Accumulation of Shikimic Acid: A Technique for Screening Glyphosate Efficacy

Journal of Agricultural and Food Chemistry

Volumn 46, Issue 10, 1998, Pages 4406-4412

  Harring, Torben ^a   Streibig, Jens C ^b   Husted, Søren ^b  

^a Cheminova AS   (Denmark)

^b UNIVERSITY OF COPENHAGEN   (Denmark)

Author keywords

Dose response; Efficacy; Glyphosate; Shikimic acid

Indexed keywords

BRASSICA NAPUS;

EID: 0000026334     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf9802124     Document Type: Article

References (41)

1. Amrhein, N.; Deus, B.; Gehrke, P.; Steinrücken, H. C. The site of the inhibition of the shikimate pathway by glyphosate. Plant Physiol. 1980, 66, 830-834.
2. Becerril, J. M.; Duke, S. O.; Lydon, J. Glyphosate effects on shikimate pathway products in leaves and flowers of velvetleaf. Phytochemistry 1989, 28, 695-699.
3. Berlin, J.; White, L. Effects of glyphosate on shikimic acid accumulation in tobacco cell cultures with low and high yields of cinnamoyl putrescines. Z. Naturforsch. C Biosci. 1981, 36, 210-215.
4. Bradford, M. M. A rapid and sensitive methods for the quantitation of microgram quantities of protein utilizing the principle of protein dye binding. Anal. Biochem. 1976, 72, 248-254.
5. Burton, J. D.; Nelson, B. E. Glyphosate uptake by suspension-cultured potato (Solanum tuberosum and S. brevidens) cells. Weed Sci. 1988, 36, 146-153.
6. Carroll, R. J.; Ruppert, D. Transformation and Weighting in Regression; Chapman and Hall: New York, 1988; p 249.
7. Coupland, D. Metabolism of glyphosate in plants. In The Herbicide Glyphosate; Grossbard, E., Atkinson, D., Eds.; Butterworth: London, 1985; pp 25-34.
8. Denis, M. L.; Delrot, S. Carrier-mediated uptake of glyphosate in broad bean (Vicia faba) via a phosphate transporter. Physiol. Plant. 1993, 87, 569-575.
9. Duke, S. O. Glyphosate. In Herbicides: Chemistry, Degradation and Mode of Action; Kearney, P. C., Kaufman, D. D., Eds.; Dekker: New York, 1988; pp 1-70.
10. Duke, S. O.; Hoagland, R. E. Effects of glyphosate on the metabolism of phenolic compounds I. Induction of phenylalanine ammonia-lyase in dark-grown maize roots. Plant Sci. Lett. 1978, 11, 185-190.
11. Duke, S. O.; Hoagland, R. E. Effects of glyphosate on metabolism of phenolic compounds. In The Herbicide Glyphosate; Grossbard, E., Atkinson, D., Eds.; Butterworth: London, 1985; pp 75-91.
12. Duke, S. O.; Hoagland, R. E.; Elmore, C. D. Effects of glyphosate on metabolism of phenolic compounds. IV. Phenylalanine ammonia-lyase activity, free amino acids, and soluble hydroxyphenolic compounds in axes of light-grown soybeans. Physiol. Plant. 1979, 46, 307-317.
13. Duke, S. O.; Hoagland, R. E.; Elmore, C. D. 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. 1980, 65, 17-21.
14. Engelsma, G. Inhibition of phenylalanine ammonia-lyase by cinnamic acid derivatives. In Regulation of Secondary Product and Plant Hormone Metabolism; Luckner, M., Schreiber, K, Eds.; 55 Symposium S8, 12th FEES Meeting Dresden; Pergamon Press: Oxford, 1979; pp 163-172.
15. Franz, J. E.; Mao, M. K; Sikorski, J. A. Glyphosate a Unique Global Herbicide; American Chemical Society: Washington, DC, 1997; p 653.
16. Hoagland, R. E. Interaction of indoleacetic acid and glyphosate on phenolic metabolism in soybeans. Pestic. Biochem. Physiol. 1990, 36, 68-75.
17. Hoagland, R. E.; Duke, S. O.; Elmore, D. C. Effects of glyphosate on metabolism of phenolic compounds. III. Phenylalanine ammonia-lyase activity, free amino acids, soluble proteins and hydroxyphenolic compounds in axes of darkgrown soybeans. Physiol. Plant. 1979, 46, 357-366.
18. Holländer, H.; Amrhein, N. The site of the inhibition of the shikimate pathway by glyphosate. I. Inhibition by glyphosate of phenylpropanoid synthesis in buckwheat (Fagopyrum esculentum Moench). Plant Physiol. 1980, 66, 823-829.
19. Holländer-Czytko, H.; Amrhein, N. Subcellular compartmentation of shikimic acid and phenylalanine in buckwheat cell suspension cultures grown in the presence of shikimate pathway inhibitors. Plant Sci. Lett. 1983, 29, 89-96.
20. Ishikura, N.; Takeshima, Y. Effects of glyphosate on caffeic acid metabolism in Perilla cell suspensions cultures. Plant Cell Physiol. 1984, 25, 185-189.
21. Ishikura, N.; Teramoto, S.; Takeshima, Y.; Mitsui, S. Effects of glyphosate on the shikimate pathway and regulation of phenylalanine ammonia-lyase in Cryptomeria and Perilla cell suspension cultures. Plant Cell Physiol. 1986, 27, 677-684.
22. Jensen, R. A. The shikimate arogenate pathway: Link between carbohydrate metabolism and secondary metabolism. Physiol. Plant. 1985, 66, 164-168.
23. Lin, Q.; Northcote, D. H. Expression of phenylalanine ammonia-lyase gene during tracheary-elements differentiation from cultured mesophyll cells of Zinnia elegans L. Planta 1990, 182, 591-598.
24. Lourtie, E.; Bonnet, M.; Bosschaert, L. New glyphosate screening technique by infrared thermometry. Fourth International Symposium on Adjuvant Agrochemistry, Melbourne, Australia, 1995; pp 297-302.
25. Lydon, J.; Duke, S. O. Glyphosate induction of elevated levels of hydroxybenzoic acids in higher plants. J. Agric. Food Chem. 1988, 36, 813-818.
26. Madsen, K. H.; Heitholt, J. J.; Duke, S. O.; Smeda, R. J.; Streibig, J. C. Photosynthetic parameters in glyphosatetreated sugarbeet (Beta vulgaris L.). Weed Res. 1995, 35, 81-88.
27. Miller, G. M.; St. John, J. B. Membrane-surfactant interactions in lipid micelles labeled with 1-anilino-8-naphthalene-sulfonate. Plant Physiol. 1974, 54, 527-531.
28. Mollenhauer, C.; Smart, C. C.; Amrhein, N. Glyphosate toxicity in the shoot apical region of the tomato plant. I. Plastid swelling is the initial ultrastructural feature following in vivo inhibition of 5-enolpyruvylshikimic acid 3-phosphate synthase. Pestic. Biochem. Physiol. 1987, 29, 55-65.
29. Nilsson, G. Effects of glyphosate on the amino acid content in spring wheat plants. Swedish J. Agric. Res. 1977, 7, 153-157.
30. Riechers, D. E.; Wax, L. M.; Liebl, R. A.; Bush, D. R. Surfactant-increased glyphosate uptake into plasma membrane vesicles isolated from common lambsquarters leaves. Plant Physiol. 1994, 105, 1419-1425.
31. Rubin, J. L.; Gaines, C. G.; Jensen, R. A. Enzymological basis for the herbicidal action of glyphosate. Plant Physiol. 1982, 70, 833-839.
32. Røyneberg, T.; Balke, N. E.; Lund-Høie, K. Effects of adjuvants and temperature on glyphosate absorption by cultured cells of velvetleaf (Abutilon theophrasti Medic.). Weed Res. 1992, 32, 419-428.
33. Schulz, A.; Munder, T.; Holländer-Czytko, H.; Amrhein, N. Glyphosate transport and early effects on shikimate metabolism and its compartmentation in sink leaves of tomato and spinach plants. Z. Naturforsch. 1990, 45, 529-534.
34. Singh, B. K.; Shaner, D. L. Changes in free amino acid pools can predict the mode of action of herbicides. Pestic. Sci. 1995, 43, 221-225.
35. Smith, E. A.; Oehme, F. W. The biological activity of glyphosate to plants and animals: A literature Review. Vet. Hum. Toxicol. 1992, 34, 531-543.
36. Stasiak, M. A.; Hofstra, G.; Fletcher, R. A. Physiological changes in birch seedlings by sublethal applications of glyphosate. Can. J. For. Res. 1992, 22, 812-817.
37. Steinrücken, H. C.; Amrhein, N. The herbicide glyphosate is a potent inhibitor of 5-enolpyrovyl-shikimic acid 3-phosphate synthase. Biochem. Biophys. Res. Commun. 1980, 94, 1207-1212.
38. Streibig, J. C. Herbicide bioassay. Weed Res. 1988, 28, 479-484.
39. Streibig, J. C.; Rudemo, M.; Jensen, J. E. Dose-response curves and statistical models. In Herbicide Bioassays; Streibig, J. C., Kudsk, P., Eds.; CRC Press: Boca Raton, FL, 1993; pp 29-55.
40. Wan Kim, T.; Amrhein, N. Glyphosate toxicity: Long-term analysis of shikimic acid accumulation and chlorophyll degradation in tomato plants. Kor. J. Weed Sci. 1995, 15, 141-147.
41. Watson, M. C.; Bartels, P. G.; Hamilton, K. C. Action of selected herbicides and Tween 20 on oat (Avena sativa) membranes. Weed Sci. 1980, 28, 122-127.