Studies of clomazone mode of action

Pesticide Biochemistry and Physiology

Volumn 85, Issue 1, 2006, Pages 7-14

  Ferhatoglu, Yurdagul ^a   Barrett, Michael ^a  

^a UNIVERSITY OF KENTUCKY   (United States)

Author keywords

5 Keto clomazone; 5 OH clomazone; Carotenoid; Chlorophyll; Chloroplast; Clomazone; DXP synthase; IPP; MEP pathway

Indexed keywords

SPINACIA OLERACEA;

EID: 33646032991     PISSN: 00483575     EISSN: 10959939     Source Type: Journal    
DOI: 10.1016/j.pestbp.2005.10.002     Document Type: Article

References (50)

1. Duke S.O., Kenyon W.H., and Paul R.N. FMC 57020 effects on chloroplast development in pitted morningglory (Ipomea lacunose) cotyledons. Weed Sci. 33 (1985) 786-794
2. Duke S.O., and Kenyon W.H. Effects of dimethazone (FMC 57020) on chloroplast development. II. Pigment synthesis and photosynthetic function in cowpea (Vigna unguiculata L.) primary leaves. Pestic. Biochem. Physiol. 25 (1986) 11-17
3. A.J. Goetz, D.E. Westberg, T.L. Lavy, R.L. Oliver, Uptake, translocation, and metabolism of clomazone in soybeans (Glycine max), sicklepod (Cassica obtusifulia), common cocklebur (Xanthium strumanium) and velvetleaf (Abutilon theophrasti). Thesis. Department of Agronomy, University of Arkansas, Fayetteville, AR 72703, 1988.
4. Vencill W.K., Hatzios K.K., and Wilson H.P. Growth and physiological responses of normal, dwarf, and albino corn (Zea mays L.) to clomazone treatment. Pestic. Biochem. Physiol. 35 (1989) 81-88
5. Norman M.A., Liebl R.A., and Widholm J.M. Site of clomazone action in tolerant-soybean and susceptible-cotton photomixotrophic cell suspension cultures. Plant Physiol. 94 (1990) 704-709
6. Norman M.A., Liebl R.A., and Widholm J.M. Uptake and metabolism of clomazone in tolerant-soybean and susceptible-cotton photomixotropic cell suspension cultures. Plant Physiol. 92 (1990) 777-784
7. Scott J.E., and Weston L.A. Cole crop (Brassica oleracea) tolerance to clomazone. Weed Sci. 40 (1992) 7-11
8. Scott J.E., Weston L.A., Chappell J., and Hanley K. Effects of clomazone on IPP isomerase and prenyl transferase activities in cell suspension cultures and cotyledons of solanaceous species. Weed Sci. 42 (1994) 509-516
9. Duke S.O., Paul R.N., Becerril J.M., and Schmidt J.H. Clomazone causes accumulation of sesquiterpenoids in cotton (Gossypium hirsutum L.). Weed Sci. 39 (1991) 339-346
10. Sandman G., and Boger P. Interconvension of prenyl pyrophosphates and subsequent reactions in the presence of FMC 57020. Z. Naturforsch. C 42 (1987) 803-807
11. Duke S.O., and Paul R.N. Effect of dimethazone (FMC-57020) on chloroplast development. 1. Ultrastructural effects in cowpa (Vigna unguiculata L.) primary leaves. Pestic. Biochem. Physiol. 25 (1986) 1-10
12. Sandman G., and Boger P. Interference of dimethazone with formation of terpenoid compounds. Z. Naturforsch. C 41 (1986) 729-732
13. Ridley S.M. Carotenoids in herbicide action in carotenoid chemistry and biochemistry. In: Britton C., and Goodwin T.W. (Eds). IUPAC Carotenoid Chemistry and Biochemistry (1982), Pergamon Press, Oxford, UK 353-369
14. Lutzov M., Beyer P., and Kleining H. The herbicide Command does not inhibit the prenyl diphosphate-forming enzymes in plastids. Z. Naturforsch. C 45 (1990) 856-858
15. Weimer M.R., Balke N.E., and Buhler D.D. Herbicide clomazone does not inhibit in-vitro geranylgeranyl synthesis from mevanolate. Plant Physiol. 98 (1992) 427-432
16. Croteau R. Clomazone does not inhibit the conversion of isopentenyl pyrophosphate to geranyl, farnesyl, or geranyl geranyl pyrophosphate in-vitro. Plant Physiol. 98 (1992) 1515-1517
17. Ji W., and Hatzios K.K. Regulation of HMG-CoA reductase in corn by selected herbicides. Proc. South. Weed Sci. 43 (1990) 350-354
18. Lichtenthaler H.K. The 1-deoxy-d-xylulose-5-phosphate pathway of isoprenoid biosynthesis in plants. Annu. Rev. Plant Physiol. Plant Mol. Biol. 50 (1999) 47-65
19. Takahashi S., Kuzuyama T., Watanabe H., and Seto H. A 1-deoxy-d-xylulose 5-phosphate reductoisomerase catalyzing the formation of 2-C-methyl-d-erythritol 4-phosphate in an alternative nonmevalonate pathway for terpenoid biosynthesis. Proc. Natl. Acad. Sci. USA 95 (1998) 9879-9884
20. Lange B.M., and Croteau R. Isoprenoid biosynthesis via a mevalonate-independent pathway in plants: cloning and heterolous expression of 1-deoxy-d-xylulose-5-phosphate reductoisomerase from peppermint. Arch. Biochem. Biophys. 365 (1999) 170-174
21. Rodríguez-Concepción M., and Boronat A. Elucidation of the methylerythritol phosphate pathway for isoprenoid biosynthesis in bacteria and plastids. A metabolic milestone achieved through genomics. Plant Physiol. 130 (2002) 1079-1089
22. Dubey V.S., Bhalla R., and Luthra R. An overview of the non-mevalonate pathway for terpenoid biosynthesis in plants. J. Biosci. 28 (2003) 637-646
23. Jomaa H., Wiesner J., Sanderbrand S., Altincicek B., Weidemeyer C., Hintz M., Turbacova I., Eberl M., Zeidler J., and Lichtenthaler H.K. Inhibitors of the nonmevalonate pathway of isoprenoid biosynthesis as antimalarial drugs. Science 285 (1999) 1573-1576
24. Zeidler J.G., Schwender J., Muller C., Wiesner J., Weidemeyer C., Beck E., Jomaa H., and Lichtenthaler H.K. Inhibition of the non-mevalonate 1-deoxy-d-xylulose-5-phosphate pathway of plant isoprenoid biosynthesis by fosmidomycin. Z. Naturforsch. C 53 (1998) 980-986
25. Schwender J., Muller C., Zeidler J., and Lichtenthaler H.K. Cloning and heterologous expression of a cDNA encoding 1-deoxy-d-xylulose-5-phosphate reductoisomerase of Arabidopsis thaliana. FEBS Lett. 455 (1999) 140-144
26. Mueller C., Schwender J., Zeidler J., and Lichtenthaler H.K. Properties and inhibition of the first two enzymes of the non-mevalonate pathway of isoprenoid biosynthesis. Biochem. Soc. Trans. 28 (2000) 792-793
27. Eisenreich W., Menhard B., Hylands P.J., Zenk M.H., and Bacher A. Studies on the biosynthesis of taxol: the taxene carbon skeleton is not of mavalonoid origin. Proc. Natl. Acad. Sci. USA 93 (1996) 6431-6436
28. Milborrow B.V., and Lee H.S. Endogenous biosynthesis precursors of (+)-abscissic acid. VI. Carotenoids and ABA are formed by the "non-mevalonate" triose-pyruvate pathway in chloroplasts. Aust. J. Plant Physiol. 25 (1998) 507-512
29. Lichtenthaler H.K., Schwender J., Disch A., and Rohmer M. Biosynthesis of isoprenoids in higher plant chloroplasts proceeds via a mevalonate independent pathway. FEBS Lett. 400 (1997) 271-274
30. Rohmer M. Isoprenoid biosynthesis via the mevalonate-independent route, a novel target for antibacterial drugs. Prog. Drug Res. 50 (1998) 135-154
31. Kasahara H., Takei K., Ueda N., Hishiyama S., Yamaya T., Kamiya Y., Yamaguchi S., and Sakakibara H. Distinct isoprenoid origins of cis- and trans-zeatin biosyntheses in Arabidopsis. J. Biol. Chem. 279 (2004) 14049-140054
32. Sponsel V.M. The deoxyxylulose phosphate pathway for the biosynthesis of plastidic isoprenoids: early days in our understanding of the early stages of gibberellin biosynthesis. J. Plant Growth Regul. 20 (2001) 332-345
33. Harrison M.A., and Hayes R.M. Utilization of command with selected in-furrow insecticides in no-till and conventional cotton. Proc. South Weed Sci. Soc. 41 (1992) 44-48
34. Hayes R.M., Bradley P.A., and Lentz G.L. Insect control and cotton injury with clomazone-insecticide combinations. Proc. South Weed Sci. Soc. 46 (1993) 33-36
35. Ferhatoglu Y., Barrett M., and Avduishko S. The basis for the safening of clomazone by phorate insecticide in cotton and inhibitors of cytochrome P450s. Pestic. Biochem. Physiol. 81 (2005) 59-70
36. Ferhatoglu Y., Avduishko S., and Barrett M. Phorate inhibition of clomazone metabolism. North Central Weed Sci. Soc. Am. Abstr. (2000)
37. Culpepper A.S., York A.C., Marth J.L., and Corbin F.T. Effect of insecticide on clomazone absorption, translocation, and metabolism in cotton. Weed Sci. 49 (2001) 613-616
38. ElNaggar S.F., Creekmore R.W., Schocken M.J., Rosen R.T., and Robinson R.A. Metabolism of clomazone herbicide in soybean. J. Agric. Food Chem. 40 (1992) 880-883
39. Baerg R.J., Barrett M., and Polge N. Insecticide and insecticide interactions with cytochrome P450 mediated activities in maize. Pestic. Biochem. Physiol. 55 (1996) 10-20
40. Liu S.Y., Shocken M., and Rosazza J.P.N. Microbial transcformation of clomazone. J. Agric. Food Chem. 44 (1996) 313-319
41. Mills W.R., and Joy K.W. A rapid method for isolation of purified physiological active chloroplasts, used to study intracellular distribution of amino acids in pea leaves. Planta 148 (1980) 75-83
42. Fellermeier M., Kis K., Sagner S., Maier U., Bacher A., and Zenk M.H. Cell free conversion of 1-deoxy-d-xylulose 5-phosphate and 2-C-methyl-d-erythritol 4-phosphate into carotene in higher plants and its inhibition by fosmidomycin. Tetrahedron Lett. 40 (1999) 2743-2746
43. Ernst S., and sandman G. Poly-cis carotene pathway in the Scenedesmus mutant C-6D. Arch. Microbiol. 150 (1988) 590-594
44. McCaskill D., and Croteau R. Procedures for the isolation and quantification of the intermediates of the mevalonic acid pathway. Anal. Biochem. 215 (1993) 142-149
45. Chahed K., Oudin K.A., Guivarc'h N., Chenieux J.-C., Rideau M., and Clastre M. 1-Deoxy-d-xylulose 5-phosphate synthase from periwinkle: cDNA identification and induced gene expression in terpenoid indole alkaloid-producing cells. Plant Physiol. Biochem. 38 (2000) 559-662
46. Mayer M.P., Bartlett D.L., Beyer P., and Kleining H. The in vitro mode of action of bleaching herbicides on the desaturation of 15-cis-phytoene and ciscarotene in isolated daffodil chromoplasts. Pestic. Biochem. Physiol. 34 (1989) 11-117
47. Schwender J., Mueller C., Zeidler J., and Lichtenthaler H.K. Cloning and heterologous expression of a cDNA encoding 1-deoxy-d-xylulose-5-phosphate reductoisomerase of Arabidopsis thaliana. FEBS Lett. 455 (1999) 140-144
48. J.H. Chang, M.J. Konz, E.A. Aly, R.E. Sticker, K.R. Wilson, N.E. Krog, P.E. Diockinson, 3-Isoxazolidinones and related compounds a new class of herbicides, in: D.R. Baker, J.G. Fenyes, W.K. Moberg, B. Cross (Eds.), Synthesis and Chemistry of Agrochemicals, ACS Symposium Series 355, American Chemical Society, Washington, DC, 1987, pp. 10-23.
49. Zeidler J., Schwender J., Mueller C., and Lichtenthaler H.K. The non-mevalonate isoprenoid biosynthesis of plants as a test system for drugs against malaria and pathogenic bacteria. Biochem. Soc. Trans. 28 (2000) 796-798
50. Lichtenthaler H.K. Isopredonid biosynthesis: enzymes, genes and inhibitors. Biochem. Soc. Trans. 28 (2000) 785-789