Inhibition of 4-hydroxyphenylpyruvate dioxygenase by sethoxydim, a potent inhibitor of acetyl-coenzyme a carboxylase

Bioorganic and Medicinal Chemistry Letters

Volumn 9, Issue 4, 1999, Pages 551-554

  Lin, Shean woei ^a   Yang, Ding yah ^a  

^a TUNGHAI UNIVERSITY   (Taiwan)

Author keywords

[No Author keywords available]

Indexed keywords

4 HYDROXYPHENYLPYRUVATE DIOXYGENASE; ACETYL COENZYME A CARBOXYLASE; CYCLOHEXANE DERIVATIVE; ENZYME INHIBITOR; HERBICIDE; PLASTOQUINONE; TOCOPHEROL;

ARTICLE; BIOSYNTHESIS; ENZYME ACTIVE SITE; ENZYME ACTIVITY; ENZYME INHIBITION; ENZYME INHIBITOR INTERACTION; ENZYME MECHANISM; NONHUMAN; PLANT;

4-HYDROXYPHENYLPYRUVATE DIOXYGENASE; ACETYL-COA CARBOXYLASE; ANIMALS; CYCLOHEXANONES; ENZYME INHIBITORS; HERBICIDES; LIVER; SWINE;

EID: 0033593968     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(99)00036-0     Document Type: Article

References (21)

1. 1. (a). Scheparts, B.; Gurin, S. J. Biol. Chem. 1949, 180, 663. (b). Vitol, M. J.; Vilks, S. R.; Zabarovska, I. M.; Maurinia, K. A. Kokl. Akad. Nauk SSSR 1970, 192, 908.
2. 1. (a). Scheparts, B.; Gurin, S. J. Biol. Chem. 1949, 180, 663. (b). Vitol, M. J.; Vilks, S. R.; Zabarovska, I. M.; Maurinia, K. A. Kokl. Akad. Nauk SSSR 1970, 192, 908.
3. 2. Goodwin, T. W.; Mercer, E. I. In Introduction to Plant Biochemistry, 2nd Ed., Pergamon: Oxford, 1983; p458.
4. 3. Bender, D. A. In Amino Acid Metabolism; 2nd Ed, John Wiley & Sons: London, 1985; p212.
5. 4. (a). Sada, G. H.; Fellman, J. H.; Fujita, T. S.; Roth, E. S. J. Biol. Chem. 1975, 250, 6720. (b). Nakai, C.; Nozaki, M.; Hayaishi, O. Biochem. Biophys. Res. Commun. 1975, 67, 590. (c). Lindstedt, S.; Odelhog, B.; Rundgren, M. Biochemistry 1977, 16, 3369.
6. 4. (a). Sada, G. H.; Fellman, J. H.; Fujita, T. S.; Roth, E. S. J. Biol. Chem. 1975, 250, 6720. (b). Nakai, C.; Nozaki, M.; Hayaishi, O. Biochem. Biophys. Res. Commun. 1975, 67, 590. (c). Lindstedt, S.; Odelhog, B.; Rundgren, M. Biochemistry 1977, 16, 3369.
7. 4. (a). Sada, G. H.; Fellman, J. H.; Fujita, T. S.; Roth, E. S. J. Biol. Chem. 1975, 250, 6720. (b). Nakai, C.; Nozaki, M.; Hayaishi, O. Biochem. Biophys. Res. Commun. 1975, 67, 590. (c). Lindstedt, S.; Odelhog, B.; Rundgren, M. Biochemistry 1977, 16, 3369.
8. 5. Ellis, M. K.; Whitfield, A. C.; Gowans, L. A.; Auton, T. R.; Provan, W. M.; Lock, E. A.; Smith, L. L. Toxicol. Appl. Pharmacol. 1995, 133, 12.
9. 6. Schulz, A.; Ort, O.; Beyer, P.; Kleinig, H. FEBS Lett. 1993, 318, 162.
10. 7. For recent reviews on the inhibition of ACCase by cyclohexanedione derivatives: (a). Harwood, J. L. Trends Biochem. Sci. 1988, 13, 330-331. (b). Knowles, J. R. Ann. Rev. Biochem. 1989, 58, 195-221. (c). Gronwald, J. W. Biochem. Soc. Trans. 1994, 22, 616-621. (d). Herbert, D.; Walker, K. A.; Price, L. J.; Cole, D. J.; Pallett, K. E.; Ridley, S. M.; Harwood, J. L. Pestic. Sci. 1997, 50, 67-71.
11. 7. For recent reviews on the inhibition of ACCase by cyclohexanedione derivatives: (a). Harwood, J. L. Trends Biochem. Sci. 1988, 13, 330-331. (b). Knowles, J. R. Ann. Rev. Biochem. 1989, 58, 195-221. (c). Gronwald, J. W. Biochem. Soc. Trans. 1994, 22, 616-621. (d). Herbert, D.; Walker, K. A.; Price, L. J.; Cole, D. J.; Pallett, K. E.; Ridley, S. M.; Harwood, J. L. Pestic. Sci. 1997, 50, 67-71.
12. 7. For recent reviews on the inhibition of ACCase by cyclohexanedione derivatives: (a). Harwood, J. L. Trends Biochem. Sci. 1988, 13, 330-331. (b). Knowles, J. R. Ann. Rev. Biochem. 1989, 58, 195-221. (c). Gronwald, J. W. Biochem. Soc. Trans. 1994, 22, 616-621. (d). Herbert, D.; Walker, K. A.; Price, L. J.; Cole, D. J.; Pallett, K. E.; Ridley, S. M.; Harwood, J. L. Pestic. Sci. 1997, 50, 67-71.
13. 7. For recent reviews on the inhibition of ACCase by cyclohexanedione derivatives: (a). Harwood, J. L. Trends Biochem. Sci. 1988, 13, 330-331. (b). Knowles, J. R. Ann. Rev. Biochem. 1989, 58, 195-221. (c). Gronwald, J. W. Biochem. Soc. Trans. 1994, 22, 616-621. (d). Herbert, D.; Walker, K. A.; Price, L. J.; Cole, D. J.; Pallett, K. E.; Ridley, S. M.; Harwood, J. L. Pestic. Sci. 1997, 50, 67-71.
14. 8. (a). Burton, J. D.; Gronwald, J. W.; Somers, D. A.; Gengenbach, B. G.; Wyse, D. L.; Connelly, J. A. Biochem. Biophys. Res. Commun. 1987, 148, 1039. (b). Focke. M.; Lichtenthaler, H. K. Z. Naturforsch. 1987, 42c, 1361. (c). Rendina, A. R.; Felts, J. M. Plant Physiol. 1988, 86, 983.
15. 8. (a). Burton, J. D.; Gronwald, J. W.; Somers, D. A.; Gengenbach, B. G.; Wyse, D. L.; Connelly, J. A. Biochem. Biophys. Res. Commun. 1987, 148, 1039. (b). Focke. M.; Lichtenthaler, H. K. Z. Naturforsch. 1987, 42c, 1361. (c). Rendina, A. R.; Felts, J. M. Plant Physiol. 1988, 86, 983.
16. 8. (a). Burton, J. D.; Gronwald, J. W.; Somers, D. A.; Gengenbach, B. G.; Wyse, D. L.; Connelly, J. A. Biochem. Biophys. Res. Commun. 1987, 148, 1039. (b). Focke. M.; Lichtenthaler, H. K. Z. Naturforsch. 1987, 42c, 1361. (c). Rendina, A. R.; Felts, J. M. Plant Physiol. 1988, 86, 983.
17. 9. (a). Burton, J. D.; Gronwald, J. W.; Keith, R. A.; Somers, D. A.; Gengenbach, B. G.; Wyse, D. L. Pest. Biochem. Physiol. 1991, 39, 100. (b). Rendina, A. R.; Craig-Kennard, A. C.; Breen, M. K. J. Agric. Food Chem. 1990, 38, 1282.
18. 9. (a). Burton, J. D.; Gronwald, J. W.; Keith, R. A.; Somers, D. A.; Gengenbach, B. G.; Wyse, D. L. Pest. Biochem. Physiol. 1991, 39, 100. (b). Rendina, A. R.; Craig-Kennard, A. C.; Breen, M. K. J. Agric. Food Chem. 1990, 38, 1282.
19. 10. Buckthal, D. J.; Roche, P. A.; Moorehead, T. J.; Forbes, B. J. R.; Hamilton, G. A. Methods in Enzymol. 1987, 142, 132.
20. 11. Sethoxydim is a gift from Nippon Soda Co., Tokyo, Japan.
21. 12. Lindstedt, S.; Rundgren, M. Biochim. Biophys. Acta 1982, 704, 66.