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M2876 Menaquinone 4 (Vitamin K2 (20), MK 4) CAS: 863-61-6

Specifications
References
CAS Number
863-61-6
Grade
Purified
Molecular Formula
C31H40O2
Molecular Weight
444.7
EU Commodity Code
38220090
Shipping Temp
RT
Storage Temp
-20°C
(E,E,E)-2-Methyl-3-(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl)-1,4-naphthalenedione; Menatetrenone; Vitamin K2(20); Kaytwo; MK 4

Menaquinone 4 (MK-4) is the predominant homolog of vitamin K2 and is composed of a naphthoquinone base with four isoprenoid units in the side chain.1 It is formed primarily via conversion of vitamin K1 (Item No. 21051) in vivo and accumulates in various tissues, including the brain.2,3 MK-4 halts the cell cycle at the G phase in HepG2, Hep3B, and Huh7 hepatocellular carcinoma cells in a concentration-dependent manner.4 It also inhibits I?B kinase (IKK) activity, I?Ba phosphorylation, and the transcriptional activity of NF-?B. Vitamin K2 may have a role in bone metabolism.1

Synonyms
(E,E,E)-2-Methyl-3-(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl)-1,4-naphthalenedione; Menatetrenone; Vitamin K2(20); Kaytwo; MK 4
CAS Number
863-61-6
Molecular Weight
444.7
Molecular Formula
C31H40O2
Appearance
White to off-white to yellow solid
Purity
≥98%
Storage and Stability
Store at -20°C under inert atmosphere. For maximum recovery of product, centrifuge the original vial prior to removing the cap.
Melting Point: 35°C
Storage and Stability
May be stored at RT for short-term only. Long-term storage is recommended at -20°C. For maximum recovery of product, centrifuge the original vial prior to removing the cap.
References
1. Plaza, S.M., and Lamson, D.W. Vitamin K2 in bone metabolism and osteoporosis. Altern. Med. Rev. 10(1), 24-35 (2005).|2. Shearer, M.J., and Newman, P. Metabolism and cell biology of vitamin K. Thromb. Haemost. 100(4), 530-547 (2008).|3. Okano, T., Shimomura, Y., Yamane, M., et al. Conversion of phylloquinone (vitamin K1) into menaquinone-4 (vitamin K2) in mice: Two possible routes for menaquinone-4 accumulation in cerebra of mice. J. Biol. Chem. 283(17), 11270-11279 (2008).|4. Ozaki, I., Zhang, H., Mizuta, T., et al. Menatetrenone, a vitamin K2 analogue, inhibits hepatocellular carcinoma cell growth by suppressing cyclin D1 expression through inhibition of nuclear factor κB activation. Clin. Cancer Res. 13(7), 2236-2245 (2007).
USBio References
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