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3-Maleylpyruvic acid

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(Redirected from Maleylpyruvate)
3-Maleylpyruvic acid
Names
Preferred IUPAC name (2Z)-4,6-Dioxohept-2-enedioic acid
Identifiers
CAS Number
3D model (JSmol)
Beilstein Reference 1725756
ChEBI
ChemSpider
KEGG
PubChem CID
InChI
  • InChI=1S/C7H6O6/c8-4(1-2-6(10)11)3-5(9)7(12)13/h1-2H,3H2,(H,10,11)(H,12,13)/b2-1-Key: AZCFLHZUFANAOR-UPHRSURJSA-N
SMILES
  • C(C(=O)/C=C\C(=O)O)C(=O)C(=O)O
Properties
Chemical formula C7H6O6
Molar mass 186.119 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

3-Maleylpyruvic acid, or 3-maleylpyruvate, is a dicarboxylic acid formed by the oxidative ring opening of gentisic acid by gentisate 1,2-dioxygenase during the metabolism of tyrosine. It is converted into 3-fumarylpyruvate by maleylpyruvate isomerase.

References

  1. Sugiyama S, Yano K, Komagata K, Arima K (1960). "Metabolites of aromatic compounds by microbes. Part VII. Gentisic acid oxidase". Bull. Agric. Chem. Soc. Jpn. 24: 243–248.
  2. Lack L (1961). "Enzymic cis-trans isomerization of maleylpyruvic acid". J. Biol. Chem. 236 (11): 2835–2840. doi:10.1016/S0021-9258(19)76386-8. PMID 14461395.


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