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Merck

M5750

Sigma-Aldrich

Menadione sodium bisulfite

≥95% (TLC)

Synonym(e):

2-Methyl-1,4-naphthoquinone sodium bisulfite

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About This Item

Empirische Formel (Hill-System):
C11H9NaO5S
CAS-Nummer:
Molekulargewicht:
276.24
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

Biologische Quelle

synthetic

Qualitätsniveau

Assay

≥95% (TLC)

Form

powder

Farbe

white to off-white

Löslichkeit

H2O: ≥50 mg/mL, clear, colorless to faintly yellow

Anwendung(en)

cell analysis

Ersteller

Eli Lilly

Lagertemp.

−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

InChIKey

XDPFHGWVCTXHDX-UHFFFAOYSA-M

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Anwendung

Menadione sodium bisulfite has been used:
  • as a priming agent in tomato for improving salt tolerance
  • to induce reactive oxygen species (ROS) in human lung epithelium BEAS-2B microtissues
  • to induce endogenous superoxide production in mouse C17.2 neural stem cells

Biochem./physiol. Wirkung

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.

Leistungsmerkmale und Vorteile

This compound was developed by Eli Lilly. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Sonstige Hinweise

Water soluble vitamin K3.

Piktogramme

Exclamation markEnvironment

Signalwort

Warning

Gefahreneinstufungen

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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Momordica charantia polysaccharides could protect against cerebral ischemia/reperfusion injury through inhibiting oxidative stress mediated c-Jun N-terminal kinase 3 signaling pathway
Gong J, et al.
Neuropharmacology, 9, 123-134 (2015)
Menadione sodium bisulphite (MSB): Beyond seed-soaking. Root pretreatment with MSB primes salt stress tolerance in tomato plants
Jimenez-Arias D, et al.
Environmental and Experimental Botany, 157, 161-170 (2019)
Arit Ghosh et al.
G3 (Bethesda, Md.), 4(2), 349-365 (2013-12-19)
Protein phosphatases are integral components of the cellular signaling machinery in eukaryotes, regulating diverse aspects of growth and development. The genome of the filamentous fungus and model organism Neurospora crassa encodes catalytic subunits for 30 protein phosphatase genes. In this
Gyungsoon Park et al.
Eukaryotic cell, 10(11), 1553-1564 (2011-10-04)
Serine/threonine (S/T) protein kinases are crucial components of diverse signaling pathways in eukaryotes, including the model filamentous fungus Neurospora crassa. In order to assess the importance of S/T kinases to Neurospora biology, we embarked on a global analysis of 86
Into the depths: Techniques for in vitro three-dimensional microtissue visualization
Kabadi PK, et al.
Biotechniques, 59(5), 279-286 (2015)

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