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Conjugations of Carbaryl in Insects

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posted on 2021-11-05, 02:21 authored by Heenan, Michael Perry

The conjugation of carbaryl and its initial breakdown products in insects has been examined. Houseflies, blowflies and grass grubs were dosed with [3 H] carbaryl and the water-soluble metabolites examined by a combination of paper chromatographic and ionophoretic techniques. These revealed the presence of 1-naphthyl dihydrogen phosphate, 1-naphtyl hydrogen sulphate and 1-naphthyl Beta-D-glucoside in the extracts, as well as at least seven other unidentified substances, probably including the phosphate, sulphate and glucoside conjugates of oxidation products of carbaryl. The conjugation of 1-naphthol, one of the primary metabolites of carbaryl, was examined in greater detail in flies and grass grubs. Isotope dilution and paper chromatographic analyses of extracts of insects dosed with [14 C]1-naphthol revealed the presence of the phosphomonoester, sulphate, and glucoside conjugate of 1-naphthol, but phosphodiester and glucosiduronic acid conjugates could not be detected. A new metabolite of 1-naphthol was present in extracts of dosed flies. This new metabolite, and also the corresponding p-nitrophenol metabolite, was isolated form extracts of flies fed with the parent phenols and characterised as a new conjugate, the Beta-D-glucoside 6-(dihydrogen phosphate). Some of the properties of this new conjugate were determined. 1-Naphthyl Beta-D-glucoside 6-phosphate probably accounted for one of the unidentified carbaryl conjugates.


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Date of Award



Te Herenga Waka—Victoria University of Wellington

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Degree Grantor

Te Herenga Waka—Victoria University of Wellington

Degree Level


Degree Name

Doctor of Philosophy

Victoria University of Wellington Item Type

Awarded Doctoral Thesis



Victoria University of Wellington School

School of Biological Sciences


Smith, J N