2-hydroxyglutaric acid

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Structural formula
Structural formula of 2-hydroxyglutarate
Structural formula without stereochemistry
General
Surname 2-hydroxyglutaric acid
other names
  • 2-hydroxypentanedioic acid
  • α-hydroxyglutarate
  • 2-HG
  • ( R ) -2-hydroxyglutaric acid
  • ( S ) -2-hydroxyglutaric acid
  • ( RS ) -2-hydroxyglutaric acid
  • L -2-hydroxyglutaric acid
  • D -2-hydroxyglutaric acid
  • DL -2-hydroxyglutaric acid
Molecular formula C 5 H 8 O 5
External identifiers / databases
CAS number
  • 2889-31-8
  • 13095-48-2 [( S ) -enantiomer]
  • 40951-21-1 ( disodium salt )
PubChem 43
ChemSpider 42
Wikidata Q209412
properties
Molar mass 148.11 g mol −1
safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

2-Hydroxyglutaric acid (α-hydroxyglutaric acid) is a chemical compound from the group of hydroxycarboxylic acids and is a derivative of glutaric acid .

It can be converted into α-ketoglutaric acid by the enzyme isocitrate dehydrogenase (IDH) . Hereditary disorders of this enzyme complex lead to a clinical picture known as 2-hydroxy-glutaric aciduria . Elevated levels of 2-hydroxyglutarate have been linked to the development of astrocytomas .

Individual evidence

  1. ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  2. ↑ Gliomas: Mutated enzyme drives cancer growth. (htm) Deutsches Ärzteblatt , November 23, 2009, archived from the original on February 5, 2010 ; Retrieved June 6, 2010 .
  3. ↑ Lenny Dang et al., Agios Pharmaceuticals, Cambridge, MA: Cancer-associated IDH1 mutations produce 2-hydroxyglutarate , in: Nature , December 10, 2009; 462 (7274), pp. 739-744, doi: 10.1038 / nature08617 , PMID 19935646 ; PMC 2818760 (free full text, PDF)