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Merck

16859

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:
Molecular Weight:
192.08
UNSPSC Code:
12352106
NACRES:
NA.25
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
5318041

Product Name

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

InChI key

DZHFTEDSQFPDPP-HWYNEVGZSA-L

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

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

Quality Level

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Biochem/physiol Actions

Biomarker for inborn errors of metabolism and cancer

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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)
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
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
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

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