Journal ArticleDOI
Mode of Action of Herbicidal Derivatives of Aminomethylenebisphosphonic Acid. Part II. Reversal of Herbicidal Action by Aromatic Amino Acids
TLDR
In this article, structural features of N-pyridylaminomethylenebisphosphonic acids were used to detect herbicidal effects and showed that they might act as inhibitors of some steps in aromatic amino acid biosynthesis.Abstract:
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.read more
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Book ChapterDOI
Biological Activity of Aminophosphonic Acids and Their Short Peptides
Barbara Lejczak,Paweł Kafarski +1 more
TL;DR: The biological activity and natural occurrence of aminophosphonic acids were described half a century ago as mentioned in this paper, and since then the chemistry and biology of this class of compounds have developed into the separate field of phosphorus chemistry.
Journal ArticleDOI
The Discovery of a Novel Site of Action for Herbicidal Bisphosphonates
TL;DR: In this paper, it was shown that isopentenyl pyrophosphate:dimethylallylpyrophosphates isomerase was not blocked by the compound but that farnesyl pyphosphate synthase was very strongly inhibited by compound I with an IC 50 of 23 nM.
Journal ArticleDOI
Tailoring the structure of aminobisphosphonates to target plant P5C reductase.
Giuseppe Forlani,Andrea Occhipinti,Lukasz Berlicki,Gabriela Dziedziola,Anna Wieczorek,Paweł Kafarski +5 more
TL;DR: Using the structure of (3,5-dichlorophenyl)aminomethylenebisphosphonic acid as a lead compound, 25 new phosphonates were synthesized and evaluated as possible inhibitors of Arabidopsis thaliana delta1-pyrroline-5-carboxylate (P5C) reductase, leading to hypothesize about the steric and electronic requirements for maintenance or enhancement of the inhibitory properties.
Journal ArticleDOI
Stable Isotope Resolved Metabolomics Reveals the Role of Anabolic and Catabolic Processes in Glyphosate-Induced Amino Acid Accumulation in Amaranthus palmeri Biotypes
TL;DR: It is concluded that the herbicide-induced amino acid abundance in the S-biotype is contributed by both protein catabolism and de novo synthesis of amino acids such as glutamine and asparagine.
Journal ArticleDOI
Plant P5C reductase as a new target for aminomethylenebisphosphonates.
TL;DR: A computer-aided docking analysis, performed on the basis of the crystal structure of the enzyme from Streptococcus pyogenes, suggested that this phosphonate may interact with amino acid residues near the binding site of delta1-pyrroline-5-carboxylic acid, thus blocking the substrate in a pocket and preventing its interaction with NADH.
References
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Journal ArticleDOI
A revised medium for rapid growth and bio assays with tobacco tissue cultures
Toshio Murashige,Folke Skoog +1 more
TL;DR: In vivo redox biosensing resolves the spatiotemporal dynamics of compartmental responses to local ROS generation and provide a basis for understanding how compartment-specific redox dynamics may operate in retrograde signaling and stress 67 acclimation in plants.
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TL;DR: Commentary and Overview Chemistry of Intermediates in the Common Pathway Enzymes and Enzymology of the Common pathway Beyond Chorismate - Primary Essential Metabolites beyond ChorISMate - Secondary Metabolism is published.
Journal ArticleDOI
Recent Work on the Synthesis of Phosphonate-containing, Bone-active Heterocycles
TL;DR: In this article, the cyclic bisphophonate series and the phosphonoalkylphosphinate heterocyclic series were shown to include effective bone-active isosteres of the well-known bisphosphonates.