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RESEARCH PRODUCT
Mode of action of herbicidal derivatives of aminomethylenebisphosphonic acid. Part II. Reversal of herbicidal action by aromatic amino acids
Paweł KafarskiBarbara LejczakGiuseppe ForlaniPiotr Wieczoreksubject
chemistry.chemical_classificationaromatic metabolismStereochemistryN-Pyridylaminomethylenebisphosphonic acids; EPSP synthase; Herbicides; Glyphosate; Aromatic metabolismEPSP synthasePlant Science3-Phosphoshikimate 1-Carboxyvinyltransferasechemistry.chemical_compoundEnzymeherbicidesBiochemistrychemistryMechanism of actionBiosynthesisN-Pyridylaminomethylenebisphosphonic acidsglyphosatemedicineAromatic amino acidsShikimate pathwaymedicine.symptomMode of actionAgronomy and Crop ScienceEPSP synthasedescription
The herbicidal action of N-pyridylaminomethylenebisphosphonic acids is accompanied by an impairment of anthocyanin biosynthesis. This suggests that they might act as inhibitors of some steps in aromatic amino acid biosynthesis. Herbicidal effects were reversed by aromatic amino acids using both bacterial and plant models, a finding that strongly supports this hypothesis. Structural features of these compounds suggest the sixth enzyme in the shikimate pathway 5-enol-pyruvoylshikimate-3-phosphate (EPSP) synthase as a possible target, since a strong structural similarity exists between aminomethylenebisphosphonic acid and an inhibitor of EPSP synthase, the herbicide glyphosate. This is, however, not the case since they did not act as inhibitors of this enzyme.
year | journal | country | edition | language |
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1997-08-01 | Journal of Plant Growth Regulation |