An aconitase inhibitor
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Product Categories

Product Type

Biochemicals
Small Molecule Modulators
Small Molecule Inhibitors

Research Area

Oxalomalic Acid (sodium salt)

Item No. 13521

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-carboxy-3-deoxy-2-pentulosaric acid, trisodium salt
CAS Number
89304-26-7
Molecular Formula
C6H6O8 • 3Na
Formula Weight
275.0
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Water: 1 mg/ml
SMILES
OC(C(O)C(C(O)=O)C(C(O)=O)=O)=O
InChi Code
InChI=1S/C6H6O8/c7-2(5(11)12)1(4(9)10)3(8)6(13)14/h1-2,7H,(H,9,10)(H,11,12)(H,13,14)
InChi Key
YILAUJBAPQXZGM-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

    $103

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    10 mg

    $169

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    25 mg

    $378

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    Product Description

    Aconitase catalyzes the stereospecific isomerization of citrate to isocitrate in the first step of the citric acid cycle. It acts as an iron regulatory protein (IRP), controlling the translation of proteins involved in iron metabolism when iron is scarce and resumes aconitase activity when iron is abundant. Aconitase is now recognized as a regulator of iron-induced glutamate production.1 Oxalomalic acid, formed by the condensation of oxaloacetate with glyoxylate in vivo, inhibits both aconitase and NADP-dependent isocitrate dehydrogenase in the conversion of citrate to isocitrate at concentrations as low as 1 mM.2 At 5 mM, oxalomalic acid inhibition of aconitase leads to a decrease in the binding activity of IRP1 and a decrease in glutamate secretion in cultured lens epithelial cells, retinal pigment epithelial cells, and neurons.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gerber, D.E. EGFR inhibition in the treatment of non-small cell lung cancer. Drug Dev. Res. 69(6), 359-372 (2008).

    2. Ruffo, A., Testa, E., Adinolfi, A., et al. Control of the citric acid cycle by glyoxylate. Mechanism of the inhibition by oxalomalate and γ-hydroxy-α-oxoglutarate. Biochem. J. 103(1), 19-23 (1967).

    3. Festa, M., Colonna, A., Pietropaolo, C., et al. Oxalomalate, a competitive inhibitor of aconitase, modulates the RNA-binding activity of iron-regulatory proteins. Biochem. J. 348(Pt. 2), 315-320 (2000).

    4. McGahan, M.C., Harned, J., Mukunnemkeril, M., et al. Iron alters glutamate secretion by regulating cytosolic aconitase activity. Am. J. Physiol. Cell Physiol. 288(5), 1117-1124 (2005).