Pular para o conteúdo
Merck
Todas as fotos(5)

Documentos Principais

Visualizar Toda a Documentação

O4126

Sigma-Aldrich

Oxaloacetic acid

≥97% (HPLC)

Sinônimo(s):

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

Faça loginpara ver os preços organizacionais e de contrato
Todas as fotos(5)

About This Item

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

Nível de qualidade

200

Ensaio

≥97% (HPLC)

forma

powder

solubilidade

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

temperatura de armazenamento

−20°C

cadeia de caracteres 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)

chave InChI

KHPXUQMNIQBQEV-UHFFFAOYSA-N

Procurando produtos similares? Visita Guia de comparação de produtos

Descrição geral

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.

Aplicação

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.

Ações bioquímicas/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

Palavra indicadora

Warning

Frases de perigo

H319

Classificações de perigo

Eye Irrit. 2

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

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

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

Já possui este produto?

Encontre a documentação dos produtos que você adquiriu recentemente na biblioteca de documentos.

Visite a Biblioteca de Documentos

Os clientes também visualizaram

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)
Exibir todos os documentos relacionados

Artigos

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.

Protocolos

Enzymatic Assay of Malic Dehydrogenase (EC 1.1.1.37)

Enzymatic Assay of Malic Dehydrogenase (EC 1.1.1.37)

Nossa equipe de cientistas tem experiência em todas as áreas de pesquisa, incluindo Life Sciences, ciência de materiais, síntese química, cromatografia, química analítica e muitas outras.

Entre em contato com a assistência técnica