90790
L-α-Hydroxyglutaric acid disodium salt
≥98.0% (GC)
Sinónimos:
(S)-2-Hydroxypentanedioic acid disodium salt, Disodium (S)-2-hydroxyglutarate
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Fórmula lineal:
C5H6O5Na2
Número CAS:
Peso molecular:
192.08
UNSPSC Code:
12352106
NACRES:
NA.32
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
5318042
Servicio técnico
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Permítanos ayudarleQuality Level
assay
≥98.0% (GC)
form
powder or crystals
optical activity
[α]/D -8.5±1.5°, c = 1 in 0.1 M NaOH
impurities
≤6.0% water
relevant disease(s)
cancer
storage temp.
2-8°C
SMILES string
[O-]C(CC[C@@H](C([O-])=O)O)=O.[Na+].[Na+]
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-;;/m0../s1
InChI key
DZHFTEDSQFPDPP-QTNFYWBSSA-L
General description
Glutamic acid is metabolized to α-Hydroxyglutaric acid in an NAD-dependent manner by cell-free extracts of Peptococcus aerogenes. It is formed as an intermediate during glyoxylic acid metabolism in bacteria.
Application
L-α-Hydroxyglutaric acid disodium salt is suitable for use in collection buffer for increased recovery of hypoxia-inducible factor-1 α (HIF-1α), a marker of hypoxia in human tumors. It is also suitable for the radiolabeled 5mC-5hmC conversion assay to study the effect of 2-HG on the TET family of methyl hydroxylases.
Biochem/physiol Actions
L-alpha-Hydroxyglutaric acid accumulates as a result of a rare defect in L-2-HG dehydogenase, leading to the metabolic disorder L-2-hydroxyglutaric aciduria (L-2HGA). L-2HGA is associated with neuronal defects, leukodystrophy and linked to an increased risk of brain tumors.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Rapid separation of some common intermediates of microbial metabolism by thin-layer chromatography.
A S Bleiweis et al.
Analytical biochemistry, 20(2), 335-338 (1967-08-01)
Hugh Colvin et al.
Scientific reports, 6, 36289-36289 (2016-11-09)
Deranged metabolism is a hallmark of cancer, playing a significant role in driving the disease process. One such example is the induction of carcinogenesis by the oncometabolite D-2 hydroxyglutarate (D-2HG), which is produced by the mutated enzyme isocitrate dehydrogenase (IDH)
A S Bleiweis et al.
Journal of bacteriology, 94(5), 1560-1564 (1967-11-01)
Aspergillus glaucus, cultured on sodium propionate-mineral salts medium, incorporates (14)C-glyoxylate into labeled alpha-hydroxyglutaric acid within 30 sec. Mycelial extracts retain this biosynthetic capacity, which is destroyed by heating. Propionyl-2-(14)C-coenzyme A also in incorporated into labeled alpha-hydroxyglutaric acid by these mycelial