Plant glutathione S-transferases and herbicide detoxification

Biological Chemistry

Volumn 378, Issue 3-4, 1997, Pages 199-205

  Neuefeind, Torsten ^a,b   Reinemer, Peter ^b   Bieseler, Barbara ^b  

^a MAX PLANCK INSTITUTE OF BIOCHEMISTRY   (Germany)

^b BAYER AG   (Germany)

Author keywords

Glutathione S transferase; Herbicide detoxification; Plants; Protein structure

Indexed keywords

DRUG METABOLIZING ENZYME; GLUTATHIONE TRANSFERASE; HERBICIDE; ISOENZYME; S HEXYLGLUTATHIONE; TRANSFERASE INHIBITOR; VEGETABLE PROTEIN; XENOBIOTIC AGENT;

ARABIDOPSIS; CONTROLLED STUDY; DETOXIFICATION; DRUG METABOLISM; DRUG RESISTANCE; DRUG STRUCTURE; ENZYME ACTIVE SITE; ENZYME STRUCTURE; GLUTATHIONE METABOLISM; LIGAND BINDING; NONHUMAN; PHYTOCHEMISTRY; PHYTOTOXICITY; PRIORITY JOURNAL; PROTEIN FAMILY; REVIEW;

AMINO ACID SEQUENCE; GLUTATHIONE TRANSFERASE; HERBICIDES; METABOLIC DETOXICATION, DRUG; MOLECULAR SEQUENCE DATA; PLANTS;

ARABIDOPSIS; ARABIDOPSIS THALIANA;

EID: 0030992314     PISSN: 14316730     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Review

References (54)

1. Andreae, W.A., and Good, N.E. (1957). Studies on 3-indolacetic acid metabolism. IV. Conjugation with aspartic acid and ammonia as processes in the metabolism of carboxylic acids. Plant Physiol. 32, 566-571.
2. Armstrong, R.N. (1993). Glutathione S-transferases: structure and mechanism of an archetypical detoxification enzyme. Adv. Enzymol. 69, 1-44.
3. Ballas, N., Wong, L.-M., and Theologis, A. (1993). Identification of the auxin-responsive element (AuxrRE) in the primary indole acetic acid inducible gene PS-IAA4/5 of pea (Pisum sativum). J. Mol. Biol. 233, 580-596.
4. Bartling, D., Radzio, R., Steiner, U., and Weiler, E.W. (1993). A glutathione S-transferase with glutathione peroxidase activity from Arabidopsis thaliana: molecular cloning and functional characterization. Eur. J. Biochem. 216, 579-586.
5. Bilang, J., and Sturm, A. (1995). Cloning a characterization of a glutathione S-transferase that can be photolabelled with 5-azido-indole-3-acetic acid. Plant Physiol. 109, 253-260.
6. Bilang, J., Macdonald, H., King, P.J., and Sturm, A. (1993). A soluble auxin-binding protein from Hyoscyamus muticus is a glutathione S-transferase. Plant Physiol. 102, 29-34.
7. Boyland, E., and Chasseaud, L.F. (1969). The role of glutathione and glutathione S-transferase in mercapturic and biosynthesis. Adv. Enzymol. 32, 173-219.
8. Buetler, T.M., and Eaton, D.L. (1992). Glutathione S-transferase: amino acid sequence comparison, classification and phylogenetic relationship. Environ. Carcino. Ecotox. Rev. C10, 181-203.
9. Czarnecka, E., Nagao, R.T., and Key, J.L (1988). Characterization of GmHsp26, a stress gene encoding a divergent heat-shock protein of soybean: heavy-metal induced inhibition of intron processing. Mol. Cell. Biol. 8, 113-122.
10. Cole, D.J. (1994). Detoxification and activation of agrochemicals in plants. Pestic. Sci. 42, 209-222.
11. Coupland, D. (1991). Predicting and optimising the translocation of foliage-applied herbicides-a plant physiologist's perspective. Proceedings of the 1991 Brighton Crop Protection Conference-Weeds 2, 837-846.
12. Dirr, H.W., Reinemer, P., and Huber, R. (1994). X-ray crystal structures of cytosolic glutathione S-transferases. Implications for protein architecture, substrate recognition and catalytic function. Eur. J. Biochem. 220, 645-661.
13. Droog, F.J.N, Hooykaas, P.J.J, Libbenga, K.R., and van der Zaal, E.J. (1993). Proteins encoded by an auxin-regulated gene family of tobacco share limited but significant homology with glutathione S-transferases and one member indeed shows in vitro GST activity. Plant Mol. Biol. 21, 965-972.
14. Droog, F.J.N., Hooykaas, P.J.J., and van der Zaal, E.J. (1995). 2,4-Dichlorophenoxyacetic acid and related chlorinated compounds inhibit two auxin-regulated type-III tobacco glutathione S-transferases. Plant Physiol. 107, 1139-1146.
15. Dudler, R., Hertig, C., Rebman, G., Bull, J., and Mauch, F. (1991). A pathogen-induced wheat gene encodes a protein homologous to glutathione S-transferases. Mol. Plant Microb. Interact. 4, 4-18.
16. Ezra, G., and Stephenson, G.R. (1985). Comparative metabolism of Atrazine and EPTC in proso millet (Panicum miliaceum L.) and corn. Pestic. Biochem. Physiol. 24, 207-212.
17. Grove, G., Zarlengo, R.P., Timmermann, K.P., Li, N.-Q., Tam, M.F., and Tu, C.-P.D. (1988). Characterization and heterospecific expression of cDNA clones of genes in maize GSH S-transferase multigene family. Nuc. Acid Res. 16, 425-438.
18. Hatton, P., Dixon, D., Cole, D., and Edwards, R. (1996). Glutathione transferase activities and herbicide selectivity in maize and associated weed species. Pestic. Sci. 46, 267-275.
19. Hahn K., and Strittmatter, G. (1994). Pathogen-defence gene prp1-1 from potato encodes an auxin-responsive glutathione S-transferase. Eur. J. Biochem. 226, 619-626.
20. Hoffmann, O.L. (1978). Herbicide antidots: from concept to practice. In: Chemistry and Action of Herbicide Antidotes, F.M. Pallos and J.E. Casida, eds. (New York: Academic Press) pp. 1-13.
21. Itzhaki, H., Maxon, J.M., and Woodson, W.R. (1994). An ethylen-responsive element is involved in the senescence-related expression of the carnation glutathione S-transferase (GST1) gene. Proc. Natl. Acad. Sci. USA 91, 8925-8929.
22. Jacoby, W.B., and Ziegler, D.M. (1990). The enzymes of detoxification. J. Biol. Chem. 265, 20715-20718.
23. Jepson, I., Lay, V.J., Holt, D.C., Bright, S.W.J., and Greenland, A.J. (1994). Cloning and characterization of maize herbicide safener-induced cDNAs encoding submits of glutathione S-transferase isoforms I, II and IV. Plant Mol. Biol. 26, 1855-1866.
24. Kappus, H. (1985). Lipid peroxidation: mechanism, analysis, enzymology and biological relevance. In: Oxidative Stress, H. Sies, ed. (London: Academic Press), pp. 273-310.
25. Kiyosue, T., Yamaguchi-Shinozaki, K., and Shinozaki, K. (1993). Characterization of cDNAs (ERD11 and ERD13) for dehydration-inducible genes that encode putative glutathione S-transferases in Arabidopsis thaliana L. FEBS Lett. 335, 189-192.
26. Komvies, A.V., Komvies, T., and Dutka, F. (1985). Effects of herbicides on the activity of glutathione S-transferases in maize. Cereal. Res. Commun. 13, 253-257.
27. Kreuz, K., Tommasini, R., and Martinoia, E. (1996). Old enzymes for a new job-Herbicide detoxification in plants. Plant Physiol. 111, 349-353.
28. Kutchan, T.M., and Hochberger, A. (1992). Nucleotide sequence of a cDNA encoding a constitutively expressed glutathione S-transferase from cell suspension cultures of Silence cucbalis. Plant Physiol. 99, 789-790.
29. Lamoureux, G.L., and Rusness, D.G. (1987). Synergism of diazinon toxicity and inhibition of diazinon metabolism in the house fly by tridiphane: inhibition of glutathione S-transferase activity. Pestic. Biochem. Physiol. 27, 318-329.
30. Lamoureux, G.L., Shimabukuro, R.H., and Frear, D.S. (1991). Glutathione and glucoside conjugation in herbicide selectivity. In: Herbicide Resistance in Weeds and Crops. J.C. Caseley, G.W. Cussans and R.K. Atkin, (Oxford, U.K: Butterworth-Heinemann), pp. 227-261.
31. Le Baron, H.M., and Gressel, J. (1982). Herbicide Resistance in Plants. (New York: John Wiley and Sons).
32. Levine, A., Tenhaken, R., Dixon, R., and Lamb, C. (1994). Hydrogen peroxide from the oxidative burst orchestrates the plant hypersensitive disease resistance response. Cell 79, 583-593.
33. Leavitt, J.R.C., and Penner, D. (1979). In vitro conjugation of glutathione and other thiols with acetanilide herbicides and EPTC sulfoxide and the action of the herbicide antidote R-25788. J. Agric. Food Chem. 27, 533-536.
34. Listowsky, I., Abramovitz, M., Homma, H., and Nitsu, Y. (1988). Intracellular binding of hormones and xenobiotics by glutathione S-transferases. Drug MeTable Rev. 79, 305-318.
35. Marrs, K.A. (1996). The function and regulation of glutathione S-transferases in plants. Annu Rev. Plant Physiol. Plant Mol. Biol. 47, 127-158.
36. Marrs, K.A., Alfenito, M.R., Lloyd, A.M., and Walbot, V. (1995). A glutathione S-transferase involved in vacuolar transfer encoded by the maize gene Bronze-2. Nature 375, 397-400.
37. Martinoia, E., Grill, E., Tommasini, R., Kreuz, K., and Amrhein, N. (1993). ATP-dependant glutathione S-conjugate export pump in the vacuolar membrane of plants. Nature 364, 247-249.
38. Meyer, R.C., Goldsbrough, P.B., and Woodson, W.R. (1991). An ethylene-responsive gene from carnation encodes a protein homologous to glutathione S-transferases. Plant Mol. Biol. 17, 277-281.
39. Normanly, J., Slovin, J.P., and Cohen, J.D. (1995). Rethinking auxin biosynthesis and metabolism. Plant Physiol. 86, 359-363.
40. Owen, W.J. (1987). In: 1987 British Crop Protection Conference: Weeds, (Surrey, UK.: Brit. Crop Protect. Conf. Publications).
41. Reinemer, P., Dirr, H.W., Ladenstein, R., Schäffen J., Gallay, O., and Huber, R. (1991). The three-dimensional structure of class π glutathione S-transferase in complex with glutathione sulfonate at 2.3 Å resolution. EMBO J 10, 1997-2005.
42. Reinemer, P., Prade, L., Hof, P., Neuefeind, T., Huber, R., Zettl, R., Palme, K., Schell, J., Koelln, I., Bartunik, H.D., and Bieseler, B. (1996). Three-dimensional structure of glutathione S-transferase from Arabidopsis thaliana at 2.2 Å resolution: structural characterization of herbicide-conjugating plant glutathione S-transferases and a novel active site architecture. J. Mol. Biol. 255, 289-309.
43. Sandermann, H. (1992). Plant metabolism of xenobiotics. Trends Biochem. Sci. 17, 82-84.
44. Shah, D.M., Hironaka, C.M., Wiegand, R.C., Harding, E.I., Krivi, G.G., and Tiemeier, D.C. (1986). Structural analysis of a maize gene coding for glutathione S-transferase involved in herbicide detoxification. Plant Mol. Biol. 6, 203-211.
45. Takahashi, Y., Kuroda, H., Tanaka, T., Machida, Y., Takebe, I., and Nagata, T. (1989). Isolation of an auxin-regulated gene cDNA expressed during the transition from G0 to S phase in tobacco mesophyll protoplasts. Proc. Natl. Acad. Sci. USA 86, 9279-9283.
46. Takahashi, Y., and Nagata, T. (1992). parB: an auxin-regulated gene encoding glutathione S-transferase. Proc. Natl. Acad. Sci. USA 89, 56-59.
47. Takashi, Y., Ishida, S., and Nagata, T. (1995). Auxin-regulated genes. Plant Cell Physiol. 36, 383-390.
48. Thenaken, R., Levine, A., Brisson, L.F., Dixon, R.A., and Lamb, C. (1995). Function of the oxidative burst in hypersensitive disease resistance. Proc. Natl. Acad. Sci. USA 92, 4158-4163.
49. Ulmasov, T., Ohimiya, A., Hagen, G., and Guilfoyle, T. (1995). The soybean GH2/4 gene that encodes a glutathione S-transferase has a promotor that is activated by a wide range of chemical agents. Plant Physiol. 108, 919-998.
50. van der Zaal, E.J., Droog, F.N.J., Boot, C.J.M., Hensgens, L.A.M., Hoge, J.H.C., Schilperoort, R.A., and Libbenga, K.R. (1991). Promoters of auxin-inducible genes can lead to auxin-inducible and root tip-specific expression. Plant Mol. Biol. 16, 983-998.
51. Wiegand, R.C., Shah, D.M., Mozer, T.J., Harding, E.I., and Diaz-Collier, J. (1986). Messenger RNA encoding a glutathione S-transferase responsible for herbicide tolerance in maize is induced in response to safener treatment. Plant Mol. Biol. 7, 235-243.
52. Wilce, M.C.J., Board, P.G., Feil, S.C., and Parker, M.W. (1995). Crystal structure of a theta-class glutathione transferase. EMBO J 14, 2133-2143.
53. 3H] indole-3-acetic acid: identification of a glutathioe S-transferase. Proc. Natl. Acad. Sci. USA 91, 689-693.
54. Zhou, J., and Goldsbrough, P.B. (1993). An Arabidopsis gene with homology to glutathione S-transferases is regulated by ethylene. Plant Mol. Biol. 22, 517-523.