Phosphoenolpyruvate

Base Information

• Chemical Name: Phosphoenolpyruvate
• CAS No.: 138-08-9
• Deprecated CAS: 101015-20-7,53230-12-9,80206-33-3,1309961-12-3
• Molecular Formula: C3H5O6P
• Molecular Weight: 168.043
• Hs Code.: 2931900090
• European Community (EC) Number: 205-312-2
• UNII: 545YL308OW
• DSSTox Substance ID: DTXSID80861797
• Nikkaji Number: J9.706C
• Wikipedia: Phosphoenolpyruvic_acid
• Wikidata: Q412139
• Pharos Ligand ID: CKK3KHVDRLF8
• Metabolomics Workbench ID: 37169
• ChEMBL ID: CHEMBL1235228
• Mol file: 138-08-9.mol

Synonyms:Phosphoenolpyruvate

Chemical Property of Phosphoenolpyruvate

Chemical Property:

• Vapor Pressure: 5.29E-10mmHg at 25°C
• Refractive Index: 1.53
• Boiling Point: 466.7 °C at 760 mmHg
• PKA: 1.39±0.10(Predicted)
• Flash Point: 236.1 °C
• PSA: 113.87000
• Density: 1.804 g/cm³
• LogP: -0.30600
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 167.98237487
• Heavy Atom Count: 10
• Complexity: 201

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Other Biomolecules
• Canonical SMILES: C=C(C(=O)O)OP(=O)(O)O
• Recent ClinicalTrials: PEP on a Skin Graft Donor Site Wound

Technology Process of Phosphoenolpyruvate

There total 36 articles about Phosphoenolpyruvate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

D-(+)-2-phosphoglyceric acid (3443-57-0) → D-(-)-3-phosphoglyceric acid (820-11-1,3443-58-1,73358-94-8,111614-09-6) + phosphoenolpyruvic acid (138-08-9)

Guidance literature:

in zellfreiem Extrakt von Escherichia entsteht ein Gleichgewichtsgemisch;

DOI:10.1002/1522-2640(200105)73:5<480::AID-CITE480>3.0.CO;2-B

Reference yield:

2-oxo-propionic acid (127-17-3) + ATP (56-65-5,896506-78-8) → phosphoenolpyruvic acid (138-08-9) + 5'-adenosine monophosphate (61-19-8,24937-83-5,67583-85-1)

Guidance literature:

With magnesium(II); Phosphate; In water; at 38 ℃; pH=7.0; Equilibrium constant; Thermodynamic data;

DOI:10.1016/j.jct.2003.08.002

Reference yield:

2-oxo-propionic acid (127-17-3) + ATP (56-65-5,896506-78-8) → phosphoenolpyruvic acid (138-08-9) + adenosine 5'-diphosphate (58-64-0,905904-58-7)

Guidance literature:

With magnesium(II); In water; at 38 ℃; pH=7.0; Equilibrium constant; Thermodynamic data;

DOI:10.1016/j.jct.2003.08.002

upstream raw materials:

3-chloro-2-hydroxypropanoic acid

D-(+)-2-phosphoglyceric acid

D-(-)-3-phosphoglyceric acid

2-phosphonooxy-acrylic acid methyl ester

Downstream raw materials:

Oxalacetic acid

Guanosine 5'-triphosphate

Phosphocreatine

D-glucose 6-phosphate

Refernces

• 1、 BARTLEY,AVI-DOR. "The formation of phosphopyruvate in washed particles of kidney and liver.". . p. 194 - 202. Retrieved 1955.
• 2、 Simon, Ethan S.,Grabowski, Sven,Whitesides, George M.. "Preparation of phosphoenolpyruvate from D-(-)-3-phosphoglyceric acid for use in regeneration of ATP.". . p. 8920 - 8921. Retrieved 1989.
• 3、 Satani, Nikunj,Lin, Yu-Hsi,Hammoudi, Naima,Raghavan, Sudhir,Georgiou, Dimitra K.,Muller, Florian L.. "ENOblock does not inhibit the activity of the glycolytic enzyme enolase". . . Retrieved 2016.
• 4、 Cooper,Kornberg. "". . p. 618. Retrieved 1965.
• 5、 Byczynski, Bartosz,Mizyed, Shehadeh,Berti, Paul J.. "Nonenzymatic breakdown of the tetrahedral (α-carboxyketal phosphate) intermediates of MurA and AroA, two carboxyvinyl transferases. Protonation of different functional groups controls the rate and fate of breakdown". . p. 12541 - 12550. Retrieved 2007/10/03.