An α-keto acid
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Oxaloacetic Acid

Item No. 30280

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-oxo-butanedioic acid
CAS Number
328-42-7
Synonyms
  • NSC 284205
  • NSC 77688
  • OAA
  • Oxalacetic Acid
Molecular Formula
C4H4O5
Formula Weight
132.1
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 15 mg/mlDMSO: 15 mg/mlEthanol: 15 mg/ml
λmax
259 nm
SMILES
OC(CC(C(O)=O)=O)=O
InChi Code
InChI=1S/C4H4O5/c5-2(4(8)9)1-3(6)7/h1H2,(H,6,7)(H,8,9)
InChi Key
KHPXUQMNIQBQEV-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 g

    $37

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    5 g

    $90

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    25 g

    $262

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    50 g

    $523

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    Product Description

    Oxaloacetic acid is an α-keto acid and a key component of cellular metabolism in its conjugate base form, oxaloacetate.1,2,3 Oxaloacetate reacts with acetyl-coenzyme A (acetyl-CoA; Item No. 16160) and water to form citrate in the first step of the citric acid cycle and is regenerated by oxidation of L-malate in the final step.2 It is an intermediate in gluconeogenesis that is formed in mitochondria via carboxylation of pyruvate and subsequently decarboxylated and phosphorylated to form phosphoenolpyruvate.3 It can be converted to aspartate via addition of an amino group from glutamate.1 Oxaloacetate (30 μmol/min per 100 g for 30 minutes, i.v.) reduces blood glutamate levels, severity of neurological dysfunction, and brain edema in a rat model of closed head injury.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Berg, J.M., Tymoczko, J.L., and Stryer, L. Amino acids are made from intermediates of the citric acid cycle and other major pathways. Biochemistry (2002).

    2. Berg, J.M., Tymoczko, J.L., and Stryer, L. The citric acid cycle oxidizes two-carbon units. Biochemistry (2020).

    3. Berg, J.M., Tymoczko, J.L., and Stryer, L. Glucose can be synthesized from noncarbohydrate precursors. Biochemistry (2002).

    4. Zlotnik, A., Gurevich, B., Tkachov, S., et al. Brain neuroprotection by scavenging blood glutamate. Exp. Neurol. 203(1), 213-220 (2007).