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Chemical Compound Review

AC1NSSVG     3-methyl-2-[(E,11S)- 3,7,11,15...

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Disease relevance of VITAMIN K1


Psychiatry related information on VITAMIN K1

  • This report should increase the awareness of pathologists and clinicians when examining a patient with a history of drug abuse who exhibits persistent vitamin K1-dependent coagulopathy [6].
  • The 100-mg dose of vitamin K1 shortened the therapeutic response time to 12 hours and the PT reversal time to 24 hours.(ABSTRACT TRUNCATED AT 250 WORDS)[7]

High impact information on VITAMIN K1


Chemical compound and disease context of VITAMIN K1


Biological context of VITAMIN K1

  • The precise regulation of vitamin K1-dependent regulatory pathways would appear to be critical for orderly embryogenesis [9].
  • These patients, who presented with bleeding disorders due to deficiency of the vitamin K-dependent blood clotting proteins, were refractory to vitamin K1 at standard doses and required fresh frozen plasma to control bleeding until large doses of vitamin K1 were used [17].
  • Antibody-combining sites can be mimicked synthetically. Surface-simulation synthesis of the immunoglobulin new combining site to the gamma-hydroxyl derivative of vitamin K1 [18].
  • Experiments with the substrate vitamin K1 hydroquinone also displayed non-Michaelis-Menten kinetics, as maximal activity was reached prematurely in relation to behavior at lower concentrations [19].
  • Disulfide-dependent Protein Folding Is Linked to Operation of the Vitamin K Cycle in the Endoplasmic Reticulum: A PROTEIN DISULFIDE ISOMERASE-VKORC1 REDOX ENZYME COMPLEX APPEARS TO BE RESPONSIBLE FOR VITAMIN K1 2,3-EPOXIDE REDUCTION [20].

Anatomical context of VITAMIN K1


Associations of VITAMIN K1 with other chemical compounds


Gene context of VITAMIN K1

  • Expression of LRP1 by human osteoblasts: a mechanism for the delivery of lipoproteins and vitamin K1 to bone [22].
  • CONCLUSION: Human osteoblasts express receptors of the LDLR family with a capacity for vitamin K1 uptake through CR endocytosis, a novel mechanism for the delivery of dietary lipids and lipophilic vitamins to human bone [22].
  • These individuals had normal vitamin-K dependent coagulation factor activities and undetectable serum PIVKAII and vitamin K1 2,3 epoxide suggesting that their basal vitamin K epoxide reductase activity was not adversely affected by the VKORC1 Val66Met substitution [31].
  • Supplemental vitamin K1 will ensure adequate supplies for hepatic saturation and thus the production of clotting factors II, VII, IX, and X, plus the anticoagulants protein C, protein S, and protein Z. But this is not the entire story [32].
  • A positive correlation exists between plasma vitamin K1 and BGP for patient group A alone, but not for group B alone [33].

Analytical, diagnostic and therapeutic context of VITAMIN K1

  • RESULTS: In 68 of 71 patients (96%), oral vitamin K1 lowered the INR from between 5.0 and 10.0 to less than 5.0 without inducing resistance to further anticoagulation [26].
  • Vitamin K1-enriched CR (CR-K1) were generated in vivo after oral vitamin administration and vitamin K1 uptake by osteoblasts was measured by HPLC [22].
  • A specific and sensitive method based on high-performance liquid chromatography to measure vitamin K1 in rat liver is described [34].
  • A partially purified, 200S submicrosomal fraction exhibiting thiol-dependent vitamin K1 (vitamin K) and epoxide reductase activities has been isolated by partial solubilization of rat hepatic microsomes with sodium cholate and separation by centrifugation at 105 000 g into a discontinuous sucrose gradient [35].
  • In a randomized placebo-controlled intervention study, 181 postmenopausal women were given either a placebo or a supplement containing minerals and vitamin D (MD-group), or the same supplement with vitamin K1 (MDK-group) [36].


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  2. Vitamin K-dependent synthesis and modification of precursor prothrombin in cultured H-35 hepatoma cells. Munns, T.W., Johnston, M.F., Liszewski, M.K., Olson, R.E. Proc. Natl. Acad. Sci. U.S.A. (1976) [Pubmed]
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  5. Effects of a hydrogenated form of vitamin K on bone formation and resorption. Booth, S.L., Lichtenstein, A.H., O'Brien-Morse, M., McKeown, N.M., Wood, R.J., Saltzman, E., Gundberg, C.M. Am. J. Clin. Nutr. (2001) [Pubmed]
  6. Brodifacoum intoxication with marijuana smoking. La Rosa, F.G., Clarke, S.H., Lefkowitz, J.B. Arch. Pathol. Lab. Med. (1997) [Pubmed]
  7. Antidotal effect of vitamin K1 against warfarin-induced anticoagulation in horses. Byars, T.D., Greene, C.E., Kemp, D.T. Am. J. Vet. Res. (1986) [Pubmed]
  8. Electron transfer across membranes using vitamin K1 and coenzyme Q10 as carrier molecules. Anderson, S.S., Lyle, I.G., Paterson, R. Nature (1976) [Pubmed]
  9. A novel role for vitamin K1 in a tyrosine phosphorylation cascade during chick embryogenesis. Saxena, S.P., Fan, T., Li, M., Israels, E.D., Israels, L.G. J. Clin. Invest. (1997) [Pubmed]
  10. Dietary induced subclinical vitamin K deficiency in normal human subjects. Ferland, G., Sadowski, J.A., O'Brien, M.E. J. Clin. Invest. (1993) [Pubmed]
  11. Vitamin K-dependent carboxylation and vitamin K metabolism in liver. Effects of warfarin. Wallin, R., Martin, L.F. J. Clin. Invest. (1985) [Pubmed]
  12. The binding sites of quinones in photosynthetic bacterial reaction centers investigated by light-induced FTIR difference spectroscopy: assignment of the QA vibrations in Rhodobacter sphaeroides using 18O- or 13C-labeled ubiquinone and vitamin K1. Breton, J., Burie, J.R., Berthomieu, C., Berger, G., Nabedryk, E. Biochemistry (1994) [Pubmed]
  13. Formation of 3-hydroxy-2,3-dihydrovitamin K1 in vivo: relationship to vitamin K epoxide reductase and warfarin resistance. Preusch, P.C., Suttie, J.W. J. Nutr. (1984) [Pubmed]
  14. Testolactone, sulindac, warfarin, and vitamin K1 for unresectable desmoid tumors. Waddell, W.R., Kirsch, W.M. Am. J. Surg. (1991) [Pubmed]
  15. Mechanism of cephalosporin-induced hypoprothrombinemia: relation to cephalosporin side chain, vitamin K metabolism, and vitamin K status. Shearer, M.J., Bechtold, H., Andrassy, K., Koderisch, J., McCarthy, P.T., Trenk, D., Jähnchen, E., Ritz, E. Journal of clinical pharmacology. (1988) [Pubmed]
  16. Factor VII in liver cirrhosis. Orlando, M., Casalbore, P., Camagna, A., Lauro, R., Tardella, L., Hassan, H.J. Haemostasis (1982) [Pubmed]
  17. Surreptitious ingestion of a long-acting vitamin K antagonist/rodenticide, brodifacoum: clinical and metabolic studies of three cases. Weitzel, J.N., Sadowski, J.A., Furie, B.C., Moroose, R., Kim, H., Mount, M.E., Murphy, M.J., Furie, B. Blood (1990) [Pubmed]
  18. Antibody-combining sites can be mimicked synthetically. Surface-simulation synthesis of the immunoglobulin new combining site to the gamma-hydroxyl derivative of vitamin K1. Twining, S.S., Atassi, M.Z. J. Biol. Chem. (1978) [Pubmed]
  19. Characterization of the purified vitamin K-dependent gamma-glutamyl carboxylase. Morris, D.P., Soute, B.A., Vermeer, C., Stafford, D.W. J. Biol. Chem. (1993) [Pubmed]
  20. Disulfide-dependent Protein Folding Is Linked to Operation of the Vitamin K Cycle in the Endoplasmic Reticulum: A PROTEIN DISULFIDE ISOMERASE-VKORC1 REDOX ENZYME COMPLEX APPEARS TO BE RESPONSIBLE FOR VITAMIN K1 2,3-EPOXIDE REDUCTION. Wajih, N., Hutson, S.M., Wallin, R. J. Biol. Chem. (2007) [Pubmed]
  21. The uptake of lipoprotein-borne phylloquinone (vitamin K1) by osteoblasts and osteoblast-like cells: role of heparan sulfate proteoglycans and apolipoprotein E. Newman, P., Bonello, F., Wierzbicki, A.S., Lumb, P., Savidge, G.F., Shearer, M.J. J. Bone Miner. Res. (2002) [Pubmed]
  22. Expression of LRP1 by human osteoblasts: a mechanism for the delivery of lipoproteins and vitamin K1 to bone. Niemeier, A., Kassem, M., Toedter, K., Wendt, D., Ruether, W., Beisiegel, U., Heeren, J. J. Bone Miner. Res. (2005) [Pubmed]
  23. Substituted vitamin K epoxide analogues. New competitive inhibitors and substrates of vitamin K1 epoxide reductase. Ryall, R.P., Nandi, D.L., Silverman, R.B. J. Med. Chem. (1990) [Pubmed]
  24. Placental transfer of vitamin K1 and its implications in fetal hemostasis. Mandelbrot, L., Guillaumont, M., Leclercq, M., Lefrère, J.J., Gozin, D., Daffos, F., Forestier, F. Thromb. Haemost. (1988) [Pubmed]
  25. Maternal administration of vitamin K does not improve the coagulation profile of preterm infants. Kazzi, N.J., Ilagan, N.B., Liang, K.C., Kazzi, G.M., Poland, R.L., Grietsell, L.A., Fujii, Y., Brans, Y.W. Pediatrics (1989) [Pubmed]
  26. Correction of excessive anticoagulation with low-dose oral vitamin K1. Weibert, R.T., Le, D.T., Kayser, S.R., Rapaport, S.I. Ann. Intern. Med. (1997) [Pubmed]
  27. Deficiency in Phylloquinone (Vitamin K1) Methylation Affects Prenyl Quinone Distribution, Photosystem I Abundance, and Anthocyanin Accumulation in the Arabidopsis AtmenG Mutant. Lohmann, A., Sch??ttler, M.A., Br??h??lin, C., Kessler, F., Bock, R., Cahoon, E.B., D??rmann, P. J. Biol. Chem. (2006) [Pubmed]
  28. Prospective study of the outcomes of ambulatory patients with excessive warfarin anticoagulation. Hylek, E.M., Chang, Y.C., Skates, S.J., Hughes, R.A., Singer, D.E. Arch. Intern. Med. (2000) [Pubmed]
  29. Electrochemical detection of depressed circulating levels of vitamin K1 in osteoporosis. Hart, J.P., Shearer, M.J., Klenerman, L., Catterall, A., Reeve, J., Sambrook, P.N., Dodds, R.A., Bitensky, L., Chayen, J. J. Clin. Endocrinol. Metab. (1985) [Pubmed]
  30. The effects of vitamin K1 and warfarin on prothrombin expression in human hepatoblastoma (HepG2) cells. Jamison, C.S., Burkey, B.F., Degen, S.J. Thromb. Haemost. (1992) [Pubmed]
  31. Pharmacodynamic resistance to warfarin associated with a Val66Met substitution in vitamin K epoxide reductase complex subunit 1. Harrington, D.J., Underwood, S., Morse, C., Shearer, M.J., Tuddenham, E.G., Mumford, A.D. Thromb. Haemost. (2005) [Pubmed]
  32. Observations on possible effects of daily vitamin K replacement, especially upon warfarin therapy. Bern, M. JPEN. Journal of parenteral and enteral nutrition. (2004) [Pubmed]
  33. Does vitamin K excess induce ectopic calcifications in hemodialysis patients? Robert, D., Jorgetti, V., Leclercq, M., Lacour, B., Ulmann, A., Bourdeau, A., Drüeke, T. Clin. Nephrol. (1985) [Pubmed]
  34. Application of high-performance liquid chromatography to assay phylloquinone (vitamin K1) in rat liver. Haroon, Y., Hauschka, P.V. J. Lipid Res. (1983) [Pubmed]
  35. Identification of a warfarin-sensitive protein component in a 200S rat liver microsomal fraction catalyzing vitamin K and vitamin K 2,3-epoxide reduction. Lee, J.J., Principe, L.M., Fasco, M.J. Biochemistry (1985) [Pubmed]
  36. Beneficial effects of vitamins D and K on the elastic properties of the vessel wall in postmenopausal women: a follow-up study. Braam, L.A., Hoeks, A.P., Brouns, F., Hamulyák, K., Gerichhausen, M.J., Vermeer, C. Thromb. Haemost. (2004) [Pubmed]
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