Vitamin K

DATA No : VVK0007 INFORMANT : Tetsuya Nakamura

NAME : 1,4-Naphthalenedione,2-methyl-3-(3,7,11,15,19,23-hexamethyl-2,6,10,14,18,22-tetracosahexaenyl)- / 1,4-Naphthoquinone,2-methyl-3-(3,7,11,15,19,23--hexamethyl-2,6,10,14,18,22-tetracosahexaenyl)-

COMMON NAME	:	Menaquinone 6 / Vitamin K₂₍₃₀₎/ Vitamin MK6 / Menaquinone K6 / Farnoquinone.
SYMBOL	:	MK-6
FORMULA	:	C₄₁H₅₆O₂ MOL.WT (average) : 580.882

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BIOLOGICAL ACTIVITY

PHYSICAL AND CHEMICAL PROPERTIES

MELTING POINT	:	50C(Ref. 0010)

BOILING POINT	:

REFRACTIVE INDEX	:

OPTICAL ROTATION	:

DENSITY	:

SOLUBILITY	:

SPECTRAL DATA

UV SPECTRA	:	E¹^%₁_c_m (248mm) =320-321, in petroleum ether(Ref. 0010)

IR SPECTRA	:

NMR SPECTRA	:

MASS SPECTRA	:

OTHER SPECTRA	:

CHROMATOGRAM DATA

SOURCE

CHEMICAL SYNTHESIS

Condensation of 2-methyl-1,4-naphthohydroquinone (I) with farnesylnerolidol (II). I (27.5g) is dissolved in 65 ml of dry dioxane, 1.5 g of zinc chloride, and 3.5 ml of borontrifluoride etherate are added with stirring, and the mixture is heated to 50

. A solution of 0.87 mole of II per mole of I in 25 ml of dry dioxane is added, and the reaction mixture is stirred for 20 min longer. After cooling water and ether are added, the layers were separated and the etheral layer is washed. The ether solution is evaporated. The residue is dissolved in 200 ml of petroleum ether, the solution cooled to -50

. The precipitate centrifuged. The precipitate dissolved in 100 ml of ether, 20 g of dry silver oxide is added and the mixture shaken for 30 min.
After filtration the etheral solution is evaporated in vacuo, the residue dissolved in petroleum ether and chramatogphed. (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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[0017]

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

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