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16859

Sigma-Aldrich

D-α-Hydroxyglutaric acid disodium salt

≥98.0% (GC)

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Synonym(s):
(R)-2-Hydroxypentanedioic acid disodium salt, Disodium (R)-2-hydroxyglutarate
Linear Formula:
C5H6O5Na2
CAS Number:
103404-90-6
Molecular Weight:
192.08
Beilstein:
5318041
MDL number:
MFCD00069573
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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This Item
H83789457790790
D-α-Hydroxyglutaric acid disodium salt ≥98.0% (GC)

Sigma-Aldrich

16859

D-α-Hydroxyglutaric acid disodium salt

D-α-Hydroxyglutaric acid disodium salt ≥95% (GC)

Sigma-Aldrich

H8378

D-α-Hydroxyglutaric acid disodium salt

DL-α-Hydroxyglutaric acid disodium salt ≥95.0% (GC)

Sigma-Aldrich

94577

DL-α-Hydroxyglutaric acid disodium salt

L-α-Hydroxyglutaric acid disodium salt ≥98.0% (GC)

Sigma-Aldrich

90790

L-α-Hydroxyglutaric acid disodium salt

form

powder or crystals

form

powder

form

powder or crystals

form

powder or crystals

optical activity

[α]/D 8.5±1.5°, c = 1 in NaOH

optical activity

-

optical activity

-

optical activity

[α]/D -8.5±1.5°, c = 1 in 0.1 M NaOH

impurities

≤6.0% water

impurities

-

impurities

≤6.0% water

impurities

≤6.0% water

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

Quality Level

100

Quality Level

-

Quality Level

-

Quality Level

-

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

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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
Stereochemical studies on porphyrin a: assignment of the absolute configuration of a model porphyrin by degradation.
Battersby, A.R., et al.
Journal of the Chemical Society. Perkin Transactions 1, 9, 1565-1580 (1986)
Stereospecific ketonization of 2-hydroxymuconate by 4-oxalocrotonate tautomerase and 5-(carboxymethyl)-2-hydroxymuconate isomerase.
Whitman, C.P., et al.
Journal of the American Chemical Society, 114, 10104-10110 (1992)
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
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