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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:
4265-07-0
Molecular Weight:
206.13
Beilstein/REAXYS Number:
4603446
EC Number:
224-247-0
MDL number:
MFCD00044476
UNSPSC Code:
12352204
PubChem Substance ID:
24898822
NACRES:
NA.32

Product Name

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

Quality Level

200

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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Certificates of Analysis (COA)

Lot/Batch Number
SLCL0286
BCCC4483
BCBP5857
BCBP5857V
BCBQ8904

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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)
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