Phosphoenolpyruvate

Phosphoenolpyruvic acid

Names
IUPAC name 2-(phosphonooxy)acrylic acid
Other names Phosphoenolpyruvic acid, PEP
Identifiers
CAS Number	138-08-9 Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:44897 Y
ChemSpider	980 Y
DrugBank	DB01819 Y
ECHA InfoCard	100.004.830
IUPHAR/BPS	4692
PubChem	1005
InChI InChI=1S/C3H5O6P/c1-2(3(4)5)9-10(6,7)8/h1H2,(H,4,5)(H2,6,7,8) Y Key: DTBNBXWJWCWCIK-UHFFFAOYSA-N Y
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).
Y  (what is YN ?)
Infobox references

Phosphoenolpyruvic acid (PEP), or phosphoenolpyruvate (2-phosphoenolpyruvate) as the anion, is an important chemical compound in biochemistry. It has the highest-energy phosphate bond found (-61.9 kJ/mol) in living 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.

PEP is formed by the action of the enzyme enolase on 2-phosphoglyceric acid. Metabolism of PEP to pyruvic acid by pyruvate kinase (PK) generates 1 molecule of adenosine triphosphate (ATP) via substrate-level phosphorylation. ATP is one of the major currencies of chemical energy within cells.

Compound C00631 at KEGG Pathway Database. Enzyme 4.2.1.11 at KEGG Pathway Database. Compound C00074 at KEGG Pathway Database. Enzyme 2.7.1.40 at KEGG Pathway Database. Compound C00022 at KEGG Pathway Database.