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Sigma-Aldrich

D-α-Hydroxyglutaric acid disodium salt

≥98.0% (GC)

Synonym(s):

(R)-2-Hydroxypentanedioic acid disodium salt, Disodium (R)-2-hydroxyglutarate

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About This Item

Linear Formula:
C5H6O5Na2
CAS Number:
103404-90-6
Molecular Weight:
192.08
Beilstein:
5318041
MDL number:
MFCD00069573
UNSPSC Code:
12352106
PubChem Substance ID:
329751400
NACRES:
NA.25

Quality Level

100

Assay

≥98.0% (GC)

form

powder or crystals

optical activity

[α]/D 8.5±1.5°, c = 1 in NaOH

impurities

≤6.0% water

storage temp.

2-8°C

SMILES string

[Na].O[C@H](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/t3-;;/m1../s1

InChI key

DZHFTEDSQFPDPP-HWYNEVGZSA-L

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Biochem/physiol Actions

Biomarker for inborn errors of metabolism and cancer

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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M S Rashed et al.
Biomedical chromatography : BMC, 14(5), 317-320 (2000-08-29)
D-2-Hydroxyglutaric aciduria and L-2-hydroxyglutaric aciduria are two distinct inherited metabolic diseases. The accurate diagnosis of the exact disorder relies on the determination of the configuration of the enantiomers, either D-2-hydroxyglutaric acid or L-2-hydroxyglutaric acid excreted in excess in urine of
Martijn Kranendijk et al.
Journal of inherited metabolic disease, 35(4), 571-587 (2012-03-07)
The organic acidurias D: -2-hydroxyglutaric aciduria (D-2-HGA), L-2-hydroxyglutaric aciduria (L-2-HGA), and combined D,L-2-hydroxyglutaric aciduria (D,L-2-HGA) cause neurological impairment at young age. Accumulation of D-2-hydroxyglutarate (D-2-HG) and/or L-2-hydroxyglutarate (L-2-HG) in body fluids are the biochemical hallmarks of these disorders. The current
Stefan Nowicki et al.
The FEBS journal, 282(15), 2796-2805 (2015-04-14)
Increased glucose metabolism in cancer cells is a phenomenon that has been known for over 90 years, allowing maximal cell growth through faster ATP production and redistribution of carbons towards nucleotide, protein and fatty acid synthesis. Recently, metabolites that can
Makoto Hirata et al.
Proceedings of the National Academy of Sciences of the United States of America, 112(9), 2829-2834 (2015-03-03)
Enchondromas are benign cartilage tumors and precursors to malignant chondrosarcomas. Somatic mutations in the isocitrate dehydrogenase genes (IDH1 and IDH2) are present in the majority of these tumor types. How these mutations cause enchondromas is unclear. Here, we identified the
Andrew J Worth et al.
Chemical research in toxicology, 28(5), 948-954 (2015-03-25)
The α-ketoglutarate metabolite, 2-hydroxyglutarate (2-HG), has emerged as an important mediator in a subset of cancers and rare inherited inborn errors of metabolism. Because of potential enantiospecific metabolism, chiral analysis is essential for determining the biochemical impacts of altered 2-HG
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