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O7753

Sigma-Aldrich

Oxaloacetic acid

powder, BioReagent, suitable for cell culture, suitable for insect cell culture, ≥97% (HPLC)

Synonyme(s) :

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

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About This Item

Formule linéaire :
HOOCCH2COCOOH
Numéro CAS:
328-42-7
Poids moléculaire :
132.07
Numéro Beilstein :
1705475
Numéro CE :
206-329-8
Numéro MDL:
MFCD00002592
Code UNSPSC :
12352204
ID de substance PubChem :
24898047
Nomenclature NACRES :
NA.75

Source biologique

synthetic (organic)

Gamme de produits

BioReagent

Pureté

≥97% (HPLC)

Forme

powder

Technique(s)

cell culture | insect: suitable
cell culture | mammalian: suitable

Solubilité

H2O: 100 mg/mL

Température de stockage

−20°C

Chaîne 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)

Clé InChI

KHPXUQMNIQBQEV-UHFFFAOYSA-N

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Catégories apparentées

Description générale

Oxaloacetic acid is a dicarboxylic acid that is present in every cell in the body. It is a metabolic intermediate of the tricarboxylic acid (TCA) cycle and gluconeogenesis.

Application

Oxaloacetic acid has been used to evaluate its effect on neuromuscular function and lifespan in amyotrophic lateral sclerosis (ALS) model superoxide dismutase 1 (SOD1) G93A mice. It has also been used as a supplement in Dulbecco′s modified Eagle′s medium (DMEM) to culture chicken fibroblast (DF-1) cells and chemically immortalized leghorn male hepatoma (LMH) cells for functional validation experiments.

Actions biochimiques/physiologiques

Oxaloacetic acid plays a vital role in central metabolism. It inhibits succinate dehydrogenase and is a key regulator of mitochondrial metabolism.

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H319

Classification des risques

Eye Irrit. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Brian D Fink et al.
The Journal of biological chemistry, 293(51), 19932-19941 (2018-11-06)
We recently reported a previously unrecognized mitochondrial respiratory phenomenon. When [ADP] was held constant ("clamped") at sequentially increasing concentrations in succinate-energized muscle mitochondria in the absence of rotenone (commonly used to block complex I), we observed a biphasic, increasing then
Zhitao Wang et al.
Viruses, 13(6) (2021-07-03)
Gallid alpha-herpesvirus 1, also known as avian infectious laryngotracheitis virus (ILTV), continues to cause huge economic losses to the poultry industry worldwide. Similar to that of other herpesvirus-encoded proteins, the expression of viral genes encoded by ILTV is regulated by
Lee Hua Long et al.
Biochemical and biophysical research communications, 417(1), 446-450 (2011-12-15)
Several phenolic compounds as well as ascorbate can oxidise in certain cell culture media (especially Dulbecco's modified Eagle's medium (DMEM)) to generate hydrogen peroxide. Addition of oxaloacetate decreased the levels of H(2)O(2) detected and the oxaloacetate was depleted. Oxaloacetate was
L T Wong et al.
Pediatric research, 20(3), 274-279 (1986-03-01)
An infant with the acute neonatal form of pyruvate carboxylase deficiency (cross-reacting material negative) presented with severe intractable lactic acidosis within 4 h after birth. He also had hyperammonemia, hypercitrullinemia, and hyperlysinemia. Plasma glutamine was not elevated. He had a
Alexander Zlotnik et al.
Anesthesiology, 116(1), 73-83 (2011-12-02)
Decreasing blood glutamate concentrations after traumatic brain injury accelerates brain-to-blood glutamate efflux, leading to improved neurologic outcomes. The authors hypothesize that treatment with blood glutamate scavengers should reduce neuronal cell loss, whereas administration of glutamate should worsen outcomes. The authors
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