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P7127

Sigma-Aldrich

Phospho(enol)pyruvic acid monopotassium salt

≥97% (enzymatic), powder

Synonym(s):

2-(Phosphonooxy)-2-propenoic acid monopotassium salt, mono-Potassium phosphoenolpyruvate, PEP-K

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About This Item

Empirical Formula (Hill Notation):
C3H4KO6P
CAS Number:
Molecular Weight:
206.13
Beilstein:
4603446
EC Number:
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32

product name

Phospho(enol)pyruvic acid monopotassium salt, ≥97% (enzymatic)

Quality Level

Assay

≥97% (enzymatic)

form

powder

solubility

water: 100 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

[K+].OC(=O)C(=C)OP(O)([O-])=O

InChI

1S/C3H5O6P.K/c1-2(3(4)5)9-10(6,7)8;/h1H2,(H,4,5)(H2,6,7,8);/q;+1/p-1

InChI key

SOSDSEAIODNVPX-UHFFFAOYSA-M

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General description

Phospho(enol)pyruvic acid (PEP) acts as an inhibitor of hexokinase, phosphoglucose isomerase, phosphofructokinase and aldolase. It is a bifunctional carbohydrate, which exhibits antioxidant property. PEP may be a potential organ preservation agent in clinical transplantation.

Application

Phospho(enol)pyruvic acid monopotassium salt has been used:
  • to maintain a constant concentration of adenosine triphosphate (ATP) for active gel assembly
  • as a component in assay buffer for in vitro ATPase assay
  • as a stock solution for optical trapping assay

Biochem/physiol Actions

Phospho(enol)pyruvic acid (PEP) is involved in glycolysis and gluconeogeneis. 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.

Storage Class Code

13 - Non 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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Single Molecule Analysis (2018)
Alan Cahill et al.
Methods in molecular biology (Clifton, N.J.), 447, 381-394 (2008-03-29)
Chronic alcohol consumption has been shown to severely compromise mitochondrial protein synthesis. Hepatic mitochondria isolated from alcoholic animals contain decreased levels of respiratory complexes and display depressed respiration rates when compared to pair-fed controls. One underlying mechanism for this involves
Investigation of the reaction between phosphoenolpyruvic acid and thiosulfate-nitrosyl iron complex
Zanina AA, et al.
Russian Chemical Bulletin, 66(5), 927-931 (2017)
Harjeet Kaur et al.
The Biochemical journal, 393(Pt 1), 235-243 (2005-09-15)
In growth-factor-stimulated signal transduction, cell-surface receptors recruit PI3Ks (phosphoinositide 3-kinases) and Ras-specific GEFs (guanine nucleotide-exchange factors) to the plasma membrane, where they produce 3'-phosphorylated phosphoinositide lipids and Ras-GTP respectively. As a direct example of pathway networking, Ras-GTP also recruits and
N-terminal polar amino acids of the C2 insert of nonmuscle myosin II-C2 regulate its functional properties
Saha S, et al.
Febs Letters, 590(23), 4223-4232 (2016)

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