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90374

Sigma-Aldrich

Sodium mercaptopyruvate dihydrate

97.0-103.0% (NT)

Synonym(s):

3-MP, 3-Mercapto-2-oxopropionic acid sodium salt dihydrate, 3-Mercaptopyruvic acid sodium salt dihydrate

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About This Item

Empirical Formula (Hill Notation):
C3H3NaO3S·2H2O
CAS Number:
Molecular Weight:
178.14
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

Quality Level

Assay

97.0-103.0% (NT)

form

solid

composition

sulfur content, 17.5-18.5%

color

white to off-white

storage temp.

2-8°C

SMILES string

O.O.[Na+].[O-]C(=O)C(=O)CS

InChI

1S/C3H4O3S.Na.2H2O/c4-2(1-7)3(5)6;;;/h7H,1H2,(H,5,6);;2*1H2/q;+1;;/p-1

InChI key

UTBPRNHFBUIAMM-UHFFFAOYSA-M

Biochem/physiol Actions

Metabolite in cysteine and methionine metabolism, important intermediate in the mercaptopyruvate pathway, in which cysteine or aspartate transaminase catalyzes the transamination from cysteine to 3-mercaptopyruvate and then 3-mercaptopyruvate sulfurtransferase catalyzes the transsulfuration from 3-mercaptopyruvate to pyruvate, a process contributing to maintain the cellular redox status. It is a substrate for L-lactate dehydrogenase A chain, 3-mercaptopyruvate sulfurtransferase, Aspartate aminotransferase (mitochondrial), L-lactate dehydrogenase C chain, L-lactate dehydrogenase A-like 6A, Aspartate aminotransferase (cytoplasmic), L-lactate dehydrogenase B chain and L-lactate dehydrogenase A-like 6B.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Michael W Stutelberg et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 1008, 181-188 (2015-12-15)
The current suite of Food and Drug Administration (FDA) approved antidotes (i.e., sodium nitrite, sodium thiosulfate, and hydroxocobalamin) are effective for treating cyanide poisoning, but individually, each antidote has major limitations (e.g., large effective dosage or delayed onset of action).
Roderick A M Williams et al.
The Biochemical journal, 420(3), 451-462 (2009-03-20)
Genome mining and biochemical analyses have shown that Leishmania major possesses two pathways for cysteine synthesis--the de novo biosynthesis pathway comprising SAT (serine acetyltransferase) and CS (cysteine synthase) and the RTS (reverse trans-sulfuration) pathway comprising CBS (cystathionine beta-synthase) and CGL
Stephen E Wilkie et al.
GeroScience, 42(2), 801-812 (2020-03-13)
Modulation of the ageing process by dietary restriction (DR) across multiple taxa is well established. While the exact mechanism through which DR acts remains elusive, the gasotransmitter hydrogen sulphide (H2S) may play an important role. We employed a comparative-type approach
Anthony Roucou et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 19(13), 1572-1578 (2018-03-31)
Room temperature millimeter-wave rotational spectroscopy supported by high level of theory calculations have been employed to fully characterise the conformational landscape of 3-Methoxyphenol, a semi-volatile polar oxygenated aromatic compound precursor of secondary organic aerosols in the atmosphere arising from biomass
Yuta Shamoto et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 16(9), 1449-1457 (2017-08-08)
Hexyl diethylaminohydroxybenzoylbenzoate (DHHB, Uvinul A Plus) is a photostable UV-A absorber. The photophysical properties of DHHB have been studied by obtaining the transient absorption, total emission, phosphorescence and electron paramagnetic resonance spectra. DHHB exhibits an intense phosphorescence in a hydrogen-bonding

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