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K1128

Sigma-Aldrich

α-Ketoglutaric acid

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

Synonim(y):

2-Oxoglutaric acid, 2-Oxopentanedioic acid

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About This Item

Wzór liniowy:
HOOCCH2CH2COCOOH
Numer CAS:
328-50-7
Masa cząsteczkowa:
146.10
Beilstein:
1705689
Numer WE:
206-330-3
Numer MDL:
MFCD00004165
Kod UNSPSC:
12352204
Identyfikator substancji w PubChem:
24896202
NACRES:
NA.32

linia produktu

BioReagent

Próba

≥98.5% NaOH basis (titration)

Postać

powder or crystals

metody

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

rozpuszczalność

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

temp. przechowywania

2-8°C

ciąg 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)

Klucz InChI

KPGXRSRHYNQIFN-UHFFFAOYSA-N

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Opis ogólny

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

Zastosowanie

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)

Działania biochem./fizjol.

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.

Piktogramy

Corrosion
GHS05

Hasło ostrzegawcze

Danger

Zwroty wskazujące rodzaj zagrożenia

H318

Zwroty wskazujące środki ostrożności

P280 - P305 + P351 + P338 + P310

Klasyfikacja zagrożeń

Eye Dam. 1

Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Środki ochrony indywidualnej

dust mask type N95 (US), Eyeshields, Gloves

Certyfikaty analizy (CoA)

Poszukaj Certyfikaty analizy (CoA), wpisując numer partii/serii produktów. Numery serii i partii można znaleźć na etykiecie produktu po słowach „seria” lub „partia”.

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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

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
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
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
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
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