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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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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
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
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
Junji Okuda et al.
PloS one, 8(8), e72173-e72173 (2013-08-21)
Heart failure is associated with changes in cardiac energy metabolism. Glucose metabolism in particular is thought to be important in the pathogenesis of heart failure. We examined the effects of persistent overexpression of phosphoglycerate mutase 2 (Pgam2), a glycolytic enzyme
Jeremy M Foster et al.
Parasitology research, 104(5), 1047-1052 (2008-12-02)
Phosphoglycerate mutases (PGM) interconvert 2- and 3-phosphoglycerate in the glycolytic and gluconeogenic pathways. A putative cofactor-independent phosphoglycerate mutase gene (iPGM) was identified in the genome sequence of the Wolbachia endosymbiont from the filarial nematode, Brugia malayi (wBm). Since iPGM has

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