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Overview for MACiE Entry M0061

Version history

General Information

EC Number: 5.3.2.- (A member of the Isomerases, Intramolecular oxidoreductases, Interconverting keto- and enol-groups)

Enzyme Name: 4-oxalocrotonate tautomerase

Biological Species: Pseudomonas putida (Bacteria)

Catalytic Chain UniprotKB Accession Codes:

  • Q01468 - 4-oxalocrotonate tautomerase

Representative PDB Code: 1bjp - CRYSTAL STRUCTURE OF 4-OXALOCROTONATE TAUTOMERASE INACTIVATED BY 2-OXO-3-PENTYNOATE AT 2.4 ANGSTROMS RESOLUTION (Resolution = 2.40 Å).

Catalytic CATH Codes:

  • Unassigned Domain

Display structure information

Overall Reaction:

Image of 5-oxohex-2-enedioate

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Image of 5-oxohex-3-enedioate

5-oxohex-2-enedioate
C03453
CHEBI:16967
5-oxohex-3-enedioate
X00020

Overall Comment: No actual EC number. Stated as 5.3.2.-.


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Stepwise Description of the Reaction

Step 1The N-terminal proline deprotonates the CH2 of the substrate, initiating double bond rearrangement and forming the enol form of the substrate.
Step 2The oxyanion collapses back, initiating double bond rearrangement, and the terminal double bond then accepts a proton from the N-terminal proline.

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Catalytic Residues Involved

Type Number Chain Location of Function
Pro 1 A Main Chain N Terminus
Phe 50 A Side Chain
Arg 39 B Side Chain

References

  1. R. M. Czerwinski et al. (2001), Biochemistry, 40, 1984-1995. The structural basis for the perturbed pKa of the catalytic base in 4-oxalocrotonate tautomerase: kinetic and structural effects of mutations of Phe-50.
    Medline: 11329265
  2. T. K. Harris et al. (1999), Biochemistry, 38, 12343-12357. Kinetic, stereochemical, and structural effects of mutations of the active site arginine residues in 4-oxalocrotonate tautomerase.
    Medline: 10493802

Homologue information for M0061 (1bjp)

CSA Homologues

MACiE Homologues (within the PDB)

MACiE Homologues (within UniprotKB/SwissProt)


Links to this entry in other databases

Link to EC-PDB-SUM Link to PDB-SUM Link to RCSB PDB Link to PDBe Link to CSA
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cellular aromatic compound metabolic process (biological process)
isomerase activity (molecular function)
aromatic compound catabolic process (biological process)
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