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Vitamin K


DATA No : VVK0011 INFORMANT : Tetsuya Nakamura

NAME : 1,4-Naphthalenedione,2-methyl-3-(3,7,11,15,19,23,27,31,35,39-decamethyl-2,6,10,14,18,22,26,30,34,38-tetracontadecaenyl)- / 1,4-Naphthoquinone,2-methyl-3-(3,7,11,15,19,23,27,31,35,39-decamethyl-2,6,10,14,18,22,26,30,34,38-tetracontadecaenyl)-

COMMON NAME: Menaquinone 10 / Menaquinone MK10 / Vitamin K2(50) / Vitamin MK10.
SYMBOL: MK10
FORMULA: C61H88O2 MOL.WT (average) : 853.350


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BIOLOGICAL ACTIVITY

PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:

DENSITY:

SOLUBILITY:
SPECTRAL DATA
UV SPECTRA: E1%1cm (248mm) =224, in petroleum ether, b.p. 80deg-105deg.(Ref. 0017)

IR SPECTRA:

NMR SPECTRA:

MASS SPECTRA:

OTHER SPECTRA:
CHROMATOGRAM DATA

SOURCE
Concentration in human liver
[Table 0001] (Ref. 0022).
Distribution in human mitochondrial and microsomal fractions
[Table 0002] (Ref. 0022).
CHEMICAL SYNTHESIS
Menaquinone-10 (Ref. 0011) is prepared in analogy to menaquinone-9 (Ref. 0010) from 7g of farnesylfarnesylgeranyllinalool, 7 g of 2-methyl-1,4-naphthohydroquinone (I) is dissolved in 50 ml of dry dioxane, 0.5 g of zinc chloride and 1 ml of boron trifluoride etherate in 65 ml of dry dioxane, 1.5 g of zinc chloride of borontrifluoride etherate are added with stirring, and the mixture is heated to 55deg - 60deg under nitrogen. The crude product, m.p. 56deg., is chromatographed on Hostalen, yielding pure menaquinone-10 as fine yellow crystals, melting at 62deg. (Ref. 0017)
METABOLISM

GENETIC INFORMATION

NOTE

REFERENCES
[0010]
AUTHOR:Sommer,P., and Kofler,M.
TITLE:Physicochemical Properties and Methods of Analysis of Phylloquinones, Menaquinones, Ubiquinones, and Related Compounds. PubMed ID:5340867
JOURNAL:Vitamins and Hormones
VOL:24 PAGE : 349 -399 (1966)
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[0011]
AUTHOR:Bristol, J. A., Ratcliffe, J. V., Roth, D. A., Jacobs, M. A., Furie, B. C., and Furie, B.
TITLE:Biosynthesis of prothrombin: intracellular localization of the vitamin K-dependent carboxylase and the sites of gamma-carboxylation PubMed ID:8839851
JOURNAL:Blood.
VOL:88 PAGE : 2585-2593 (1996)
[TOP]

[0017]
AUTHOR:Mayer,H., and Isler,O.
TITLE:Synthesis of vitamin K.
JOURNAL:Methods in Enzymology
VOL:18 PAGE : 491 -547 (1971)
[TOP]

[0022]
AUTHOR:Usui, Y., Nishimura, N., Kobayashi, N., Okanoue, T., Kimoto, M., and Ozawa, K.
TITLE:Measurement of vitamin K in human liver by gradient elution high-performance liquid chromatography using platinum-black catalyst reduction and fluorimetric detection PubMed ID:2753953
JOURNAL:J Chromatogr.
VOL:489 PAGE : 291-301 (1989)
[TOP]

Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.