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P7002

Sigma-Aldrich

Phospho(enol)pyruvic acid trisodium salt hydrate

≥97% (enzymatic)

Synonym(s):

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

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About This Item

Linear Formula:
C3H2O6PNa3 · x H2O
CAS Number:
5541-93-5
Molecular Weight:
233.99 (anhydrous basis)
MDL number:
MFCD00150734
UNSPSC Code:
12352204
PubChem Substance ID:
24898810
NACRES:
NA.32

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

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Liang L, et al.
Biochemical and Biophysical Research Communications, 477(4), 667-672 (2016)
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