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Overview for MACiE Entry M0250

Version history

General Information

EC Number: 1.11.1.10 (A member of the Oxidoreductases, Acting on a peroxide as acceptor, Peroxidases)

Enzyme Name: chloride peroxidase

Biological Species: Caldariomyces fumago (Fungus)

Catalytic Chain UniprotKB Accession Codes:

Representative PDB Code: 2cpo - CHLOROPEROXIDASE (Resolution = 2.10 Å).

Catalytic CATH Codes:

Display structure information

Overall Reaction:

Image of chloride

Image of hydrogen peroxide

Image of proton

Image of alkane

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Image of water

Image of chlorinated alkane

chloride
C00698
CHEBI:17996
hydrogen peroxide
C00027
CHEBI:16240
proton
C00080
CHEBI:15378
CHEBI:24636
alkane
C01371
CHEBI:18310
2 water
C00001
CHEBI:15377
chlorinated alkane
C01334
CHEBI:23128

Overall Comment: This is the heme-dependent chloroperoxidase.


View similar reactions


Stepwise Description of the Reaction

Step 1The hydrogen peroxide, once bound to the heme cofactor, undergoes self de-protonation to produce the activated species.
Step 2The activated hydrogen peroxide species collapses, with concomitant movement of an electron pair to the iron centre of heme, and shuttling of a single electron out into the porphyrin ring of the cofactor. This generates the so-called compound I.
Step 3The chloride ion initiates a nucleophilic attack on the oxo group of Compound I in an addition reaction which results in the donation of two electrons to the iron centre, and a single electron being transferred to the prophyrin ring.
Step 4The intermediate deprotonates Glu183, which in turn deprotonates His105.
Step 5His105 deprotonates Glu183, which in turn deprotonates the alkane. This initiates a nucleophilic attack upon the heme-bound hypochlorous acid in a substitution reaction.
Step 6The bound hydroxide deprotonates a water molecule in an inferred return step.

View similar reactions (composite manual annotation)


Catalytic Residues Involved

Type Number Chain Location of Function
Cys 29 A Side Chain
Asp 106 A Side Chain
His 105 A Side Chain
Glu 183 A Side Chain

Metal Cofactors for M0250

Type Het group Number Chain
iron HEM 396 _ Overview

References

  1. W.-D. Woggon et al. (2001), J. Inorg. Biochem., 83, 289-300. Synthetic active site analogues of heme-thiolate proteins. Characterization and identification of intermediates of the catalytic cycles of cytochrome P450cam and chloroperoxidase.
    Medline: 11293549
  2. H.-A. Wagenknecht et al. (1997), Chem. Biol., 4, 367-372. Identification of intermediates in the catalytic cycle of chloroperoxidase.
    Medline: 9195874
  3. M. Sundaramoorthy et al. (1998), Chem. Biol., 5, 461-473. Stereochemistry of the chloroperoxidase active site: crystallographic and molecular-modeling studies.
    Medline: 9751642

Homologue information for M0250 (2cpo)

CSA Homologues

MACiE Homologues (within the PDB)

MACiE Homologues (within UniprotKB/SwissProt)



Entries with the same EC number (different mechanisms):

MACiE Entry Enzyme Name PDB code Composite
Reaction Similarity
Catalytic Machinery
Similarity
M0014 chloride peroxidase 1vnc 0.4848 0.1509 Compare
M0248 chloride peroxidase 1a7u 0.5862 0.2789 Compare

View a comparison of the other reactions in MACiE with EC number 1.11.1.10


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
Link to MetaCyc Link to KEGG Link to BRENDA Link to ExplorENZ
Link to EzCatDB

GOA logo
peroxidase activity (molecular function)
oxidoreductase activity (molecular function)
chloride peroxidase activity (molecular function)
metal ion binding (molecular function)
oxidation-reduction process (biological process)
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