Phosphoenolpyruvate
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Phosphoenolpyruvate | |
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Chemical name | 2-phosphonooxyprop-2-enoic acid |
Other names | Phosphoenolpyruvic acid, PEP |
Chemical formula | C3H5O6P |
SMILES | C=C(C(=O)O)OP(=O)(O)O |
Molecular mass | 168.042 g/mol |
Melting point | ? °C |
CAS number | [138-08-9] |
Disclaimer and references |
Phosphoenolpyruvate (synonyms: Phosphoenolpyruvic acid, PEP) is an important chemical compound in biochemistry. It has a high energy phosphate bond, and is involved in glycolysis and gluconeogenesis. In plants, it is also involved in the biosynthesis of various aromatic compounds, and in carbon fixation.
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[edit] In glycolysis
PEP is formed by the action of the enzyme enolase on 2-phosphoglycerate. Metabolism of PEP to pyruvate 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.
2-phospho-D-glycerate | Enolase | phosphoenolpyruvate | Pyruvate kinase | pyruvate | ||
H2O | ADP | ATP | ||||
H2O | ADP | ATP | ||||
Enolase | Pyruvate kinase |
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.
[edit] In gluconeogenesis
PEP is formed from the decarboxylation of oxaloacetate and hydrolysis of one guanosine triphosphate molecule. This reaction is catalyzed by the enzyme phosphoenolpyruvate carboxykinase (PEPCK). This reaction is a rate-limiting step in gluconeogenesis:[1]
- GTP + oxaloacetate → GDP + phosphoenolpyruvate + CO2
[edit] In plants
PEP may be used for the synthesis of chorismate through the shikimate pathway.[2] Chorismate may then be metabolized into the aromatic amino acids (phenylalanine, tryptophan and tyrosine) and other aromatic compounds.
Additionally, in C₄ plants, PEP serves as an important substrate in carbon fixation. The chemical equation, as catalyzed by phosphoenolpyruvate carboxylase (PEP carboxylase), is:
- PEP + CO2 → oxaloacetate
[edit] References
[edit] External links
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