A metabolite of L-tyrosine and L-phenylalanine
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Fumarylacetoacetic Acid

Item No. 46207

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4,6-dioxo-2E-octenedioic acid
CAS Number
28613-33-4
Synonyms
  • 4-Fumarylacetoacetic Acid
Molecular Formula
C8H8O6
Formula Weight
200.1
Purity
≥95%
Formulation (Request formulation change)
A solid
SMILES
OC(/C=C/C(CC(CC(O)=O)=O)=O)=O
InChi Code
InChI=1S/C8H8O6/c9-5(1-2-7(11)12)3-6(10)4-8(13)14/h1-2H,3-4H2,(H,11,12)(H,13,14)/b2-1+
InChi Key
GACSIVHAIFQKTC-OWOJBTEDSA-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 mg

    $65

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    5 mg

    $293

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    10 mg

    $520

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    25 mg

    $813

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    Product Description

    Fumarylacetoacetic acid is a metabolite of L-tyrosine (Item No. 36333) and L-phenylalanine (Item No. 31498).1,2,3 It is enzymatically formed from L-tyrosine via 4-hydroxyphenylpyruvic acid (Item No. 38508), homogentisate (Item No. 20045), and 4-maleylacetoacetate intermediates. Fumarylacetoacetic acid inhibits DNA glycosylation, the initial step in base excision repair, in a cell-free assay.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ravdin, R.G., and Crandall, D.I. The enzymatic conversion of homogentisic acid to 4-fumarylacetoacetic acid. The Journal of Biological Chemisty 189(1), 137-149 (1951).

    2. Bliksrud, Y.T., Ellingsen, A., and Bjørås, M. Fumarylacetoacetate inhibits the initial step of the base excision repair pathway: Implication for the pathogenesis of tyrosinemia type I. J. Inherit. Metab. Dis. 36(5), 773-778 (2013).

    3. Grasso, D., Balloni, V., Baratto, M.C., et al. Ochronotic deposition in alkaptonuria: Semiquinone-mediated oxidative coupling and metabolic drivers of homogentisic acid accumulation. Int. J. Mol. Sci. 26(19), 9674 (2025).