|Related Categories||Antibiotics, Antibiotics A to Z, Antibiotics G-M, Approved Therapeutics/Drug Candidates, Bioactive Small Molecules,|
|solubility||H2O: ≥50 mg/mL, clear, colorless to faintly yellow|
Water soluble vitamin K3.
Menadione sodium bisulfite is a water-soluble form of menadione, which belongs to the Vitamin K class of compounds. These are necessary for the biosynthesis of prothrombin and other blood clotting factors. Menadione is a prothrombogenic compound and is used as a model quinone in cell culture and in vivo investigations.
Menadione has been shown to affect gap-junctional intercellular communication by mediation of tyrosine phosphorylation. Menadione has demonstrated cytotoxic activity against a variety of cell lines and can induce apoptosis in cultured cells, such as osteoclasts and osteoblasts, via elevation of peroxide and superoxide radical levels.
An HPLC method for detection of menadione sodium bisulfite in multivitamin formulations has been published. A chemiluminescence assay for menadione sodium bisulfite in pharmaceutical preparations and biological fluids has been reported.
Certificate of Analysis
Certificate of Origin
|Precautionary statements||P273-P305 + P351 + P338-P501|
|Personal Protective Equipment||dust mask type N95 (US), Eyeshields, Gloves|
|Hazard Codes (Europe)||Xi|
|Risk Statements (Europe)||36|
|Safety Statements (Europe)||26|
|RIDADR||UN 3077 9 / PGIII|
Determination of menadione sodium hydrogen sulphite and nicotinamide in multivitamin formulations by high-performance liquid chromatography Sadlej-Sosnowska, N., et al. J. Chromatogr. A 1st ed., 357, 227-232, (1986)
2-Methyl-1,4-naphthoquinone, vitamin K3, decreases gap-junctional intercellular communication via activation of the epidermal growth factor receptor/extracellular signal-regulated kinase cascade Klotz, L.O., et al. Cancer Res. 17th ed., 62, 4922-4928, (2002)
Continuous flow-extractive desorption electrospray ionization: analysis from "non-electrospray ionization-friendly" solvents and related mechanism. Li L, Yang SH, Lemr K, et al. Anal. Chim. Acta 769, 84-90, (2013)
A non-classical LysR-type transcriptional regulator PA2206 is required for an effective oxidative stress response in Pseudomonas aeruginosa. Reen FJ, Haynes JM, Mooij MJ, et al. PLoS ONE 8(1), e54479, (2013)
Bioelectrochemical probing of intracellular redox processes in living yeast cells--application of redox polymer wiring in a microfluidic environment. Heiskanen A, Coman V, Kostesha N, et al. Anal. Bioanal. Chem 405(11), 3847-58, (2013)
S-nitrosoglutathione covalently modifies cysteine residues of human carbonyl reductase 1 and affects its activity. Hartmanová T, Tambor V, Lenčo J, et al. Chem. Biol. Interact. 202(1-3), 136-45, (2013)
MicroRNAs differentially regulate carbonyl reductase 1 (CBR1) gene expression dependent on the allele status of the common polymorphic variant rs9024. Kalabus JL, Cheng Q, and Blanco JG PLoS ONE 7(11), e48622, (2012)
Vitamins K interact with N-terminus α-synuclein and modulate the protein fibrillization in vitro. Exploring the interaction between quinones and α-synuclein. da Silva FL, Coelho Cerqueira E, de Freitas MS, et al. Neurochem. Int. 62(1), 103-12, (2013)
Menadione and ethacrynic acid inhibit the hypoxia-inducible factor (HIF) pathway by disrupting HIF-1α interaction with p300. Na YR, Han KC, Park H, et al. Biochem. Biophys. Res. Commun. 434(4), 879-84, (2013)
A biophysical approach to menadione membrane interactions: relevance for menadione-induced mitochondria dysfunction and related deleterious/therapeutic effects. Monteiro JP, Martins AF, Nunes C, et al. Biochim. Biophys. Acta 1828(8), 1899-908, (2013)
Novel phosphorylation and ubiquitination sites regulate reactive oxygen species-dependent degradation of anti-apoptotic c-FLIP protein. Wilkie-Grantham RP, Matsuzawa S, and Reed JC J. Biol. Chem. 288(18), 12777-90, (2013)
Toxicity of CuO nanoparticles to yeast Saccharomyces cerevisiae BY4741 wild-type and its nine isogenic single-gene deletion mutants. Kasemets K, Suppi S, Künnis-Beres K, et al. Chem. Res. Toxicol. 26(3), 356-67, (2013)
Superoxide dismutases and glutaredoxins have a distinct role in the response of Candida albicans to oxidative stress generated by the chemical compounds menadione and diamide. Chaves GM and da Silva WP Mem. Inst. Oswaldo Cruz 107(8), 998-1005, (2012)
Alpha-tocopheryl succinate inhibits autophagic survival of prostate cancer cells induced by vitamin K3 and ascorbate to trigger cell death. Tomasetti M, Nocchi L, Neuzil J, et al. PLoS ONE 7(12), e52263, (2012)
Effects of low-dose ionizing radiation and menadione, an inducer of oxidative stress, alone and in combination in a vertebrate embryo model. Bladen CL, Kozlowski DJ, and Dynan WS Radiat. Res. 178(5), 499-503, (2012)
Intracellular forms of menadione-dependent small-colony variants of methicillin-resistant Staphylococcus aureus are hypersusceptible to β-lactams in a THP-1 cell model due to cooperation between vacuolar acidic pH and oxidant species. Garcia LG, Lemaire S, Kahl BC, et al. J. Antimicrob. Chemother. 67(12), 2873-81, (2012)
On methods for the detection of reactive oxygen species generation by human spermatozoa: analysis of the cellular responses to catechol oestrogen, lipid aldehyde, menadione and arachidonic acid. Aitken RJ, Smith TB, Lord T, et al. Andrology, (2013)
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