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O4126

Sigma-Aldrich

Oxaloacetic acid

≥97% (HPLC)

Sinonimo/i:

2-Oxosuccinic acid, Ketosuccinic acid, Oxalacetic acid, Oxobutanedioic acid

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About This Item

Formula condensata:
HOOCCH2COCOOH
Numero CAS:
328-42-7
Peso molecolare:
132.07
Beilstein:
1705475
Numero CE:
206-329-8
Numero MDL:
MFCD00002592
Codice UNSPSC:
12352204
ID PubChem:
24897993
NACRES:
NA.32

Livello qualitativo

200

Saggio

≥97% (HPLC)

Stato

powder

Solubilità

H2O: 100 mg/mL, clear to slightly hazy, colorless to light yellow

Temperatura di conservazione

−20°C

Stringa SMILE

OC(=O)CC(=O)C(O)=O

InChI

1S/C4H4O5/c5-2(4(8)9)1-3(6)7/h1H2,(H,6,7)(H,8,9)
KHPXUQMNIQBQEV-UHFFFAOYSA-N

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Descrizione generale

Oxaloacetic acid is a dicarboxylic acid. It is an intermediate in the citric acid cycle. It is highly soluble in water and is present ubiquitously. It is produced in the mitochondria by the action of pyruvate carboxylase on pyruvate. Breakdown products of oxaloacetate includes malate, pyruvate and aspartic acid.

Applicazioni

Oxaloacetic acid has been used as a substrate for measuring citrate synthase activity in cybrids and neuroblastoma cells. It has also been used for measuring malate dehydrogenase reactivation.

Azioni biochim/fisiol

Oxaloacetic acid being an intermediate in the tri carboxylic cycle is central to metabolism. It is part of gluconeogenesis pathway. Mutation in pyruvate carboxylase leads to decreased production of oxaloacetate. It inhibits succinate dehydrogenase and is a key regulator of mitochondrial metabolism.

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H319

Classi di pericolo

Eye Irrit. 2

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificati d'analisi (COA)

Lot/Batch Number
SLCB9115
SLBQ4770V
095K1110V
075K0664V
119K0368

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Sigma-Aldrich

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Supelco

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MitoTALEN: a general approach to reduce mutant mtDNA loads and restore oxidative phosphorylation function in mitochondrial diseases
Hashimoto M, et al.
Molecular Therapy, 23(10), 15921599-15921599 (2015)
Oxaloacetic acid supplementation as a mimic of calorie restriction
Cash A
Open Longevity Science, 3, 2227-2227 (2009)
Synergistic coordination of polyethylene glycol with ClpB/DnaKJE bichaperone for refolding of heat-denatured malate dehydrogenase
Nian R, et al.
Biotechnology Progress, 25(4), 10781085-10781085 (2009)
Improved mitochondrial and methylglyoxal-related metabolisms support hyperproliferation induced by 50 Hz magnetic field in neuroblastoma cells
Falone S, et al.
Journal of Cellular Physiology, 231(9), 20142025-20142025 (2016)
Oxaloacetic acid mediates ADP-dependent inhibition of mitochondrial complex IIdriven respiration
Fink BD, et al.
The Journal of Biological Chemistry, 293(51), 1993219941-1993219941 (2018)
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