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Merck

K1750

Sigma-Aldrich

α-Ketoglutaric acid

≥98.5% (NaOH, titration)

Sinónimos:

2-Oxoglutaric acid, 2-Oxopentanedioic acid

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About This Item

Fórmula lineal:
HOOCCH2CH2COCOOH
Número de CAS:
Peso molecular:
146.10
Beilstein/REAXYS Number:
1705689
EC Number:
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32

Quality Level

assay

≥98.5% (NaOH, titration)

form

powder

solubility

water: 100 mg/mL, clear to slightly hazy, colorless to faintly yellow

storage temp.

2-8°C

SMILES string

OC(=O)CCC(=O)C(O)=O

InChI

1S/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10)

InChI key

KPGXRSRHYNQIFN-UHFFFAOYSA-N

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Categorías relacionadas

General description

α-Ketoglutaric acid (α-KG) is produced in the tricarboxylic acid cycle.

Application

α-Ketoglutaric acid (α-KG) has been used:
  • to study its effects on swine fecal microflora in an in vitro fermentation system
  • to study its effects on the activation of CD8+ T-cells
  • as a substrate in glutamate oxaloacetate transaminase (GOT2) mitochondrial lysate assay

Biochem/physiol Actions

α-Ketoglutaric acid (α-KG) has a wide range of applications in the animal feed, food, pharmaceutical and fine chemistry industries.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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J Kitaura et al.
European journal of pediatrics, 158(5), 410-413 (1999-05-20)
Two cases of hyperinsulinaemic hypoglycaemia associated with persistent hyperammonaemia in unrelated infants of 7 days and 4 months of age are reported. Blood ammonia levels were 100-300 micromol/l (normal values <40 micromol/l). The hyperammonaemia was asymptomatic and not associated with
F Rocchiccioli et al.
Biomedical mass spectrometry, 11(1), 24-28 (1984-01-01)
Quantification of 2-ketoglutaric acid in plasma and cerebrospinal fluid as its O-trimethylsilyl++-quinoxalinol derivative by gas chromatography chemical ionization mass spectrometry is described with benzoylformic acid as internal standard. This technique, with ammonia as reactant gas, only detects the protonated molecular
Agata M Pudlik et al.
Applied and environmental microbiology, 79(4), 1095-1101 (2012-12-04)
Transamination is the first step in the conversion of amino acids into aroma compounds by lactic acid bacteria (LAB) used in food fermentations. The process is limited by the availability of α-ketoglutarate, which is the best α-keto donor for transaminases
Victoria I Bunik et al.
International journal of molecular sciences, 21(11) (2020-05-30)
Genetic up-regulation of mitochondrial 2-oxoglutarate dehydrogenase is known to increase reactive oxygen species, being detrimental for cancer cells. Thiamine diphosphate (ThDP, cocarboxylase) is an essential activator of the enzyme and inhibits p53-DNA binding in cancer cells. We hypothesize that the
Ivanhoe K H Leung et al.
Journal of medicinal chemistry, 56(2), 547-555 (2012-12-14)
The human 2-oxoglutarate (2OG) dependent oxygenases belong to a family of structurally related enzymes that play important roles in many biological processes. We report that competition-based NMR methods, using 2OG as a reporter ligand, can be used for quantitative and

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