90790
L-α-Hydroxyglutaric acid disodium salt
≥98.0% (GC)
동의어(들):
(S)-2-Hydroxypentanedioic acid disodium salt, Disodium (S)-2-hydroxyglutarate
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크기 선택
제품정보 (DICE 배송 시 비용 별도)
Linear Formula:
C5H6O5Na2
CAS 번호:
Molecular Weight:
192.08
UNSPSC Code:
12352106
NACRES:
NA.32
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
5318042
SMILES string
[O-]C(CC[C@@H](C([O-])=O)O)=O.[Na+].[Na+]
InChI key
DZHFTEDSQFPDPP-QTNFYWBSSA-L
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
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
Quality Level
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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.
저장 등급
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
The production of alpha-hydroxyglutaric acid from glutamic acid by cell-free preparations of Peptococcus aerogenes.
W M Johnson et al.
Canadian journal of biochemistry, 47(12), 1103-1107 (1969-12-01)
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)
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)
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
Peppi Koivunen et al.
Nature, 483(7390), 484-488 (2012-02-22)
The identification of succinate dehydrogenase (SDH), fumarate hydratase (FH) and isocitrate dehydrogenase (IDH) mutations in human cancers has rekindled the idea that altered cellular metabolism can transform cells. Inactivating SDH and FH mutations cause the accumulation of succinate and fumarate
프로토콜
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.
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