Expression of a wheat cytochrome P450 monooxygenase cDNA in yeast catalyzes the metabolism of sulfonylurea herbicides

Pesticide Biochemistry and Physiology

Volumn 85, Issue 1, 2006, Pages 1-6

  Xiang, Wensheng ^a,b   Wang, Xiangjing ^a   Ren, Tianrui ^b  

^a NORTHEAST AGRICULTURAL UNIVERSITY   (China)

^b INSTITUTE OF PROCESS ENGINEERING   (China)

Author keywords

Herbicide metabolism; Heterologous expression; Sulfonylurea herbicides; Wheat cytochrome P450

Indexed keywords

TRITICUM AESTIVUM;

EID: 33646066811     PISSN: 00483575     EISSN: 10959939     Source Type: Journal    
DOI: 10.1016/j.pestbp.2005.09.001     Document Type: Article

References (32)

1. Bolweel G.P., Bozak K., and Zimmerlin A. Plant cytochrome P450. Phytochem. 37 (1994) 1491-1506
2. Schuler M.A. Plant cytochrome P450 monooxygenases. Crit. Rev. Plant Sci. 15 (1996) 235-284
3. Frear D.S., Swanson H.R., and Tanaka F.S. N-Demethylation of substituted 3-(phenyl)-1-methylureas: isolation and characterization of a microsomal mixed function oxidase from cotton. Phytochem. 8 (1969) 2157-2169
4. Fonne-Pfister R., Gaudin J., Kreuz J., Ramsteiner J., and Ebert E. Hydroxylation of primisulfuron by an inducible cytochrome P450-dependent monooxygenase system from maize. Pestic. Biochem. Physiol. 37 (1990) 165-173
5. Frear D.S., Swanson H.R., and Thalacker F.W. Induced microsomal oxidation of diclofop, triasulfuron, chlorsulfuron, and linuron in wheat. Pestic. Biochem. Physiol. 41 (1991) 274-287
6. Moreland D.E., Corbin F.T., and McFarland J.E. Oxidation of multiple substrates by corn shoot microsomes. Pestic. Biochem. Physiol. 47 (1993) 206-214
7. Thalacker F.W., Suanson H.R., and Frear D.S. Characterization, purification and reconstitution of an inducible cytochrome P450-dependent triasulfruon hydroxylase from wheat. Pestic. Biochem. Physiol. 49 (1994) 209-223
8. Persans M.W., and Schuler M.A. Differential induction of cytochrome P450-mediated triasulfuron metabolism by naphthalic anhydride and triasulfuron. Plant Physiol. 109 (1995) 1483-1490
9. McFadden J.J., Gronwald J.W., and Eberlein C.V. In vitro hydroxylation of bentazon by microsomes from naphthalic anhydride-treated corn shoots. Biochem. Biophys. Res. Commun. 168 (1990) 206-213
10. Yun M.S., Shim I.S., and Usui K. Involvement of cytochrome P-450 enzyme activity in the selectivity and safening action of pyrazosulfuron-ethyl. Pest Manag. Sci. 57 (2001) 283-288
11. Yamada T., Kambara Y., Imaishi H., and Ohkawa H. Molecular cloning of novel cytochrome P450 species induced by chemical treatments in cultured tobacco cells. Pestic. Biochem. Physiol. 68 (2000) 11-25
12. Robineau T., Batard Y., Nedelkina S., Cabello-Hurtado F., LeRet M., Sorokine O., Didierjean L., and Werck-Reichhart D. The chemically inducible plant cytochrome P450 CYP76B1 actively metabolizes phenylureas and other xenobiotics. Plant Physiol. 118 (1998) 1049-1056
13. Werck-Reichhart D., Hehn A., and Didierjean L. Cytochromes P450 for engineering herbicide tolerance. Trends Plant Sci. 5 (2000) 116-123
14. Pierrel M.A., Batard Y., Kazmaier M., Mignotte-Vieux C., Durst F., and Werck-Reichhart D. Catalytic properties of the plant cytochrome P450 CYP73 expressed in yeast substrate specificity of a cinnamate hydroxylase. Eur. J. Biochem. 224 (1994) 835-844
15. Slminszky B., Corbin F.T., Ward E.R., Fleischmann T.J., and Dewey R.E. Expression of a soybean cytochrome P450 monooxygenase cDNA in yeast and tobacco enhances the metabolism of phenylurea herbicides. Proc. Natl. Acad. Sci. USA 96 (1999) 1750-1755
16. Sheldon B.S., Corbin F.T., and Dewey R.E. A cytochrome P450 monooxygenase cDNA (CYP71A10) confers resistance to linuron in transgenic Nicotiana tabacum. Weed Sci. 48 (2000) 291-295
17. Batard Y., LetRet M., and Schalk M. Molecular cloning and functional expression in yeast of CYP76B1, a xenobiotic-inducible 7-ethoxycoumarin O-decthylase from Helianthus tuberosus. Plant J. 14 (1998) 111-120
18. Robineau T., Batard Y., Nedelkina S., Cabello-Hurtado F., LeRet M., Sorokine O., Didierjean L., and Werck-Reichhart D. The chemically inducible plant cytochrome P450 CYP76B1 actively metabolizes phenylurea and other xenobiotics. Plant Physiol. 118 (1998) 1049-1056
19. Didierjean L., Gondet L., Perkins R., Lau S.M., Schaller H., O'Keefe D.P., and Werck-Reichhart D. Engineering herbicide metabolism in tobacco and Arabidopsis with CYP76B1, a cytochrome P450 enzyme from Jerusalem artichoke. Plant Physiol. 130 (2002) 179-189
20. Persans M.W., Wang J., and Schuler M.A. Characterization of maize cytochrome P450 monooxygenases induced in response to safeners and bacterial pathogens. Plant Physiol. 125 (2001) 1126-1138
21. Xiang W.S., Wang X.J., and Ren T.R. Expression of a wheat cytochrome P450 monooxygenase in yeast and its inhibition by glyphosate. Pest Manag. Sci. 6 (2005) 402-406
22. Gietz D., Jean A., Woods R.A., and Schiestl R.H. Improved method for high efficiency transformation of intact yeast cells. Nucleic Acids Res. 20 (1992) 1425-1431
23. Pompon D., Louerat B., Bronine A., and Urban P. Yeast expression of animal and plant P450s in optimized redox environments. Methods Enzymol. 272 (1995) 51-64
24. Bradford M.M. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal. Biochem. 72 (1979) 248-252
25. Oeda K., Sakaki T., and Ohkawa H. Expression of rat NADPH-cytochrome P-450 reductase cDNA in Saccharomyces cerevisiae. DNA 4 (1986) 203-209
26. Wedlund P.J., and Wilkinson G.R. In vivo and in vitro measurement of CYP2C19 activity. Methods Enzymol. 272 (1996) 105-114
27. Batard Y., Hehn A., Nedelkina S., Schalk M., Pallett K., Schaller H., and Werck-Reichhart D. Increasing expression of P450 and P450-reductase proteins from monocots in heterologous systems. Arch. Biochem. Biophys. 329 (2000) 161-169
28. Nomura T., Ishihara A., Imaishi H., Endo T.R., Ohkawa H., and Iwamura H. Molecular characterization and chromosomal localization of cytochrome P450 genes involved in the biosynthesis of cyclic hydroxamic acids in hexaploid wheat. Mol. Genet. Genomics 267 (2002) 210-217
29. Frey M., Kliem R., Saedler H., and Gierl A. Expression of a cytochrome P450 gene family in maize. Mol. Gen. Genet. 246 (1995) 100-109
30. Frey M., Stettner C., Pare P.W., Grun S., Schmelz E.A., Tumlinson J.H., and Gierl A. An herbivore elicitor activates the gene for indole emission in maize. Proc. Natl. Acad. Sci. USA 97 (2000) 14801-14806
31. Sweetser P.B., and Schow G.S. Metabolism of chlorsulfuron by plants: Biological basis for selectivity of a new herbicide for cereals. Pestic. Biochem. Physiol. 17 (1982) 18-23
32. Frear D.S., Swanson H.R., and Mansager E.R. 1,8-Naphthalic anhydride/auxin protection against chlorsulfuron inhibition of corn seedling growth. Pesticide Science and Biotechnology (1987), Blackwell, Oxford 499-503