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M2518

Sigma-Aldrich

Menadione sodium bisulfite

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

Synonym(s):

2-Methyl-1,4-naphthoquinone sodium bisulfite

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About This Item

Empirical Formula (Hill Notation):
C11H9NaO5S
CAS Number:
130-37-0
Molecular Weight:
276.24
EC Number:
204-987-0
MDL number:
MFCD00051456
UNSPSC Code:
12352205
PubChem Substance ID:
24896741
NACRES:
NA.75

biological source

synthetic (organic)

product line

BioReagent

Assay

≥95% (TLC)

form

powder

mol wt

Mw 276.24 g/mol

technique(s)

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

color

white to off-white

solubility

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

storage temp.

−20°C

SMILES string

[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

InChI key

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

Biochem/physiol Actions

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.

Other Notes

Water soluble vitamin K3.

Disclaimer

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.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H315,H319,H410

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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
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
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