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Structure Versus Metabolic Activities of Amitrole and Its Analogs

Published online by Cambridge University Press:  12 June 2017

James L. Hilton
Affiliation:
Crops Research Division, Agricultural Research Service, U.S. Department of Agriculture, Beltsville, Maryland
Donald D. Kaufman
Affiliation:
Crops Research Division, Agricultural Research Service, U.S. Department of Agriculture, Beltsville, Maryland

Abstract

Growth of Salmonella typhimurium LT-2 (Loeffler) Cast. and Chalm. was inhibited by 3-amino-l,2,4-triazole (amitrole), and 3-hydroxy-1,2,4-triazole, 3-chloro-l,2,4-triazole, and 5-amino-1,2,3,4-tetrazole (hereinafter referred to respectively as hydroxytriazole, chlorotriazole, and aminotetrazole). Toxicity of 2 × 10−2 M amitrole was partially overcome by 2 × 10−4 M histidine, and more effectively circumvented by combinations of histidine with 2 × 10−4 M adenine, 2 × 10−4 M riboflavin, or 2 × 10−4 M methionine. Serine reduced toxicity of 10−1 M amitrole when combined with both histidine and adenine but was less effective than methionine. Hydroxytriazole inhibition was partially overcome by adenine or less effectively by histidine but not by riboflavin, methionine, or serine. Chlorotriazole and aminotetrazole inhibitions were circumvented by 2 × 10−4 M methionine, 10−3 M serine, and 10−4 M cysteine but not by histidine, adenine, or riboflavin. The toxicity of high concentrations (10−3 M) of cysteine was reduced by chlorotriazole and aminotetrazole.

Type
Research Article
Copyright
Copyright © Weed Science Society of America 

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References

Literature Cited

1. Ames, B. N., Garry, B., and Herzenberg, L. A. 1960. The genetic control of the enzymes of histidine biosynthesis in Salmonella typhimurium . J. Gen. Microbiol. 22:369378.Google Scholar
2. Boguslawski, J., Walozak, W., and Klopotowski, T. 1967. Reversal by serine and potentiation by glycine of the inhibitory effect of 1,2,4-triazole on growth of Salmonella typhimurium . Acta Biochimica Polonica 14:133141.Google Scholar
3. Castelfranco, P., Oppenheim, A., and Yumaguchi, S. 1963. Riboflavin mediated photodecomposition of amitrole in relation to chlorosis. Weeds 11:111115.Google Scholar
4. Dalal, F. R. and Gots, J. S. 1965. Requirement of GTP for pteridine synthesis in Salmonella typhimurium and its inhibition by AMP. Biochem. Biophys. Research Commun. 20:509514.Google Scholar
5. Hilton, J. L. 1960. Effect of histidine on the inhibitory action of 3-amino-l,2,4-triazole. Weeds 8:392396.Google Scholar
6. Hilton, J. L. 1962. Riboflavin nullification of inhibitory actions of 3-amino-1,2,4-triazole on seedling growth. Plant Physiol. 37:238244.Google Scholar
7. Hilton, J. L. and Kaufman, D. D. 1967. Inhibition of amitrol-5-C14 accumulation in Salmonella typhimurium by purines. Weeds 15:255258.Google Scholar
8. Hilton, J. L. and Kearney, P. C. 1965. Amitrole interference with adenine-2-14C metabolism by Saccharomyces cerevisiae . Weeds 13:2225.Google Scholar
9. Hilton, J. L., Kearney, P. C., and Ames, B. N. 1965. Mode of action of the herbicide 3-amino-1,2,4-triazole (amitrole): Inhibition of an enzyme of histidine biosynthesis. Arch. Biochem. Biophys. 112:544547.CrossRefGoogle ScholarPubMed
10. Klopotowski, T. and Wiater, A. 1965. Synergism of aminotriazole and phosphate on the inhibition of yeast imidazole glycerol phosphate dehydratase. Arch. Biochem. Biophys. 112:562566.Google Scholar
11. Newman, E. B. and Magasanik, B. 1963. The relation of serine-glycine metabolism to the formation of single-carbon units. Biochem. Biophys. Acta 78:437448.Google Scholar
12. McWhorter, C. G. and Hilton, J. L. 1965. Alternations in amino acid content caused by 3-amino-1,2,4-triazole. Physiol. Plantarum 20:3040.Google Scholar
13. Sund, K. A., Putala, E. C., and Little, H. N. 1960. Reduction of 3-amino-1,2,4-triazole phytotoxicity in tomato plants. J. Agr. Food Chem. 8:210212.Google Scholar
14. Wolf, F. T. 1962. Growth inhibition of chlorella induced by 3-amino-1,2,4-triazole and its reversal by purines. Nature 193:901902.Google Scholar