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About This Item
Linear Formula:
HOOCCH2COCOOH
CAS Number:
Molecular Weight:
132.07
UNSPSC Code:
12352204
NACRES:
NA.75
PubChem Substance ID:
EC Number:
206-329-8
Beilstein/REAXYS Number:
1705475
MDL number:
biological source
synthetic (organic)
Quality Level
product line
BioReagent
assay
≥97% (HPLC)
form
powder
technique(s)
cell culture | insect: suitable, cell culture | mammalian: suitable
solubility
H2O: 100 mg/mL
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
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General description
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.
Biochem/physiol Actions
Oxaloacetic acid plays a vital role in central metabolism. It inhibits succinate dehydrogenase and is a key regulator of mitochondrial metabolism.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2
Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
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
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
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
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| O7753-100G | 04061834248521 |
| O7753-25G | 04061834248538 |
| O7753-5G | 04061835514212 |
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