Phospho(enol)pyruvic acid monopotassium salt - ≥97% , CAS No.4265-07-0

CAS: 4265-07-0 Cat. No.: P119478 Molecular Weight: 206.13 Beilstein Registry Number: 4603446 EC Number: 224-247-0

GRADE & PURITY ≥97%

Synonyms

MFCD00044476 | AKOS016003884 | Phospho(enol)pyruvic acid monopotassium salt, >=97% (enzymatic) | 2-Propenoic acid, 2-(phosphonooxy)-, potassium salt (1:1) | Potassium hydrogen 2-(phosphonatooxy)acrylate | H10560 | PD017213 | PHOSPHOENOL PYRUVATE MONOPOTAS

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

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.

Specifications

Synonyms

MFCD00044476 | AKOS016003884 | Phospho(enol)pyruvic acid monopotassium salt, >=97% (enzymatic) | 2-Propenoic acid, 2-(phosphonooxy)-, potassium salt (1:1) | Potassium hydrogen 2-(phosphonatooxy)acrylate | H10560 | PD017213 | PHOSPHOENOL PYRUVATE MONOPOTAS

Specifications & Purity

≥97%

Biochemical and Physiological Mechanisms

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 pat

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥97%

Names and Identifiers

• Canonical Smiles: C=C(C(=O)O)OP(=O)(O)[O-].[K+]
• IUPAC Name: potassium;1-carboxyethenyl hydrogen phosphate
• InChIKey: SOSDSEAIODNVPX-UHFFFAOYSA-M
• 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
• Isomeric SMILES: C=C(C(=O)O)OP(=O)(O)[O-].[K+]
• WGK Germany: 3
• Molecular Weight: 206.13
• Beilstein: 4603446
• Reaxy-Rn: 4603446
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4603446&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Organic phosphoric acids and derivatives
      • Subclass Phosphate esters

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Organic phosphoric acids and derivatives
• Subclass: Phosphate esters
• Intermediate Tree Nodes: Not available
• Direct Parent: Phosphate esters
• Alternative Parents: Monocarboxylic acids and derivatives Carboxylic acids Organic potassium salts Organic oxides Hydrocarbon derivatives Carbonyl compounds Organic cations
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Phosphoric acid ester - Organic alkali metal salt - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organic potassium salt - Organic salt - Organooxygen compound - Carbonyl group - Organic cation - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as phosphate esters. These are organic compounds containing phosphoric acid ester functional group, with the general structure R1P(=O)(R2)OR3. R1,R2 = O,N, or halogen atom; R3 = organyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in water. Slightly soluble in methanol.
• Sensitivity: Hygroscopic
• Melt Point(°C): 170°C
• Molecular Weight: 206.130 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 205.938 Da
• Monoisotopic Mass: 205.938 Da
• Topological Polar Surface Area: 107.000 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 212.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Jinling Cui, Mingzhu Yan, Xiaoyi Liu, Shutao Yin, Shangyun Lu, Lihong Fan, Hongbo Hu.  (2019)  Inorganic Selenium Induces Nonapoptotic Programmed Cell Death in PC-3 Prostate Cancer Cells Associated with Inhibition of Glycolysis.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:31513389] [10.1021/acs.jafc.9b03875]

2. Wenya Ou, Shuai Luo, Jing Tang, Guangyi Wang, Lin Tang.  (2025)  A reduced graphene oxide-based enzyme-modified screen-printed electrode for highly sensitive acetate detection in anaerobic fermentation process.  ELECTROCHIMICA ACTA,      [PMID:] [10.1016/j.electacta.2025.147723]