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Documentos Principais

O4126

Sigma-Aldrich

Oxaloacetic acid

≥97% (HPLC)

Sinônimo(s):

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

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About This Item

Fórmula linear:
HOOCCH2COCOOH
Número CAS:
Peso molecular:
132.07
Beilstein:
1705475
Número CE:
Número MDL:
Código UNSPSC:
12352204
ID de substância PubChem:
NACRES:
NA.32

Nível de qualidade

Ensaio

≥97% (HPLC)

Formulário

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

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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

Palavra indicadora

Warning

Frases de perigo

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


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Artigos

Sigma article discusses tumor cell metabolic pathways, focusing on aerobic glycolysis and mitochondrial activity.

Fatty acid synthesis supports cancer cell proliferation, essential for membrane generation, protein modification, and bioenergetics.

Protocolos

Spectrophotometric assay evaluates malic dehydrogenase activity using bovine heart enzyme with critical histidine residue at active site.

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