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Merck

P7127

Sigma-Aldrich

Phospho(enol)pyruvic acid monopotassium salt

≥97% (enzymatic), powder

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C3H4KO6P
Número de CAS:
Peso molecular:
206.13
Beilstein/REAXYS Number:
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

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
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)
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)
Single Molecule Analysis (2018)

Artículos

Review the 10 steps of glycolysis in the Embden-Meyerhof-Parnas glycolytic pathway. Easily compare reaction stages and buy the enzymes for your life science research.

We presents an article about the Warburg effect, and how it is the enhanced conversion of glucose to lactate observed in tumor cells, even in the presence of normal levels of oxygen. Otto Heinrich Warburg demonstrated in 1924 that cancer cells show an increased dependence on glycolysis to meet their energy needs, regardless of whether they were well-oxygenated or not.

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