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O4126 Sigma-Aldrich

Oxaloacetic acid

≥97% (HPLC)

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

  • CAS Number 328-42-7

  • Linear Formula HOOCCH2COCOOH

  • Molecular Weight 132.07

  •  Beilstein/REAXYS Number 1705475

  •  EC Number 206-329-8

  •  MDL number MFCD00002592

  •  PubChem Substance ID 24897993

  •  NACRES NA.32

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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.

Packaging

1, 5, 25, 100 g in poly bottle

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 & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 1
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Fatty Acid Synthesis and Metabolism in Cancer Cells

Proliferatively active cells require fatty acids for functions such as membrane generation, protein modification, and bioenergetic requirements. These fatty acids are derived either from dietary sour...
BioFiles v7 n4
Keywords: Apoptosis, Cancer, Carboxylations, Catalysis, Citric Acid Cycle, Gene expression, Glycolysis, Metabolism, Oxidations, Phosphorylations

Glutamine Metabolism is Dysregulated in Many Cancer Cells

Proliferatively active cells require both a source of carbon and of nitrogen for the synthesis of macromolecules. Although a large proportion of tumor cells utilize aerobic glycolysis and shunt metab...
BioFiles v7 n4
Keywords: Aerobic, Cancer, Citric Acid Cycle, Gene expression, Glycolysis, Metabolism, Metabolites, Phosphorylations, Transcription

Monosaccharide Biosynthesis

Each monosaccharide has its own interesting metabolism. The pathway by which a monosaccharide is made, is not the reverse of its degradation pathway (see Figure 4).
BioFiles 2007, 2.6, 21.
Keywords: Addition reactions, Carboxylations, Catalysis, Condensations, Decarboxylations, Degradations, Metabolic Pathways, Metabolism, Metabolites, Phosphorylations, Reductions

OAMLS Online Plate Map

OAMLS compounds are conveniently provided at 5µg per well, enough for multiple injections. These are high purity (>95%) compounds supplied in an economical, ready to use format. Compounds are arrange...
Keywords: Metabolites

The Krebs cycle — harnessing chemical energy for cellular respiration

The tricarboxylic acid (TCA) cycle, also known as the Krebs or citric acid cycle, is the main source of energy for cells and an important part of aerobic respiration. The cycle harnesses the availabl...
Keywords: Addition reactions, Aerobic, Biochemistry, Catalysis, Citric Acid Cycle, Decarboxylations, Dehydration reaction, Diseases, Enzyme activity, Glycolysis, Hydration reaction, Lipid Metabolism, Mass spectrometry, Metabolism, Metabolites, Metabolomics, Oxidations, Phosphorylations, Respiration

Protocols

Enzymatic Assay of Malic Dehydrogenase (EC 1.1.1.37)

The continuous spectrophotometric rate determination (A340, Light path = 1 cm) is based on the following reaction:
Keywords: Extinction coefficient

Peer-Reviewed Papers
15

References

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