O4126
Oxaloacetic acid
≥97% (HPLC)
Synonym(s):
2-Oxosuccinic acid, Ketosuccinic acid, Oxalacetic acid, Oxobutanedioic acid
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About This Item
Linear Formula:
HOOCCH2COCOOH
CAS Number:
Molecular Weight:
132.07
UNSPSC Code:
12352204
NACRES:
NA.32
PubChem Substance ID:
EC Number:
206-329-8
Beilstein/REAXYS Number:
1705475
MDL number:
Quality Level
assay
≥97% (HPLC)
form
powder
solubility
H2O: 100 mg/mL, clear to slightly hazy, colorless to light yellow
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
General description
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.
Application
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.
Biochem/physiol Actions
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.
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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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Related Content
Product Information Sheet
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)
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)