P7252

Phospho(enol)pyruvic acid tri(cyclohexylammonium) salt

≥98% (enzymatic), powder

• Synonym(s): 2-(Phosphonooxy)-2-propenoic acid tri(cyclohexylammonium) salt, PEP-3CHA, Phosphoenolpyruvic acid tris(cyclohexylamine) salt
• Empirical Formula (Hill Notation): C₃H₅O₆P · 3C₆H₁₃N
• CAS Number: 35556-70-8
• Molecular Weight: 465.56
• Beilstein/REAXYS Number: 3752336
• EC Number: 252-618-7
• MDL number: MFCD00004258
• UNSPSC Code: 12352204
• PubChem Substance ID: 24898831
• NACRES: NA.83

Properties

• product name: Phospho(enol)pyruvic acid tri(cyclohexylammonium) salt, ≥98% (enzymatic)
• assay: ≥98% (enzymatic)
• form: powder
• solubility: water: 100 mg/mL, clear to very slightly hazy, colorless to faintly yellow
• storage temp.: −20°C
• SMILES string: NC1CCCCC1.NC2CCCCC2.NC3CCCCC3.OC(=O)C(=C)OP(O)(O)=O
• InChI: 1S/3C6H13N.C3H5O6P/c3*7-6-4-2-1-3-5-6;1-2(3(4)5)9-10(6,7)8/h3*6H,1-5,7H2;1H2,(H,4,5)(H2,6,7,8)
• InChI key: MJKYGUXBFYGLLM-UHFFFAOYSA-N

Description

General description

Phospho(enol)pyruvic acid is a highly functionalized small molecule. It plays a major role in the metabolism.

Application

Phospho(enol)pyruvic acid tri(cyclohexylammonium) salt has been used:

• in the pyruvate kinase/lactate dehydrogenase enzyme kinetic assay
• in the reaction mixture to determine fructokinase activity of Zobellia galactanivorans
• in luminometry to determine the amount of ADP formed by measuring the increase in light output

Biochem/physiol Actions

Phospho(enol)pyruvic acid is significant in high-phosphate group-transfer function. PEP plays a major role in PEP:sugar phosphotransferase system (PTS) mediated phosphorylation and transport of carbohydrates across the bacterial membrane. It functions to generate natural phosphonates catalyzed by PEP mutase. It plays a key role in the peptidoglycan cell wall biosynthesis.

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)