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M2518

Sigma-Aldrich

Menadione sodium bisulfite

BioReagent, suitable for cell culture, ≥95% (TLC)

Synonyme(s) :

2-Methyl-1,4-naphthoquinone sodium bisulfite

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About This Item

Formule empirique (notation de Hill):
C11H9NaO5S
Numéro CAS:
Poids moléculaire :
276.24
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352205
ID de substance PubChem :
Nomenclature NACRES :
NA.75

Source biologique

synthetic (organic)

Gamme de produits

BioReagent

Pureté

≥95% (TLC)

Forme

powder

Poids mol.

Mw 276.24 g/mol

Technique(s)

cell culture | mammalian: suitable
cell culture | plant: suitable

Couleur

white to off-white

Solubilité

water: soluble 50 mg/mL, clear, colorless to light yellow

Température de stockage

−20°C

Chaîne SMILES 

[Na+].CC1(CC(=O)c2ccccc2C1=O)S([O-])(=O)=O

InChI

1S/C11H10O5S.Na/c1-11(17(14,15)16)6-9(12)7-4-2-3-5-8(7)10(11)13;/h2-5H,6H2,1H3,(H,14,15,16);/q;+1/p-1

Clé InChI

XDPFHGWVCTXHDX-UHFFFAOYSA-M

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Application

Menadione sodium bisulfite has been used:
  • as a free radical inducer to study its effects on oxidative stress in sunflower seedlings
  • as a positive control to produce mitochondrial O2 during the measurement of O2 in human proximal tubular cell lines
  • as a redox-cycling mitochondrial pro-oxidant to study its effects on protein kinase B (AKT) and mechanistic target of rapamycin (mTOR) signaling in cardiac cells

Actions biochimiques/physiologiques

Menadione sodium bisulfite (MSB) is a derivative of vitamin K3 and has been studied in the treatment of hemorrhagic diseases like hypoprothrombinemia and neonatal hemorrhage, caused due to vitamin K3 deficiency. It is also considered a nutritional supplement for animals. MSB shows anticancer effects. It also protects plants from biotic and abiotic stress.

Autres remarques

Water soluble vitamin K3.

Clause de non-responsabilité

The product is not intended for use as a biocide under global biocide regulations, including but not limited to US EPA′s Federal Insecticide Fungicide and Rodenticide Act, European Biocidal Products Regulation, Canada’s Pest Management Regulatory Agency, Turkey’s Biocidal Products Regulation, Korea’s Consumer Chemical Products and Biocide Safety Management Act (K-BPR) and others.

Pictogrammes

Exclamation markEnvironment

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Kenneth W Olsen et al.
Molecular vision, 17, 270-278 (2011-02-02)
The crystalline lens is a unique cellular organ that performs metabolic processes while maintaining transparency for optical functionality. Mitochondria play a role in providing cells with aerobic respiration necessary for these metabolic processes. Using menadione, a mitochondria-specific inhibitor of the
Y Sanada et al.
Free radical research, 48(8), 919-928 (2014-05-29)
Human oxidation resistance 1 (OXR1) functions in protection against oxidative damage and its homologs are highly conserved in eukaryotes examined so far, but its function still remains uncertain. In this study, we identified a homolog (LMD-3) of human OXR1 in
Dmytro V Gospodaryov et al.
Biochimica et biophysica acta, 1837(11), 1861-1869 (2014-08-16)
An assembled cDNA coding for the putative single-subunit NADH dehydrogenase (NDX) of Ciona intestinalis was introduced into Drosophila melanogaster. The encoded protein was found to localize to mitochondria and to confer rotenone-insensitive substrate oxidation in organello. Transgenic flies exhibited increased
Tomokazu Souma et al.
Journal of the American Society of Nephrology : JASN, 22(4), 635-648 (2011-03-05)
A highly acidic environment surrounds proximal tubular cells as a result of their reabsorption of HCO(3)(-). It is unclear whether this luminal acidity affects proteinuria-induced progression of tubular cell damage. Here, we investigated the contribution of luminal acidity to superoxide
Irina Baran et al.
Cell biochemistry and biophysics, 58(3), 169-179 (2010-08-11)
Menadione (MD) is an effective cytotoxic drug able to produce intracellularly large amounts of superoxide anion. Quercetin (QC), a widely distributed bioflavonoid, can exert both antioxidant and pro-oxidant effects and is known to specifically inhibit cell proliferation and induce apoptosis

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