O4126

Oxaloacetic acid

≥97% (HPLC)

• Synonym(s): 2-Oxosuccinic acid, Ketosuccinic acid, Oxalacetic acid, Oxobutanedioic acid
• Linear Formula: HOOCCH₂COCOOH
• CAS Number: 328-42-7
• Molecular Weight: 132.07
• Beilstein/REAXYS Number: 1705475
• EC Number: 206-329-8
• MDL number: MFCD00002592
• UNSPSC Code: 12352204
• PubChem Substance ID: 24897993
• NACRES: NA.32

Properties

• Quality Level: 200
• 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

Description

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.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H319
• pcodes: P264 - P280 - P305 + P351 + P338 - P337 + P313
• Hazard Classifications: Eye Irrit. 2
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges