Phenylpyruvate tautomerase

In enzymology, phenylpyruvate tautomerase or Macrophage migration inhibitory factor (EC 5.3.2.1) is an enzyme that catalyzes the chemical reaction

keto-phenylpyruvate enol-phenylpyruvate
phenylpyruvate tautomerase
Identifiers
EC number5.3.2.1
CAS number9023-54-5
Databases
IntEnzIntEnz view
BRENDABRENDA entry
ExPASyNiceZyme view
KEGGKEGG entry
MetaCycmetabolic pathway
PRIAMprofile
PDB structuresRCSB PDB PDBe PDBsum
Gene OntologyAmiGO / QuickGO

Phenylpyruvate tautomerase has also been found to exhibit the same keto-enol tautomerism for 4-Hydroxyphenylpyruvic acid, which is structurally similar to phenylpyruvate but contains an additional hydroxyl moiety in the para position of the aromatic ring.[1]

This enzyme belongs to the family of isomerases, specifically those intramolecular oxidoreductases interconverting keto- and enol-groups. The systematic name of this enzyme class is phenylpyruvate keto---enol-isomerase. This enzyme is also called phenylpyruvic keto-enol isomerase. This enzyme participates in tyrosine metabolism and phenylalanine metabolism.

Structural studies

As of late 2007, 7 structures have been solved for this class of enzymes, with PDB accession codes 1GYJ, 1GYX, 1GYY, 2GDG, 2OOH, 2OOW, and 2OOZ.

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References
  1. Rosengren E, Aman P, Thelin S, Hansson C, Ahlfors S, Björk P, Jacobsson L, Rorsman H. "The macrophage migration inhibitory factor MIF is a phenylpyruvate tautomerase". FEBS Lett. 417: 85–8. doi:10.1016/s0014-5793(97)01261-1. PMID 9395080.
  • Blasi F, Fragomele F, Covelli I (1969). "Thyroidal phenylpyruvate tautomerase. Isolation and characterization". J. Biol. Chem. 244 (18): 4864–70. PMID 5824560.
  • Knox WE (1955). "p-Hydroxyphenylpyruvate enol-keto tautomerase". Methods Enzymol. 2: 289–295. doi:10.1016/s0076-6879(55)02202-7.
  • KNOX WE, PITT BM (1957). "Enzymic catalysis of the keto-enol tautomerization of phenylpyruvic acids". J. Biol. Chem. 225 (2): 675–88. PMID 13416270.


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