, demeton, and dichlorvos. These were all immunogenic and resulted in sera containin g antibodies that recognized the corresponding parent pesticide with h igh specificity.