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Merck

O7753

Sigma-Aldrich

Oxalessigsäure

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

Synonym(e):

2-Ketobernsteinsäure, 2-Oxobernsteinsäure, Oxobutandisäure

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About This Item

Lineare Formel:
HOOCCH2COCOOH
CAS-Nummer:
Molekulargewicht:
132.07
Beilstein:
1705475
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352204
PubChem Substanz-ID:
NACRES:
NA.75

Biologische Quelle

synthetic (organic)

Qualitätsniveau

Produktlinie

BioReagent

Assay

≥97% (HPLC)

Form

powder

Methode(n)

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

Löslichkeit

H2O: 100 mg/mL

Lagertemp.

−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)

InChIKey

KHPXUQMNIQBQEV-UHFFFAOYSA-N

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Allgemeine Beschreibung

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.

Anwendung

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.

Biochem./physiol. Wirkung

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

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Piktogramme

Exclamation mark

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

Eye Irrit. 2

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 1

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

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


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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
Tonya N Zeczycki et al.
Biochemistry, 50(45), 9724-9737 (2011-10-01)
The catalytic mechanism of the MgATP-dependent carboxylation of biotin in the biotin carboxylase domain of pyruvate carboxylase from R. etli (RePC) is common to the biotin-dependent carboxylases. The current site-directed mutagenesis study has clarified the catalytic functions of several residues
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

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