Inhibition of purified and membrane-bound flavin-containing monooxygenase 1 by (N,N-dimethylamino)stilbene carboxylates

Chemical Research in Toxicology

Volumn 9, Issue 3, 1996, Pages 599-604

  Clement, Bernd ^a   Weide, Matthias ^a   Ziegler, Daniel M ^b  

^a UNIVERSITY OF KIEL   (Germany)

^b UNIVERSITY OF TEXAS AT AUSTIN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CARBOXYLIC ACID DERIVATIVE; CYCLOHEXANONE; CYTOCHROME P450 REDUCTASE; QUERCETIN; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; STILBENE DERIVATIVE; THIAMAZOLE; UNSPECIFIC MONOOXYGENASE;

ANIMAL TISSUE; ARTICLE; ENZYME ACTIVE SITE; ENZYME INHIBITION; ENZYME SUBSTRATE COMPLEX; MICHAELIS CONSTANT; NONHUMAN; OXIDATION; PH; SWINE;

ANIMALS; BENZOATES; CELL MEMBRANE; ENZYME INHIBITORS; MALE; MICROSOMES, LIVER; OXYGEN CONSUMPTION; OXYGENASES; RATS; RATS, SPRAGUE-DAWLEY; STEREOISOMERISM; STILBENES; SUBSTRATE SPECIFICITY;

ANIMALIA; BACTERIA (MICROORGANISMS); SUS SCROFA;

EID: 0029914858     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx950145x     Document Type: Article

References (16)

1. Ziegler, D. M. (1993) Recent studies on the structure and function of multisubstrate flavin-containing monooxygenases. Annu. Rev. Pharmacol Toxicol. 33, 179-199.
2. Smyser, B. P., and Hodgson, E. (1985) Metabolism of phosphorous-containing compounds by pig liver microsomal FAD-containing monooxygenase Biochem. Pharmacol. 34, 1145-1150.
3. Chen, G.-P , and Ziegler, D. M. (1994) Liver microsome and flavin-containing monooxygenase catalyzed oxidation of organic selenium compounds. Arch. Biochem Biophys. 312, 566-572.
4. Poulsen, L. L., and Ziegler, D. M. (1995) Multisubstrate flavin-containing monooxygenases: Applications of mechanism to specificity. Chem.-Biol Interact. 96, 57-73.
5. Nagata, T., Williams, D. E., and Ziegler, D. M. (1990) Substrate specificities of liver and lung flavin-containing monooxygenase: Differences due to substrate size. Chem. Res. Toxicol. 3, 372-376.
6. Guo, W.-X. A., Poulsen, L. L., and Ziegler, D. M. (1992) Use of thiocarbamides as selective substrate probes for isoforms of flavin-containing monooxygenases. Biochem. Pharmacol. 44, 2029-2037
7. Taylor, K. L., and Ziegler, D. M. (1987) Studies on substrate specificity of the hog liver flavin-containing monooxygenase: Anionic organic sulfur compounds. Biochem. Pharmacol. 36, 141-146
8. Light, D. R., Waxman, D J., and Walsh, C. (1982) Studies on the chirality of sulfoxidation catalyzed by flavoenzyme cyclohexane monooxygenase and hog liver flavin adenine dinucleotide containing monooxygenase. Biochemistry 21, 2490-2498.
9. Chen, G.-P., Poulsen, L. L., and Ziegler, D. M. (1995) Oxidation of aldehydes catalyzed by pig liver flavin-containing monooxygenase (FMO1). Drug Metab. Dispos., in press.
10. Donoghue, N. A., Norris, D. B., and Trudgill, P. W. (1976) The purification and properties of cyclohexanone oxygenase from Nocardia globerula CLI and Acinetobacter NCIB 9871. Eur. J. Biochem. 63, 175-192.
11. Ziegler, D. M., and Kehrer, J. P. (1990) Oxygen radicals and drugs: in vitro measurements. Methods Enzymol. 186, 621-626.
12. Takahaschi, K., Okamoto, T., Yamada, K., and Iida, H. (1977) A convenient synthesis of substituted stilbenes by condensation of o- or p-tolunitrile with p-substituted benzaldehydes. Synthesis 1977, 58-59.
13. Friebolin, H. (1988) Ein- und zweidimensionale NMR-Spektroskopie (One- and Two-Dimensional NMR Spectroscopy), pp 122-123, VCH Verlagsgesellschaft mbH, Weinheim, Basel, Cambridge, and New York.
14. Friebolin, H. (1988) Ein- und zweidimensionale NMR-Spektroskopie (One- and Two-Dimensional NMR Spectroscopy), p 78, VCH Verlagsgesellschaft mbH, Weinheim, Basel, Cambridge, and New York.
15. Ryerson, C. C., Ballou, D. P., and Walsh, C. (1982) Mechanistic studies on cyclohexanone oxygenase. Biochemistry 21, 2644-2655.
16. Masters, B. B. S (1980) The role of NADPH-cytochrome c (P-450) reductase in detoxication. In Enzymic basis of detoxication (Jacoby, W. B., Ed.) Vol. 1, pp 183-200, Academic Press, New York.