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Merck

P7002

Phospho(enol)pyruvic acid trisodium salt hydrate

≥97% (enzymatic), powder

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)
UNSPSC Code:
12352204
PubChem Substance ID:
24898810
NACRES:
NA.32
MDL number:
MFCD00150734

Product Name

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

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

assay

≥97% (enzymatic)

form

powder

solubility

water: 100 mg/mL, clear to slightly hazy, colorless to very faintly yellow

storage temp.

−20°C

Quality Level

200

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

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.
Phosphoenolpyruvic acid plays a major role in the initial step of glycolysis by acting as an inhibitor of hexokinase, phosphoglucose isomerase, phosphofructokinase and aldolase.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

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
BCCN4406
BCCM8997
BCCL7776
BCCK8186
BCCG7369

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Kento Tokuyama et al.
Biotechnology and bioengineering, 115(6), 1542-1551 (2018-02-20)
Gene deletion strategies using flux balance analysis (FBA) have improved the growth-coupled production of various compounds. However, the productivities were often below the expectation because the cells failed to adapt to these genetic perturbations. Here, we demonstrate the productivity of
Deuterated nucleotides as chemical probes of RNA structure: a detailed protocol for the enzymatic synthesis of a complete set of nucleotides specifically deuterated at ribose carbons
Azad R, et al.
ScienceOpen Research (2015)
Investigation of the reaction between phosphoenolpyruvic acid and thiosulfate-nitrosyl iron complex
Zanina AA, et al.
Russian Chemical Bulletin, 66(5), 927-931 (2017)
Yousuke Nakai et al.
Gastrointestinal endoscopy, 81(1), 119-126 (2014-12-03)
Wire-guided cannulation (WGC) was reported to decrease post-ERCP pancreatitis (PEP), but risk factors for PEP in WGC are not fully elucidated. To evaluate the incidence and risk factors of PEP in WGC. Single-center retrospective study. Academic center. A total of
Structural and biochemical studies of the PDGFRA kinase domain
Liang L, et al.
Biochemical and Biophysical Research Communications, 477(4), 667-672 (2016)
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