α-Ketoglutaric acid

α-Ketoglutaric acid (2-oxoglutaric acid) is a keto acid.

α-Ketoglutaric acid
Names
Preferred IUPAC name
2-Oxopentanedioic acid
Other names
2-Ketoglutaric acid
alpha-Ketoglutaric acid
2-Oxoglutaric acid
Oxoglutaric acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
DrugBank
ECHA InfoCard 100.005.756
KEGG
MeSH alpha-ketoglutaric+acid
UNII
  • InChI=1S/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10) Y
    Key: KPGXRSRHYNQIFN-UHFFFAOYSA-N Y
  • InChI=1/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10)
    Key: KPGXRSRHYNQIFN-UHFFFAOYAN
  • O=C(O)C(=O)CCC(=O)O
Properties
C5H6O5
Molar mass 146.098 g·mol−1
Melting point 115 °C (239 °F; 388 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Its carboxylate, α-ketoglutarate (also called 2-oxoglutarate), is an important biological compound. It is produced by deamination of glutamate, and is an intermediate in the Krebs cycle.

The term "ketoglutaric acid," when not further qualified, almost always refers to the alpha variant. β-Ketoglutaric acid varies only by the position of the ketone functional group, and is much less common.

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