Hostname: page-component-78c5997874-s2hrs Total loading time: 0 Render date: 2024-11-19T22:06:59.726Z Has data issue: false hasContentIssue false

Inhibition of δ-Aminolevulinic Acid Synthesis by Glyphosate

Published online by Cambridge University Press:  12 June 2017

Lynn M. Kitchen
Affiliation:
Dep. Agron., Univ. of Kentucky, Lexington, KY 40546
William W. Witt
Affiliation:
Dep. Agron., Univ. of Kentucky, Lexington, KY 40546
Charles E. Rieck
Affiliation:
Dep. Agron., Univ. of Kentucky, Lexington, KY 40546

Abstract

The effect of glyphosate [N-(phosphonomethyl) glycine] on barley (Hordeum vulgare L.) and corn (Zea mays L.) shoot δ-aminolevulinic acid (ALA) production was examined by monitoring ALA content in the tissue and measuring incorporation of 14C precursors into ALA and chlorophyll a. Barley shoot ALA content was significantly decreased by 1 mM glyphosate after 9, 11, and 15 h of illumination. ALA production by treated barley shoots was 30 nmoles•g fresh weight-1•h-1 at each interval tested, compared with 75 to 120 nmoles•g fresh weight-1•h-1 for the control. In corn shoots, ALA content was reduced 32, 45, and 58% by 0.1, 1.0, and 10.0 mM glyphosate, respectively, after 12 h illumination. Incorporation studies with 14C-glutamate, 14C-α-ketoglutarate, and 14C-glycine into ALA showed a 77, 92, and 91% inhibition, respectively, in barley shoots treated with 1 mM glyphosate. Incorporation of 14C-ALA into chlorophyll a was not affected by 1 mM glyphosate. Thus, the site of action of glyphosate may involve two enzyme pathways:one controlling the conversion of α-ketoglutarate to ALA, and the other controlling the condensation of glycine with succinyl CoA to form ALA and carbon dioxide. Inhibition of ALA synthesis blocks synthesis of chlorophyll, as well as all other porphyrin ring compounds found in higher plants. Thus, inhibition of ALA synthesis may be an integral component of the herbicidal mode of action of glyphosate.

Type
Research Article
Copyright
Copyright © Weed Science Society of America 

Access options

Get access to the full version of this content by using one of the access options below. (Log in options will check for institutional or personal access. Content may require purchase if you do not have access.)

References

Literature Cited

1. Abu-Irmaileh, B. E. and Jordan, L. S. 1978. Some aspects of glyphosate action in purple nutsedge (Cyperus rotundus . Weed Sci. 26:700703.CrossRefGoogle Scholar
2. Beale, S. I. 1970. The biosynthesis of δ-aminolevulinic acid in Chlorella . Plant Physiol. 45:540–506.CrossRefGoogle ScholarPubMed
3. Beale, S. I. and Castelfranco, P. A. 1974. The biosynthesis of δ-aminolevulinic acid in higher plants. I. Accumulation of δ-aminolevulinic acid in greening plant tissues. Plant Physiol. 53:291296.CrossRefGoogle ScholarPubMed
4. Beale, S. I. and Castelfranco, P. A. 1974. The biosynthesis of δ-aminolevulinic acid in higher plants. II. Formation of 14C δ-aminolevulinic acid from labeled precursors in greening plant tissues. Plant Physiol. 53:297303.Google Scholar
5. Beale, S. I., Gold, M. H., and Granick, S. 1979. Chemical synthesis of 4,5-dioxovaleric acid and its nonenzymatic transamination to 5-aminolevulinic acid. Phytochemistry 18:441444.CrossRefGoogle Scholar
6. Beale, S. I., Gough, S. P., and Granick, S. 1975. Biosynthesis of δ-aminolevulinic acid from the intact carbon skeleton of glutamic acid in greening barley. Proc. Nat. Acad. Sci. USA 72:27192723.CrossRefGoogle ScholarPubMed
7. Bogorad, L. 1966. The biosynthesis of chlorophylls. Pages 481510 in Vernon, L. P. and Seely, G. R., eds. The Chlorophylls. Academic Press, New York.Google Scholar
8. Campbell, W. F., Evans, S. O., and Reed, S. C. 1976. Effects of glyphosate on chlorophyll ultrastructure. Weed Sci. 24:2225.Google Scholar
9. Castelfranco, P. A. and Jones, O. T. G. 1975. Protoheme turnover and chlorophyll synthesis in green barley tissue. Plant Physiol. 55:485490.Google Scholar
10. Castelfranco, P. A., Rich, P. M., and Beale, S. I. 1974. The abolition of the lag phase in greening cucumber cotyledons by exogenous δ-aminolevulinic acid. Plant Physiol. 53:615618.Google Scholar
11. Cole, D. J., Doge, A. D., and Caseley, J. C. 1980. Some biochemical effects of glyphosate on plant meristems. J. Exp. Bot. 31:16651674.Google Scholar
12. Duke, S. O. and Hoagland, R. E. 1978. Effects of glyphosate on metabolism of phenolic compounds. I. Induction of phenylalanine ammonia-lyase activity in dark-grown maize roots. Plant Sci. Lett. 11:185190.CrossRefGoogle Scholar
13. Duke, S. O. and Hoagland, R. E. 1979. Glyphosate and light effects on the induction of phenylalanine ammonia-lyase activity in cotton and soybean seedlings. Abstr., Weed Sci. Soc. Am. p. 96.Google Scholar
14. Duke, S. O., Hoagland, R. E., and Elmore, C. D. 1979. Effects of glyphosate on metabolism of phenolic compounds. IV. Phenylalanine ammonia-lyase activity, free amino acids, and soluble hydoxy-phenolic compounds in axes of light-grown soybeans. Physiol. Plant 46:307317.Google Scholar
15. Duke, S. O., Hoagland, R. E., and Elmore, C. D. 1980. Effects of glyphosate on metabolism of phenolic compounds. V. L-α-aminooxy-β-phenylpropionic acid and glyphosate effects on phenylalanine ammonia-lyase in soybean seedlings. Plant Physiol. 65:1721.CrossRefGoogle ScholarPubMed
16. Granick, S. 1966. Induction in vitro of the synthesis of δ-aminolevulinic synthetase in chemical porphyria: A response to certain drugs, sex hormones and foreign chemicals. J. Biol. Chem. 241: 13591375.Google Scholar
17. Hendry, G. A. F. and Stobart, A. K. 1977. Glycine metabolism and chlorophyll synthesis in barley leaves. Phytochemistry 16: 15671570.Google Scholar
18. Hoagland, R. E. 1980. Effects of glyphosate on metabolism of phenolic compounds: VI. Effects of glyphosine and glyphosate metabolites on phenylalanine ammonia-lyase activity, growth, and protein, chlorophyll, and anthocyanin levels in soybean (Glycine max) seedlings. Weed Sci. 28:393399.Google Scholar
19. Hoagland, R. E., Duke, S. O., and Elmore, D. C. 1979. Effects of glyphosate on metabolism of phenolic compounds. III. Phenylalanine ammonia-lyase activity, free amino acids, soluble protein and hydroxyphenolic compounds in axes of dark-grown soybeans. Physiol. Plant 46:357366.Google Scholar
20. Hollander, Heike and Amrheim, N. 1980. The site of the inhibition of the shikimate pathway by glyphosate. I. Inhibition by glyphosate of phenylpropanoid synthesis in buckwheat (Fagopyrumm esculentum Moench). Plant Physiol. 66:823829.Google Scholar
21. Hull, H. M., Bleckmann, C. A., and Morton, H. L. 1977. Some effects of glyphosate on the foliar ultrastructure of velvet mesquite seedlings. Proc. West. Soc. Weed Sci. 30:18.Google Scholar
22. Kitchen, L. M., Witt, W. W., and Rieck, C. E. 1981. Inhibition of chlorophyll accumulation by glyphosate. Weed Sci. 29: (In press).CrossRefGoogle Scholar
23. Mauzerell, D. and Granick, S. 1956. The occurrence and accumulation of δ-aminolevulinic acid and porphobilinigen in urine. J. Biol. Chem. 219:435446.CrossRefGoogle Scholar
24. Nadler, K. and Granick, S. 1970. Controls on chlorophyll synthesis in barley. Plant Physiol. 46:240246.Google Scholar
25. Rebeiz, C. A. and Castelfranco, P. A. 1971. Chlorophyll biosynthesis of metal porphyrins by subchloroplastic fractions. Plant Physiol. 50:185186.Google Scholar
26. Tymono, J. M. and Foy, C. L. 1978. Influence of glyphosate on the metabolism of separated soybean leaf cells. Abstr., Weed Sci. Soc. Am. p. 70.Google Scholar