Phosphoenolpyruvic acid

Phosphoenolpyruvic acid
Names
	Preferred IUPAC name 2-(Phosphonooxy)prop-2-enoic acid
	Other names Phosphoenolpyruvic acid, PEP
Identifiers
CAS Number	138-08-9 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:44897 ;
ChemSpider	980 ;
DrugBank	DB01819 ;
ECHA InfoCard	100.004.830
IUPHAR/BPS	4692;
KEGG	C00074 ;
PubChem CID	1005;
UNII	545YL308OW ;
CompTox Dashboard (EPA)	DTXSID80861797 ;
	InChI InChI=1S/C3H5O6P/c1-2(3(4)5)9-10(6,7)8/h1H2,(H,4,5)(H2,6,7,8) Key: DTBNBXWJWCWCIK-UHFFFAOYSA-N ;
	SMILES O=C(O)C(OP(=O)(O)O)=C;
Properties
Chemical formula	C3H5O6P
Molar mass	168.042
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Phosphoenolpyruvate (2-phosphoenolpyruvate, PEP) is the carboxylic acid derived from the enol of pyruvate and a phosphate anion. It exists as an anion. PEP is an important intermediate in biochemistry. It has the highest-energy phosphate bond found (−61.9 kJ/mol) in organisms, and is involved in glycolysis and gluconeogenesis. In plants, it is also involved in the biosynthesis of various aromatic compounds, and in carbon fixation; in bacteria, it is also used as the source of energy for the phosphotransferase system.