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Α-Hydroxyglutaric acid

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α-Hydroxyglutaric acid
Names
IUPAC name
2-Hydroxypentanedioic acid
Other names
2-Hydroxyglutaric acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
MeSH Alpha-hydroxyglutarate
  • InChI=1S/C5H8O5/c6-3(5(9)10)1-2-4(7)8/h3,6H,1-2H2,(H,7,8)(H,9,10) checkY
    Key: HWXBTNAVRSUOJR-UHFFFAOYSA-N checkY
  • InChI=1/C5H8O5/c6-3(5(9)10)1-2-4(7)8/h3,6H,1-2H2,(H,7,8)(H,9,10)
    Key: HWXBTNAVRSUOJR-UHFFFAOYAI
  • C(CC(=O)O)C(C(=O)O)O
  • O=C(O)C(O)CCC(=O)O
Properties
C5H8O5
Molar mass 148.114 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

α-Hydroxyglutaric acid (2-hydroxyglutaric acid) is an alpha hydroxy acid. In humans the compound is formed by a hydroxyacid-oxoacid transhydrogenase whereas in bacteria is formed by a 2-hydroxyglutarate synthase. The compound can be converted to α-ketoglutaric acid through the action of a 2-hydroxyglutarate dehydrogenase which, in humans, are two enzymes called D2HGDH and L2HGDH. Deficiency in either of these two enzymes lead to a disease known as 2-hydroxyglutaric aciduria.