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Chemical Compound Review

AC1NEID1     2-oxo-3-phenyl-propanoate

Synonyms: CHEBI:18005, ZINC00901485, P-5000, A804835, A809715, ...
This record was replaced with 997.
 
 
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Disease relevance of Phenyl pyruvic acid

  • Previous kinetic studies of Streptomyces avermitilis HPPD have shown that the substrate analog phenylpyruvate (PPA), which only differs from the normal substrate (4-hydroxyphenyl)pyruvate (HPP) by the absence of a para-hydroxyl group on the aromatic ring, does not induce a reaction with dioxygen [1].
 

High impact information on Phenyl pyruvic acid

  • The binding of HPP, phenylpyruvate (PPA), and pyruvate to the holoenzyme produces a weak ligand charge-transfer band at approximately 500 nm that is indicative of bidentate binding of the 1-carboxylate and 2-keto pyruvate oxygen atoms to the active site metal ion [2].
  • Circular dichroism and magnetic circular dichroism studies have been performed and indicate that both enzyme complexes with PPA are similar with bidentate alpha-KG coordination and a 5C Fe(II) site [1].

References

  1. Spectroscopic and electronic structure studies of the role of active site interactions in the decarboxylation reaction of alpha-keto acid-dependent dioxygenases. Neidig, M.L., Brown, C.D., Kavana, M., Choroba, O.W., Spencer, J.B., Moran, G.R., Solomon, E.I. J. Inorg. Biochem. (2006) [Pubmed]
  2. (4-Hydroxyphenyl)pyruvate dioxygenase from Streptomyces avermitilis: the basis for ordered substrate addition. Johnson-Winters, K., Purpero, V.M., Kavana, M., Nelson, T., Moran, G.R. Biochemistry (2003) [Pubmed]
 
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