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O4126

Sigma-Aldrich

Oxaloacetic acid

≥97% (HPLC)

Sinónimos:

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

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About This Item

Fórmula lineal:
HOOCCH2COCOOH
Número de CAS:
328-42-7
Peso molecular:
132.07
Beilstein:
1705475
Número CE:
206-329-8
Número MDL:
MFCD00002592
Código UNSPSC:
12352204
ID de la sustancia en PubChem:
24897993
NACRES:
NA.32

Nivel de calidad

200

Ensayo

≥97% (HPLC)

Formulario

powder

solubilidad

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

temp. de almacenamiento

−20°C

cadena SMILES

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)

Clave InChI

KHPXUQMNIQBQEV-UHFFFAOYSA-N

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Descripción general

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.

Aplicación

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.

Acciones bioquímicas o fisiológicas

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.

Pictogramas

Exclamation mark
GHS07

Palabra de señalización

Warning

Frases de peligro

H319

Clasificaciones de peligro

Eye Irrit. 2

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 1

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

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

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Certificados de análisis (COA)

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

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cis-Aconitic acid ≥98%

Sigma-Aldrich

A3412

cis-Aconitic acid

α-Ketoglutaric acid disodium salt hydrate ≥95%

Supelco

K3752

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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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Protocolos

Enzymatic Assay of Malic Dehydrogenase (EC 1.1.1.37)

Enzymatic Assay of Malic Dehydrogenase (EC 1.1.1.37)

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