Saltar al contenido
MilliporeSigma
Todas las fotos(5)

Documentos

O4126

Sigma-Aldrich

Oxaloacetic acid

≥97% (HPLC)

Sinónimos:

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

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización
Todas las fotos(5)

About This Item

Fórmula lineal:
HOOCCH2COCOOH
Número de CAS:
328-42-7
Peso molecular:
132.07
Beilstein/REAXYS Number:
1705475
EC Number:
206-329-8
MDL number:
MFCD00002592
UNSPSC Code:
12352204
PubChem Substance ID:
24897993
NACRES:
NA.32

Quality Level

200

assay

≥97% (HPLC)

form

powder

solubility

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

storage temp.

−20°C

SMILES string

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)

InChI key

KHPXUQMNIQBQEV-UHFFFAOYSA-N

¿Está buscando productos similares? Visita Guía de comparación de productos

General description

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.

Application

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.

Biochem/physiol Actions

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

Los clientes también vieron

Slide 1 of 3

1 of 3

α-Ketoglutaric acid 99.0-101.0% (T)

Sigma-Aldrich

75890

α-Ketoglutaric acid

cis-Aconitic acid ≥98%

Sigma-Aldrich

A3412

cis-Aconitic acid

α-Ketoglutaric acid disodium salt hydrate ≥95%

Supelco

K3752

α-Ketoglutaric acid disodium salt hydrate

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)
Ver todos los artículos relacionados

Artículos

Monosaccharide Biosynthesis

Learn about monosaccharide biosynthesis and the metabolism of monosaccharides. A unit of a carbohydrate and the simplest form of a sugar, a monosaccharide cannot be hydrolyzed into a simpler compound.

Glutamine Metabolism is Dysregulated in Many Cancer Cells

Sigma-Aldrich presents an article about how proliferatively active cells require both a source of carbon and of nitrogen for the synthesis of macromolecules. Although a large proportion of tumor cells utilize aerobic glycolysis and shunt metabolites away from mitochondrial oxidative phosphorylation, many tumor cells exhibit increased mitochondrial activity.

The Krebs Cycle — Harnessing Chemical Energy for Cellular Respiration

Get to know the Tricarboxylic acid (TCA) cycle to better inform your research in biochemistry, metabolomics, or related fields concerned with this metabolic pathway and its enzymes, by-products, or intermediates.

Fatty Acid Synthesis and Metabolism in Cancer Cells

Information on fatty acid synthesis and metabolism in cancer cells. Learn how proliferatively active cells require fatty acids for functions such as membrane generation, protein modification, and bioenergetic requirements. These fatty acids are derived either from dietary sources or are synthesized by the cell.

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico