Metabolism of [14C]-2,4-dichlorophenol in edible plants

Pest Management Science
François LaurentSophie Pascal-Lorber

Abstract

Several 2,4-dichlorophenoxyacetic acid (2,4-D)-sensitive plants have been modified by genetic engineering with tfdA gene to acquire 2,4-D tolerance. The expression product of this gene degrades 2,4-D to 2,4-dichlorophenol (DCP), which is less phytotoxic but could cause a problem of food safety. After a comparison of 2,4-D and DCP metabolism in transgenic 2,4-D-tolerant and wild cotton (Gossypium hirsutum L.), a direct study of DCP metabolism in edible plants was performed. After petiolar uptake of a [U-phenyl-(14)C]-DCP solution followed by a 48 h water chase, aqueous extracts were analysed by high-performance liquid chromatography. Metabolites were thereafter isolated and their structural identities were determined by enzymatic and chemical hydrolyses and mass spectrometry analyses. The metabolic fate of DCP was equivalent to 2,4-D metabolism in transgenic 2,4-D-tolerant cotton. In addition, DCP metabolism was similar in transgenic and wild cotton. The major terminal metabolites were DCP-saccharide conjugates in all species, essentially DCP-(6-O-malonyl)-glucoside or its precursor DCP-glucose. The significance of this metabolic pathway with regard to food safety is discussed.

References

Jan 1, 1996·Reviews of Environmental Contamination and Toxicology·J Jensen
Mar 30, 2000·Chemosphere·J WittsiepeM Wilhelm
Sep 20, 2000·Journal of Agricultural and Food Chemistry·F Laurent, R Scalla
Nov 23, 2000·Journal of Agricultural and Food Chemistry·F LaurentR Scalla
Dec 20, 2000·Trends in Plant Science·K Grossmann
Jan 7, 2004·Journal of Agricultural and Food Chemistry·Sophie Pascal-LorberFrancois Laurent
Oct 12, 2004·Phytochemistry·Arturo López-VillalobosPeter F Dodds
Mar 1, 1992·TAG. Theoretical and applied genetics. Theoretische und angewandte Genetik·C BayleyD W Ow

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Citations

Jan 27, 2012·Journal of Agricultural and Food Chemistry·Sophie Pascal-LorberFrançois Laurent
May 10, 2012·International Journal of Phytoremediation·Keum Young LeeSharon L Doty
Apr 25, 2013·PloS One·Aikaterini Papazi, Kiriakos Kotzabasis
Jun 27, 2017·Journal of Agricultural and Food Chemistry·Joshua J SkeltonDean E Riechers
Sep 4, 2008·Journal of Agricultural and Food Chemistry·Sophie Pascal-LorberFrançois Laurent

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