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Merck

K1750

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 CAS:
Peso molecular:
146.10
UNSPSC Code:
12352204
NACRES:
NA.32
PubChem Substance ID:
EC Number:
206-330-3
Beilstein/REAXYS Number:
1705689
MDL number:

Nombre del producto

α-Ketoglutaric acid, ≥98.5% (NaOH, titration)

InChI key

KPGXRSRHYNQIFN-UHFFFAOYSA-N

InChI

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

SMILES string

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

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

Quality Level

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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.

General description

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

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Long Liu et al.
Journal of biotechnology, 164(1), 97-104 (2013-01-22)
Currently, α-ketoglutaric acid (α-KG) is industrially produced by multi-step chemical synthesis, which can cause heavy environmental pollution. Here we reported a simple one-step approach for the production of α-KG by transforming l-glutamic acid with an engineered l-amino acid deaminase (l-AAD)
G Biagi et al.
Journal of animal science, 85(5), 1184-1191 (2007-02-14)
Adding organic acids to piglet diets is known to be helpful in overcoming postweaning syndrome, and butyric acid is known to be the main energy source for the epithelial cells of the large intestine and the terminal ileum. This study
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
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

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