(2S)-2-hydroxypentanedioic acid


CAS No. : 13095-48-2

(2S)-2-hydroxypentanedioic acid,13095-48-2
Product Details
Cat No:M054944
Synonyms:2(S)-HG;L-2-Hydroxyglutaric Acid;L-α-Hydroxyglutaric Acid
Molecular Formula:C5H8O5
Molecular Weight:148.114
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Assay:≥95%
Appearance:A solution in ethanol
Cat No:M054944
Cas No:13095-48-2
Product-Name:(2S)-2-hydroxypentanedioic acid
IUPAC Name:(2S)-2-hydroxypentanedioic acid
InChI:InChI=1S/C5H8O5/c6-3(5(9)10)1-2-4(7)8/h3,6H,1-2H2,(H,7,8)(H,9,10)/t3-/m0/s1
InChIKey:HWXBTNAVRSUOJR-VKHMYHEASA-N
SMILES:C(CC(=O)O)C(C(=O)O)O
(2S)-Hydroxyglutaric acid is a natural α-hydroxy acid that is normally metabolized to 2-oxoglutarate (α-ketoglutarate) by L-2-hydroxyglutarate dehydrogenase (L2HGDH). Mutations in L2HGDH result in L-2-hydroxyglutaric aciduria, an autosomal recessive disorder resulting in neurological impairment at a young age. Mutations in isocitrate dehydrogenase 1 (IDH1) and IDH2, typically associated with certain cancers, can cause these enzymes to convert isocitrate to 2-hydroxyglutaric acid, rather than 2-oxoglutarate. (2S)-Hydroxyglutaric acid inhibits 2-oxoglutarate-dependent dioxygenases, including lysine demethylases and DNA hydroxylases.
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