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Key Documents

P8877

Sigma-Aldrich

D-(−)-3-Phosphoglyceric acid disodium salt

greener alternative

≥93% dry basis (enzymatic), powder

Synonym(s):

(−)-Disodium D-3-phosphoglycerate, D-Glycerate 3-phosphate disodium salt

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About This Item

Empirical Formula (Hill Notation):
C3H5Na2O7P
CAS Number:
Molecular Weight:
230.02
Beilstein:
3767836
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

biological source

synthetic (inorganic)

Quality Level

Assay

≥93% dry basis (enzymatic)

form

powder

greener alternative product characteristics

Atom Economy
Design for Energy Efficiency
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

sustainability

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impurities

<14% water (NMR)

color

white

solubility

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

cation traces

Na: 18-22% (dry basis)

greener alternative category

storage temp.

−20°C

SMILES string

[Na+].[Na+].O[C@H](COP(O)([O-])=O)C([O-])=O

InChI

1S/C3H7O7P.2Na/c4-2(3(5)6)1-10-11(7,8)9;;/h2,4H,1H2,(H,5,6)(H2,7,8,9);;/q;2*+1/p-2/t2-;;/m1../s1

InChI key

RGCJWQYUZHTJBE-YBBRRFGFSA-L

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Application

D-(-)-3-Phosphoglyceric acid disodium salt has been used in a study to assess the phosphorylation of glyceric acid in aqueous solution. It has also been used in a study to characterize a glutathione- and NAD-dependent arsenate reduction linked to glycolysis.

Biochem/physiol Actions

3-Phosphoglyceric acid is an intermediate in glycolysis. It also a precursor in the formation of serine.

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

Health hazardExclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Eyes,Central nervous system, Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3


Certificates of Analysis (COA)

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V Kolb et al.
Origins of life and evolution of the biosphere : the journal of the International Society for the Study of the Origin of Life, 26(1), 7-13 (1996-02-01)
The phosphorylation of glyceric acid is an interesting prebiotic reaction because it converts a simple, potentially prebiotic organic molecule into phosphate derivatives that are central to carbohydrate metabolism. We find that 0.05 M glyceric acid in the presence of 0.5
Balázs Németi et al.
Toxicological sciences : an official journal of the Society of Toxicology, 85(2), 847-858 (2005-03-25)
Reduction of arsenate (AsV) to the more toxic arsenite (AsIII) is of high toxicological importance, yet in vivo relevant enzymes involved have not been identified. Purine nucleoside phosphorylase (PNP) is an efficient AsV reductase in vitro, but its role in
Jeremy M Foster et al.
PloS one, 5(10), e13576-e13576 (2010-12-29)
The glycolytic phosphoglycerate mutases exist as non-homologous isofunctional enzymes (NISE) having independent evolutionary origins and no similarity in primary sequence, 3D structure, or catalytic mechanism. Cofactor-dependent PGM (dPGM) requires 2,3-bisphosphoglycerate for activity; cofactor-independent PGM (iPGM) does not. The PGM profile
Liangchun Yang et al.
Nature communications, 5, 4436-4436 (2014-07-16)
Increasing evidence suggests the important role of metabolic reprogramming in the regulation of the innate inflammatory response, but the underlying mechanism remains unclear. Here we provide evidence to support a novel role for the pyruvate kinase M2 (PKM2)-mediated Warburg effect

Articles

Learn about monosaccharide biosynthesis and the metabolism of monosaccharides. A unit of a carbohydrate and the simplest form of a sugar, a monosaccharide cannot be hydrolyzed into a simpler compound.

Review the 10 steps of glycolysis in the Embden-Meyerhof-Parnas glycolytic pathway. Easily compare reaction stages and buy the enzymes for your life science research.

Neoplastic cells are highly dependent on the de novo synthesis of nucleotides to maintain sufficient pools to support DNA replication and the production of RNA.

We presents an article about the Warburg effect, and how it is the enhanced conversion of glucose to lactate observed in tumor cells, even in the presence of normal levels of oxygen. Otto Heinrich Warburg demonstrated in 1924 that cancer cells show an increased dependence on glycolysis to meet their energy needs, regardless of whether they were well-oxygenated or not.

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