95
Views
28
CrossRef citations to date
0
Altmetric
Original Article

Vitamin K, 2,3-Epoxide And Quinone Reduction: Mechanism And Inhibition

&
Pages 401-415 | Received 06 Dec 1989, Published online: 07 Jul 2009

References

  • Suttie J. W. Vitamin K-Dependent Carboxylase. Ann. Rev. Biochem. 1985; 54: 459–477
  • Zimmerman A., Marschiner J. T. Biochemical Basis of Hereditary Resistance to Warfarin in the Rat. Biochem. Pharmacol. 1974; 23: 1033–1040
  • Van Haarlem L. J.M., Soute B. A.M., Vermeer C. Vitamin K-Dependent Carboxylase: Possible Role for Thioredoxin in the Reduction of Vitamin K Metabolites in Liver. FEBS Lett. 1987; 222: 353–357
  • Silverman R. B., Nandi D. L. Reduced Thioredoxin: A Possible Physiological Cofactor for Vitamin K Epoxide Rerductase. Further Support for an Active Site Disulfide. Biochem. Biciphys. Res. Commun. 1988; 155: 1248–1254
  • Fasco M. J., Principe L. M. Vitamin K Hydroquinone Formation Catalyzed by a Microsomal Reductase System. Biochem. Biophys Res Commun. 1980; 97: 1487–1492
  • Sherman P. A., Sander E. G. Vitamin K Epoxide Reductase: Evidence that Vitamin K Dihydro-quinone is a Product of Vitamin K Epoxide Reduction. Biochem. Biophys. Res. Comniun. 1981; 103: 997–1005
  • Whitlon D. S., Sadowski J. A., Suttie J. W. Mechanism of Coumarin Action: Significance of Vitamin K Epoxide Reductase Inhibition. Biochemistry 1978; 17: 1371–1377
  • Ernster L. DT-Diaphorase. Methods in Enzymol. 1967; 10: 309–317
  • Maerki F., Martius C. Vitamin K Reductase from Beef and Rat Liver. Biochem. Z. 1961; 334: 239–303
  • Wallin R., Gebhardt O., Prydz H. NAD(P)H Dehydrogenase and its Role in the Vitamin K (2-methyl-3-phytyl-1,4-naphthoquinone)-Dependent Carboxylation Reaction. Biochem. J. 1978; 169: 95–101
  • Martius C., Ganser R., Viviani A. The Enzymatic Reduction of K-Vitamins Incorporated in the Membrane of Liposomes. FEBS Lett. 1975; 59: 13–14
  • Fasco M. J., Principe L. M. Vitamin K1 Hydroquinone Formation Catalyzed by DT-Diaphorase. Biochem. Eiophys. Res. Commun. 1982; 104: 187–192
  • Fasco M. J., Principe L. M. R, Warfarin S. Inhibition of Vitamin K and Vitamin K-2,3-epoxide Reductase Activities in the Rat. J. Biol. Chem. 1982; 257: 4894–4901
  • Wallin R., Martin L. F. Warfarin Poisoning and Vitamin K Antagonism in Rat and Human Liver: Design of a System in vitro that Mimics the Situation in vivo. Biochem. J. 1987; 241: 389–396
  • Price P. A., Kaneda Y. Vitamin K Counteracts the Effect of Warfarin in Liver, But Not in Bone. Thrombosis Res 1987; 46: 121–131
  • Brunmark A., Cadenas E., Lind C., Segura-Aguilar J., Ernster L. DT-Diaphorase-Catalyzed Two-Electron Reduction of Quinone Epoxides. Free Rad. Biol. Med. 1987; 3: 181–188
  • Hildebrandt E., Preusch P. C., Patterson J. L., Suttie J. W. Solubilization and Characterization of Vitamin K Epoxide Reductase from Normal and Warfarin Resistant Rat Liver Microsomes. Arch. Biochem. Biophys. 1984; 228: 480–492
  • Hojeberg B., Blomberg K., Stenberg S., Lind C. Biospecific Adsorption of Hepatic DT-Diaphorase on Immobilized Dicoumarol. I. Purification of Cytosolic Diaphorase from Control and 3-Methylcholanthrene-Treated Rats. Arch. Biochem. Biophys. 1981; 207: 205–216
  • Bell R. G. Vitamin K Activity and Metabolism of Vitamin K-l Epoxide-1,4-Diol. J. Nutrition 1982; 112: 287–292
  • Silverman R. B. Chemical Model Studies for the Mechanism of Vitamin K Epoxide Reductase. J. Amer. Chem. Soc. 1981; 103: 5939–5941
  • Silverman R. B. Mechanism of Isomerization of a beta-Keto Sulfide. J. Org. Chem. 1981; 46: 4789–4791
  • Preusch P. C., Suttie J. W. A Chemical Model for the Mechanism of Vitamin K Epoxide Reductase. J. Org. Chem. 1983; 48: 3301–3305
  • Fasco M. J., Preusch P. C., Hildebrandt E., Suttie J. W. Formation of Hydroxy Vitamin K by Vitamin K Epoxide Reductase of Warfarin-Resistant Rats. J. Biol. Chem., 258: 4372–4380
  • Hollander P. M., Ernster L. Studies on the Reaction Mechanism of DT-Diaphorase. Action of Dead-End Inhibitors and Effects of Phospholipids. Arch. Biochem. Biophys. 1975; 169: 560–567
  • Lind C., Hochstein P., Ernster L. DT-Diaphorase as a Quinone Reductase: A Cellular Control Device Against Semiquinone and Superoxide Radical Formation. Arch. Biochem. Biophys. 1982; 216: 178–185
  • Preusch P. C., Suttie J. W. Relationship of Dithiothreitol-Dependent Microsomal Vitamin K Quinone and Vitamin K Epoxide Reductase: Inhibition of Epoxide Reduction by Vitamin K Quinone. Biochim. Biophys. Acta 1984; 798: 141–143
  • Preusch P. C., Brummet S. R. Steady State Kinetics of Microsomal Vitamin K Epoxide Reduction. Current Advances in Vitamin K Research, J. W. Suttie. Elsevier Science. 1988; 75–82
  • Lee J. J., Fasco M. J. Metabolism of Vitamin K and Vitamin K 2,3-Epoxide via Interaction with a Common Disulfide. Biochemistry 1984; 23: 2245–2252
  • Fasco M. J., Hildebrandt E. F., Suttie J. W. Evidence that Warfarin Anticoagulant Action Involves Two Distinct Reductase Activities. J. Biol. Chem. 1982; 257: 11210–11212
  • Preusch P. C., Suttie J. W. Lapachol Inhibition of Vitamin K Epoxide and Vitamin K Quinone Reductase. Arch. Biochem. Biophys. 1984; 234: 405–412
  • Preusch P. C., Hazelett S. E., Lemasters K. K. Sulfaquinoxaline Inhibition of Vitamin K Epoxide and Quinone Reductase. Arch. Biochem. Biophys. 1989; 269: 18–24
  • Hildebrandt E. F., Suttie J. W. Mechanism of Coumarin Action: Sensitivity of Vitamin K Metabolizing Enzymes of Normal and Warfarin-Resistant Rat Liver. Biochemistry 1982; 21: 2406–2411
  • Fasco M. J., Principe L. M., Walsh W. A., Friedman P. A. Warfarin Inhibition of Vitamin K 2.3-Epoxide Reductase in Rat Liver Microsomes. Biochemistry 1983; 22: 5655–5660
  • Suttie J. W., Preusch P. C. Studies of the Vitamin K-Dependent Carboxylase and Vitamin K Epoxide Reductase in Rat Liver. Haemostasis 1986; 16: 193–215
  • Preusch P. C. Lapachol Inhibition of DT-Diaphorase (NAD(P)H:Quinone Dehydrogenase). Biochem. Biophys. Res. Commun. 1986; 137: 781–787
  • Preusch P. C., Suttie J. W. Mechanism of Ticrynafen Potentiation of Coumarin Anticoagulant Action. Biochem. Pharmacol. 1983; 32: 2393–2398
  • Hildebrandt E., Suttie J. W. Indirect Inhibition of Vitamin K Epoxide Reduction by Salicylate. J. Pharm. Pharmacol. 1984; 36: 586–591
  • Goswami A., Leonard J. L., Rosenberg I. N. Inhibition by Coumarin Anticoagulants of Enzymatic Outer Ring Monodeiodination of Iodothyronines. Biochem. Biophys. Res. Commun. 1982; 104: 1231–1238

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.