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K1128

Sigma-Aldrich

α-Ketoglutaric acid

BioReagent, suitable for cell culture, suitable for insect cell culture

Sinónimos:

2-Oxoglutaric acid, 2-Oxopentanedioic acid

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About This Item

Fórmula lineal:
HOOCCH2CH2COCOOH
Número de CAS:
328-50-7
Peso molecular:
146.10
Beilstein:
1705689
Número CE:
206-330-3
Número MDL:
MFCD00004165
Código UNSPSC:
12352204
ID de la sustancia en PubChem:
24896202
NACRES:
NA.32

Línea del producto

BioReagent

Nivel de calidad

200

Ensayo

≥98.5% NaOH basis (titration)

Formulario

powder or crystals

técnicas

cell culture | insect: suitable
cell culture | mammalian: suitable

solubilidad

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

temp. de almacenamiento

2-8°C

cadena SMILES

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)

Clave InChI

KPGXRSRHYNQIFN-UHFFFAOYSA-N

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Descripción general

Alpha-ketoglutarate (αKG), a vital intermediate in the tricarboxylic acid (TCA)/Krebs cycle, is located between succinyl-CoA and isocitrate.

Aplicación

α-Ketoglutaric acid has been used:
  • as a supplement in minimum essential medium α (α-MEM) to culture primary mesenchymal stromal/stem cells (MSCs) to study its effects on age-related osteoporosis
  • for chemical treatments to compare the treatment effects of several compounds on lifespan between manual and automated lifespan machine (ALM) platforms
  • as a printed chemotaxis ligand to screen chemotaxis receptors with high-throughput technologies and verify the interactions with surface plasmon resonance (SPR)

Acciones bioquímicas o fisiológicas

Alpha-ketoglutarate (αKG), a nitrogen scavenger, is an important source of glutamate and glutamine. It controls the synthesis of ATP and decreases the generation of equivalent (NAD+/NADH) in the tricarboxylic acid (TCA) cycle. It promotes the synthesis of protein and prevents protein degradation in muscles. This immune nutrient factor participates in the general immune and collagen metabolism. In aged rodents, αKG accelerates the healing of bone defects. It may possess potential anti-aging effects. This Krebs cycle molecule can be used as a supplement in insect and mammalian cell cultures.

Pictogramas

Corrosion
GHS05

Palabra de señalización

Danger

Frases de peligro

H318

Clasificaciones de peligro

Eye Dam. 1

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
BCCM6132
BCCK7215
0000271298
BCCH3270
BCCG6859

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Nan Wu et al.
Biomolecules & therapeutics, 24(1), 1-8 (2016-01-14)
Alpha-ketoglutarate (AKG) is a key molecule in the Krebs cycle determining the overall rate of the citric acid cycle of the organism. It is a nitrogen scavenger and a source of glutamate and glutamine that stimulates protein synthesis and inhibits
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
Christopher J Day et al.
Methods in molecular biology (Clifton, N.J.), 1729, 303-317 (2018-02-13)
Ligand-receptor interactions triggering signal transduction components of many sensory pathways, remain elusive due to paucity of high-throughput screening methods. Here we describe our use of small molecule microarrays comprising of small glycans, amino and organic acids, salts, and other known
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
Yuan Wang et al.
Nature communications, 11(1), 5596-5596 (2020-11-07)
Age-related osteoporosis is characterized by the deterioration in bone volume and strength, partly due to the dysfunction of bone marrow mesenchymal stromal/stem cells (MSCs) during aging. Alpha-ketoglutarate (αKG) is an essential intermediate in the tricarboxylic acid (TCA) cycle. Studies have
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