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P7002 Sigma-Aldrich

Phospho(enol)pyruvic acid trisodium salt hydrate

≥97% (enzymatic)

Synonym: 2-(Phosphonooxy)-2-propenoic acid trisodium salt, PEP

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Properties

Related Categories Aerobic Glycolysis (the Warburg Effect), Amino Acid, Cancer Metabolism, Cancer Research, Carbohydrate,
Quality Level   200
assay   ≥97% (enzymatic)
form   powder
solubility   water: 100 mg/mL, clear to slightly hazy, colorless to very faintly yellow
storage temp.   −20°C
SMILES string   [Na].OC(=O)C(=C)OP(O)(O)=O
InChI   1S/C3H5O6P.Na.H/c1-2(3(4)5)9-10(6,7)8;;/h1H2,(H,4,5)(H2,6,7,8);;
InChI key   KZPUEZVJSLLABH-UHFFFAOYSA-N

Description

Application

Phospho(enol)pyruvic acid trisodium salt hydrate has been used in:
• several enzyme activity assays, such as PRPP synthetase (PRPPS) assay, ribokinase (RK) assay, adenine phosphoribosyltransferase (APRT) assay
• in the reaction mixture for enzyme kinetic assay to determine platelet-derived growth factor receptor α (PDGFRA) kinetic parameters
• as a component in buffer B to react with adenosine diphosphate (ADP) to form adenosine triphosphate (ATP) for energy charge measurement

Biochem/physiol Actions

Phosphoenolpyruvic acid plays a major role in the initial step of glycolysis by acting as an inhibitor of hexokinase, phosphoglucose isomerase, phosphofructokinase and aldolase.

Phospho(enol)pyruvic acid (PEP) is involved in glycolysis and gluconeogenesis. In glycolysis, PEP is metabolized by pyruvate kinase to yield pyruvate. In plants, PEP is involved in the formation of aromatic amino acids as well as in the carbon fixation pathway.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

MSMLS Online Plate Map

Metabolite descriptors included with the software download upon purchase of the product include: Name, Parent CID, molecular formula, molecular weight, CAS, ChEBI, HMDB ID, PubChem Compound and Subst...
Keywords: Mass spectrometry, Metabolites

Peer-Reviewed Papers
15

References

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