94577

Sigma-Aldrich

DL-α-Hydroxyglutaric acid disodium salt

≥95.0% (GC)

Synonym(s):
(RS)-2-Hydroxypentanedioic acid disodium salt, Disodium 2-hydroxyglutarate
Linear Formula:
C5H6O5Na2
CAS Number:
Molecular Weight:
192.08
MDL number:
PubChem Substance ID:

Quality Level

assay

≥95.0% (GC)

form

powder or crystals

impurities

≤6.0% water

storage temp.

2-8°C
2-8°C

SMILES string

[Na+].[Na+].OC(CCC([O-])=O)C([O-])=O

InChI

1S/C5H8O5.2Na/c6-3(5(9)10)1-2-4(7)8;;/h3,6H,1-2H2,(H,7,8)(H,9,10);;/q;2*+1/p-2

InChI key

DZHFTEDSQFPDPP-UHFFFAOYSA-L

Biochem/physiol Actions

D-(or R-) enantiomer of α-hydroxyglutaric acid is a cancer related biomarker of diagnostic value, whereas the L-(or S-) enantiomer of α-hydroxyglutaric acid is a biomarker for certain neurometabolic, inherited disorder diseases. It has no known physiological function in eukaryotes. It is toxic to the brain and increases the susceptibility to develop brain tumors.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Fang Wang et al.
Science (New York, N.Y.), 340(6132), 622-626 (2013-04-06)
A number of human cancers harbor somatic point mutations in the genes encoding isocitrate dehydrogenases 1 and 2 (IDH1 and IDH2). These mutations alter residues in the enzyme active sites and confer a gain-of-function in cancer cells, resulting in the...
Cancer-associated IDH1 mutations produce 2-hydroxyglutarate
Lenny Dang
Nature (2009)
Progress in understanding 2-hydroxyglutaric acidurias
Martijn Kranendijk
Journal of inherited metabolic disease, 35(4), 571-587 (2012)
Cancer-associated IDH mutations: biomarker and therapeutic opportunities
K E Yen
Oncogene (2010)
Cancer: A metabolic metamorphosis.
Abigail S Krall et al.
Nature, 496(7443), 38-40 (2013-04-05)
Protocols
We describe here a rapid and sensitive method to separate and measure D-2-OHG and L-2-OHG enantiomers using high-resolution mass spectrometry (HRMS) detection.
Read More

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