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

keto-phenylpyruvate ${\displaystyle \rightleftharpoons }$ enol-phenylpyruvate

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.

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.

References

1. Rosengren E, Aman P, Thelin S, Hansson C, Ahlfors S, Björk P, Jacobsson L, Rorsman H (1997). "The macrophage migration inhibitory factor MIF is a phenylpyruvate tautomerase". FEBS Lett. 417 (1): 85–8. Bibcode:1997FEBSL.417...85R. doi:10.1016/s0014-5793(97)01261-1. PMID 9395080. S2CID 27800700.

• Blasi F, Fragomele F, Covelli I (1969). "Thyroidal phenylpyruvate tautomerase. Isolation and characterization" (PDF). J. Biol. Chem. 244 (18): 4864–70. doi:10.1016/S0021-9258(18)94283-3. PMID 5824560.
• Knox WE (1955). [38] Enzymes involved in conversion of tyrosine to acetoacetate. Methods Enzymol. Vol. 2. pp. 289–295. doi:10.1016/s0076-6879(55)02202-7. ISBN 978-0-12-181802-9.
• KNOX WE, PITT BM (1957). "Enzymic catalysis of the keto-enol tautomerization of phenylpyruvic acids". J. Biol. Chem. 225 (2): 675–88. doi:10.1016/S0021-9258(18)64866-5. PMID 13416270.

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