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P7127

Sigma-Aldrich

Phospho(enol)pyruvic acid monopotassium salt

≥97% (enzymatic)

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Synonym(s):
2-(Phosphonooxy)-2-propenoic acid monopotassium salt, mono-Potassium phosphoenolpyruvate, PEP-K
Empirical Formula (Hill Notation):
C3H4KO6P
CAS Number:
Molecular Weight:
206.13
Beilstein/REAXYS Number:
4603446
EC Number:
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32

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.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
W J Bettger et al.
Proceedings of the National Academy of Sciences of the United States of America, 78(9), 5588-5592 (1981-09-01)
A serum-free, hormone-supplemented medium, enriched with a mixture of lipids, has been developed that supports rapid clonal growth of human diploid fetal lung fibroblasts (Flow 2000, WI-38, MRC-5, and IMR-90) and of low-passage human foreskin fibroblasts. The medium, which contains
Phosphoenolpyruvic acid, an intermediate of glycolysis, attenuates cellular injury induced by hydrogen peroxide and 2-deoxy-D-glucose in the porcine proximal kidney tubular cell line, LLC-PK1
Kondo Y, et al.
Journal of Health Science, 56(6), 727-732 (2010)
Single Molecule Analysis (2018)
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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