Structure assignment to biologically produced malathion monocarboxylic acid isomers with 13C-nuclear magnetic resonance |
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| Authors: | W Welling AW de Vries NWH Houx WMF Jongen P Smith A van Veldhuizen |
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| Institution: | Laboratory for Research on Insecticides, Wageningen, The Netherlands;Department of Organic Chemistry, Agricultural University, Wageningen, The Netherlands |
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| Abstract: | Chemical synthesis of malathion α- and β-monocarboxylic acid yields a mixture of the two structural isomers. These two isomers were separated by preparative anion-exchange chromatography on QAE-Sephadex. 13C-Nuclear magnetic resonance of the pure components shows that the main product is the β-isomer, with the α-isomer being present in much smaller quantities. This result was used for identification of hydrolytic malathion metabolites produced by rat tissues. On incubation of malathion with rat liver fractions in vitro it was found that α- and β-monoacid are formed in a ratio of 3:2, whereas this ratio is 9:2 for the metabolites excreted into the urine after intraperitoneal injection of malathion in rats. |
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| Keywords: | To whom inquiries and requests for reprints should be addressed |
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