Metabolism of isopropyl carbanilate by soybean plants |
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Authors: | Gerald G Still ER Mansager |
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Institution: | 1. Agricultural Research Service, U. S. Department of Agriculture Metabolism, Fargo, North Dakota 58102 USA;2. Radiation Research Laboratory, Fargo, North Dakota 58102 USA |
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Abstract: | Root-treated soybean plants absorb, translocate, and metabolize isopropyl carbanilatephenyl-14C (propham-14C). After a 3-day treatment period and removal of the exogenous 14C treating solution, only small concentrations of 14C-labeled materials were found in newly emerging tissues. A measurable concentration of radiocarbon was found in the seed pods, but the fruit tissues were shown to be free of any dectable 14C-labeling. Three days after removal of the exogenous propham-14C, the parent herbicide was completely metabolized by all tissues. Polar products and nonextractable residues were found in roots, stems, and leaves after a 3-day treatment period. The polar metabolites were not translocated once they were formed in either the roots or shoots.Conjugated polar metabolites were isolated, partially purified, and the prophamphenyl-14C moiety characterized. The aglycone moiety of the polar metabolites was liberated either by methanol-HCl solvolysis or by enzyme hydrolysis with β-glucosidase or hesperidinase. The aglycone from all three procedures was derivatized, purified and characterized by NMR, ir, and mass spectral analysis. The only aglycone was the derivative of isopropyl-2-hydroxycarbanilate which was at least in part conjugated as a glycoside. |
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