Skip to main content

Dimethylaniline monooxygenase (N-oxide-forming)

  • Chapter
Class 1 Oxidoreductases XI

Part of the book series: Springer Handbook of Enzymes ((HDBKENZYMES,volume 26))

  • 70 Accesses

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 169.00
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 219.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD 219.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. Ziegler, D.M.; Pettit, F.H.: Microsomal oxidases. I. The isolation and dialkylarylamine oxygenase activity of pork liver microsomes. Biochemistry, 5, 2932–2938 (1966)

    Article  PubMed  CAS  Google Scholar 

  2. Poulsen, L.L.; Sofer, S.S.; Ziegler, D.M.: Properties and applications of an immobilized mixed-function hepatic drug oxidase. Methods Enzymol., 44, 849–856 (1976)

    PubMed  CAS  Google Scholar 

  3. Ziegler, D.M.; Poulsen, L.L.: Hepatic microsomal mixed-function amine oxidase. Methods Enzymol., 52, 142–151 (1978)

    Article  PubMed  CAS  Google Scholar 

  4. Poulsen, L.L.; Ziegler, D.M.: The liver microsomal FAD-containing monooxygenase. Spectral characterization and kinetic studies. J. Biol. Chem., 254, 6449–6455 (1979)

    PubMed  CAS  Google Scholar 

  5. Tynes, R.E.; Sabourin, RJ.; Hodgson, E.: Identification of distinct hepatic and pulmonary forms of microsomal flavin-containing monooxygenase in the mouse and rabbit. Biochem. Biophys. Res. Commun., 126, 1069–1075 (1985)

    Article  PubMed  CAS  Google Scholar 

  6. Prough, R.A.; Freeman, P.C.; Hines, R.N.: The oxidation of hydrazine derivatives catalyzed by the purified liver microsomal FAD-containing monooxygenase. J. Biol. Chem., 256, 4178–4184 (1981)

    PubMed  CAS  Google Scholar 

  7. Beaty, N.B.; Ballou, D.P.: The reductive half-reaction of liver microsomal FAD-containing monooxygenase. J. Biol. Chem., 256, 4611–4618 (1981)

    PubMed  CAS  Google Scholar 

  8. Beaty, N.B.; Ballou, D.P.: The oxidative half-reaction of liver microsomal FAD-containing monooxygenase. J. Biol. Chem., 256, 4619–4625 (1981)

    PubMed  CAS  Google Scholar 

  9. Guan, S.; Falick, A.M.; Williams, D.E.; Cashman, J.R.: Evidence for complex formation between rabbit lung flavin-containing monooxygenase and calreticulin. Biochemistry, 30, 9892–9900 (1991)

    Article  PubMed  CAS  Google Scholar 

  10. Gasser, R.; Tynes, R.E.; Lawton, M.P.; Korsmeyer, K. K.; Ziegler, D.M.; Philpot, R.M.: The flavin-containing monooxygenase expressed in pig liver: primary sequence, distribution, and evidence for a single gene. Biochemistry, 29, 119–124 (1990)

    Article  PubMed  CAS  Google Scholar 

  11. Lawton, M.P.; Gasser, R.; Tynes, R.E.; Hodgson, E.; Philpot, R.M.: The flavin-containing monooxygenase enzymes expressed in rabbit liver and lung are products of related but distinctly different genes. J. Biol. Chem., 265, 5855–5861 (1990)

    PubMed  CAS  Google Scholar 

  12. Yamada, H.; Yuno, K.; Oguri, K.; Yoshimura, H.: Multiplicity of liver microsomal flavin-containing monooxygenase in the guinea pig: its purification and characterization. Arch. Biochem. Biophys., 280, 305–312 (1990)

    Article  PubMed  CAS  Google Scholar 

  13. Tynes, R.E.; Hodgson, E.: Catalytic activity and substrate specificity of the flavin-containing monooxygenase in microsomal systems: characterization of the hepatic, pulmonary and renal enzymes of the mouse, rabbit, and rat. Arch. Biochem. Biophys., 240, 77–93 (1985)

    Article  PubMed  CAS  Google Scholar 

  14. Poulsen, L.L.; Hyslop, R.M.; Ziegler, D.M.: S-Oxygenation of N-substituted thioureas catalyzed by the pig liver microsomal FAD-containing monooxygenase. Arch. Biochem. Biophys., 198, 78–88 (1979)

    Article  PubMed  CAS  Google Scholar 

  15. Paterson, J.R.; Hood, H.T.; Skellern, G.G.: The role of porcine thyroid peroxidase and FAD-containing monooxygenase in the metabolism of 1-methyl-2-thioimidazole (methimazole). Biochem. Biophys. Res. Commun., 116, 449–455 (1983)

    Article  PubMed  CAS  Google Scholar 

  16. Wu, R.E; Ichikawa, Y.: An essential lysyl residue (Lys208) in the substratebinding site of porcine FAD-containing monooxygenase. Eur. J. Biochem., 229, 749–753 (1995)

    Article  PubMed  CAS  Google Scholar 

  17. Schlenk, D.; Li-Schlenk, R.: Characterization of liver flavin-containing monooxygenase of the dogfish shark (Squalus acanthias) and partial purification of liver flavin-containing monooxygenase of the silky shark (Carcharhinus falciformis). Comp. Biochem. Physiol. B, 109, 655–664 (1994)

    Article  PubMed  CAS  Google Scholar 

  18. Cashman, J.R.; Xiong, Y.; Lin, J.; Verhagen, H.; van Poppel, G.; van Bladeren, P.J.; Larsen-Su, S.; Williams, D.: In vitro and in vivo inhibition of human flavin-containing monooxygenase form 3 (FMO3) in the presence of dietary indoles. Biochem. Pharmacol., 58, 1047–1055 (1999)

    Article  PubMed  CAS  Google Scholar 

  19. Kawaji, A.; Miki, T.; Takabatake, E.: Partial purification and substrate specificity of flavin-containing monooxygenase from rat brain microsomes. Biol. Pharm. Bull., 18, 1657–1659 (1995)

    PubMed  CAS  Google Scholar 

  20. Overby, L.H.; Buckpitt, A.R.; Lawton, M.P.; Atta-Asafo-Adjei, E.; Schulze, J.; Philpot, R.M.: Characterization of flavin-containing monooxygenase 5 (FMO5) cloned from human and guinea pig: evidence that the unique catalytic properties of FMO5 are not confined to the rabbit ortholog. Arch. Biochem. Biophys., 317, 275–284 (1995)

    Article  PubMed  CAS  Google Scholar 

  21. Wu, R.F.; Ichikawa, Y.: Characteristic properties and kinetic analysis with neurotoxins of porcine FAD-containing monooxygenase. Biochim. Biophys. Acta, 1208, 204–210 (1994)

    PubMed  Google Scholar 

  22. Sadeque, A.J.M.; Thummel, K.E.; Rettie, A.E.: Purification of macacque liver flavin-containing monooxygenase: A form of the enzyme related immunochemically to an isoenzyme expressed selectively in adult human liver. Biochim. Biophys. Acta, 1162, 127–134 (1993)

    PubMed  CAS  Google Scholar 

  23. Clement, B.; Weide, M.; Ziegler, D.M.: Inhibition of purified and membrane-bound flavin-containing monooxygenase 1 by (N,N-dimethylamino)stilbene carboxylates. Chem. Res. Toxicol., 9, 599–604. (1996)

    Article  PubMed  CAS  Google Scholar 

  24. Dolphin, C.T.; Janmohamed, A.; Smith, R.L.; Shephard, E.A.; Phillips, I.R.: Compound heterozygosity for missense mutations in the flavin-containing monooxygenase 3 (FMO3) gene in patients with fish-odour syndrome. Pharmacogenetics, 10, 799–807 (2000)

    Article  PubMed  CAS  Google Scholar 

  25. Peters, L.D.; Livingstone, D.R.; Shenin-Johnson, S.; Hines, R.N.; Schlenk, D.: Characterization of hepatic flavin monooxygenase from the marine teleost turbot (Scophthalmus maximus L.). Xenobiotica, 25, 121–131. (1995)

    Article  PubMed  CAS  Google Scholar 

  26. Adali, O.; Carver, G.C.; Philpot, R.M.: The effect of arginine-428 mutation on modulation of activity of human liver flavin monooxygenase 3 (FMO3) by imipramine and chlorpromazine. Exp. Toxicol. Pathol., 51, 271–276 (1999)

    PubMed  CAS  Google Scholar 

  27. Cashman, J.R.: Human flavin-containing monooxygenase: substrate specificity and role in drug metabolism. Curr. Drug Metab., 1, 181–191 (2000)

    Article  PubMed  CAS  Google Scholar 

  28. Overby, L.H.; Carver, G.C.; Philpot, R.M.: Quantitation and kinetic properties of hepatic microsomal and recombinant flavin-containing monooxygenases 3 and 5 from humans. Chem. Biol. Interact., 106, 29–45 (1997)

    Article  PubMed  CAS  Google Scholar 

  29. Lattard, V.; Buronfosse, T.; Lachuer, J.; Longin-Sauvageon, C.; Moulin, C.; Benoit, E.: Cloning, sequencing, tissue distribution, and heterologous expression of rat flavin-containing monooxygenase 3. Arch. Biochem. Biophys., 391, 30–40 (2001)

    Article  PubMed  CAS  Google Scholar 

Download references

Rights and permissions

Reprints and permissions

Copyright information

© 2006 Springer-Verlag Berlin Heidelberg

About this chapter

Cite this chapter

(2006). Dimethylaniline monooxygenase (N-oxide-forming). In: Class 1 Oxidoreductases XI. Springer Handbook of Enzymes, vol 26. Springer, Berlin, Heidelberg. https://doi.org/10.1007/3-540-37708-5_47

Download citation

Publish with us

Policies and ethics