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Chemical Compound Review

SureCN571905     2-(3,7-dimethylocta-2,6- dienyl)-3-methyl...

Synonyms: AC1L974N
 
 
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Disease relevance of menaquinone

 

High impact information on menaquinone

 

Chemical compound and disease context of menaquinone

 

Biological context of menaquinone

  • The DNA segment responsible for the complementation contained an open reading frame (GenBankTM accession number Z49210Z49210) with 44% sequence identity over 262 amino acids to UbiE, which is required for a C-methyltransferase step in the Q and menaquinone biosynthetic pathways in Escherichia coli [15].
  • Vitamin K2 (menatetrenone) effectively prevents fractures and sustains lumbar bone mineral density in osteoporosis [16].
  • The NSAR is also functionally promiscuous and catalyzes an efficient OSBS reaction; intriguingly, the operon for menaquinone biosynthesis in G. kaustophilus does not encode an OSBS, raising the possibility that the NSAR is a bifunctional enzyme rather than an accidentally promiscuous enzyme [17].
  • We originally reported that vitamin K2 (VK2) analogs, including menaquinone 4 (MK4) but not vitamin K1, effectively induce apoptosis in various types of primary cultured leukemia cells and leukemia cell lines in vitro [18].
  • The G+C content of SOSP1-21T genomic DNA is 53.9%, and MK-9(H2) was the only menaquinone detected [19].
 

Anatomical context of menaquinone

 

Associations of menaquinone with other chemical compounds

 

Gene context of menaquinone

  • The menD gene of Escherichia coli codes for the first enzyme of menaquinone biosynthesis, 2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate (SHCHC) synthase [28].
  • In B. subtilis the ubiE homolog is likely to be required for menaquinone biosynthesis and is located within the gerC gene cluster, known to be involved in spore germination and normal vegetative growth [29].
  • Metl appears to be a member of a conserved family of methyltransferases that share homology with, but are distinct from, the UbiE family of methyltransferases involved in ubiquinone and menaquinone biosynthesis [30].
  • A new gene (menF) encoding an isochorismate synthase specifically involved in menaquinone (vitamin K2) biosynthesis has been cloned and sequenced [31].
  • Our previous assumption that entC is responsible for both menaquinone and enterobactin biosynthesis is inconsistent with these mutant studies and has to be revised [32].
 

Analytical, diagnostic and therapeutic context of menaquinone

References

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  21. Vanadium(V) reduction by Shewanella oneidensis MR-1 requires menaquinone and cytochromes from the cytoplasmic and outer membranes. Myers, J.M., Antholine, W.E., Myers, C.R. Appl. Environ. Microbiol. (2004) [Pubmed]
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  29. A C-methyltransferase involved in both ubiquinone and menaquinone biosynthesis: isolation and identification of the Escherichia coli ubiE gene. Lee, P.T., Hsu, A.Y., Ha, H.T., Clarke, C.F. J. Bacteriol. (1997) [Pubmed]
  30. Identification of a novel family of putative methyltransferases that interact with human and Drosophila presenilins. Zhang, S.X., Guo, Y., Boulianne, G.L. Gene (2001) [Pubmed]
  31. A new isochorismate synthase specifically involved in menaquinone (vitamin K2) biosynthesis encoded by the menF gene. Daruwala, R., Kwon, O., Meganathan, R., Hudspeth, M.E. FEMS Microbiol. Lett. (1996) [Pubmed]
  32. The role of isochorismate hydroxymutase genes entC and menF in enterobactin and menaquinone biosynthesis in Escherichia coli. Dahm, C., Müller, R., Schulte, G., Schmidt, K., Leistner, E. Biochim. Biophys. Acta (1998) [Pubmed]
  33. Effect of vitamin K2 on three-dimensional trabecular microarchitecture in ovariectomized rats. Mawatari, T., Miura, H., Higaki, H., Moro-Oka, T., Kurata, K., Murakami, T., Iwamoto, Y. J. Bone Miner. Res. (2000) [Pubmed]
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