Development of an S-bioallethrin specific antibody

Keith D. Wing, Bruce D. Hammock, David A. Wustner

Research output: Contribution to journalArticle

52 Scopus citations

Abstract

Residue analysis of the pyrethrins and allethrin as well as newer pyrethroid insecticides not containing halogens such as resraethrin 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 (1E,3R,4′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-hydroxysuccmimide. 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,3R,4′R). The potential of immunochemical methods for residue analysis is discussed.

Original languageEnglish (US)
Pages (from-to)1328-1333
Number of pages6
JournalJournal of Agricultural and Food Chemistry
Volume26
Issue number6
StatePublished - 1978

ASJC Scopus subject areas

  • Agricultural and Biological Sciences (miscellaneous)
  • Food Science
  • Chemistry (miscellaneous)

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