EC 1.11.2.1 - Unspecific peroxygenase

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IntEnz Enzyme Nomenclature
EC 1.11.2.1

Names

Accepted name:
unspecific peroxygenase
Other names:
aromatic peroxygenase
mushroom peroxygenase
haloperoxidase-peroxygenase
Agrocybe aegerita peroxidase
Systematic name:
substrate:hydrogen-peroxide oxidoreductase (RH-hydroxylating or-epoxidising)

Reaction

Cofactor

Comments:

A heme-thiolate protein (P450). Enzymes of this type include glycoproteins secreted by agaric basidiomycetes. They catalyse the insertion of an oxygen atom from H2O2 into a wide variety of substrates, including aromatic rings such as naphthalene, toluene, phenanthrene, pyrene and p-nitrophenol, recalcitrant heterocycles such as pyridine, dibenzofuran, various ethers (resulting in O-dealkylation) and alkanes such as propane, hexane and cyclohexane. Reactions catalysed include hydroxylation, epoxidation, N-oxidation, sulfooxidation, O- and N-dealkylation, bromination and one-electron oxidations. They have little or no activity toward chloride. Mechanistically, the catalytic cycle of unspecific (mono)-peroxygenases combines elements of the "shunt" pathway of cytochrome P450s (a side activity that utilizes a peroxide in place of dioxygen and NAD[P]H) and the classic heme peroxidase cycle.

Links to other databases

Enzymes and pathways: NC-IUBMB , BRENDA , ExplorEnz , ENZYME@ExPASy , KEGG , MetaCyc , UniPathway
Protein domains and families: PROSITE:PDOC00394
Structural data: CSA , EC2PDB
UniProtKB/Swiss-Prot:

References

  1. Ullrich, R., Nuske, J., Scheibner, K., Spantzel, J., Hofrichter, M.
    Novel haloperoxidase from the agaric basidiomycete Agrocybe aegerita oxidizes aryl alcohols and aldehydes.
    Appl. Environ. Microbiol. 70 : 4575-4581 (2004). [PMID: 15294788]
  2. Ullrich, R., Hofrichter, M.
    The haloperoxidase of the agaric fungus Agrocybe aegerita hydroxylates toluene and naphthalene.
    FEBS Lett. 579 : 6247-6250 (2005). [PMID: 16253244]
  3. Anh, D. H., Ullrich, R., Benndorf, D., Svatos, A., Muck, A., Hofrichter, M.
    The coprophilous mushroom Coprinus radians secretes a haloperoxidase that catalyzes aromatic peroxygenation.
    Appl. Environ. Microbiol. 73 : 5477-5485 (2007). [PMID: 17601809]
  4. Aranda, E., Kinne, M., Kluge, M., Ullrich, R., Hofrichter, M.
    Conversion of dibenzothiophene by the mushrooms Agrocybe aegerita and Coprinellus radians and their extracellular peroxygenases.
    Appl. Microbiol. Biotechnol. 82 : 1057-1066 (2009). [PMID: 19039585]
  5. Kinne, M., Poraj-Kobielska, M., Aranda, E., Ullrich, R., Hammel, K. E., Scheibner, K., Hofrichter, M.
    Regioselective preparation of 5-hydroxypropranolol and 4'-hydroxydiclofenac with a fungal peroxygenase.
    Bioorg. Med. Chem. Lett. 19 : 3085-3087 (2009). [PMID: 19394224]
  6. Kluge, M., Ullrich, R., Dolge, C., Scheibner, K., Hofrichter, M.
    Hydroxylation of naphthalene by aromatic peroxygenase from Agrocybe aegerita proceeds via oxygen transfer from H2O2 and intermediary epoxidation.
    Appl. Microbiol. Biotechnol. 81 : 1071-1076 (2009). [PMID: 18815784]
  7. Ullrich, R., Dolge, C., Kluge, M., Hofrichter, M.
    Pyridine as novel substrate for regioselective oxygenation with aromatic peroxygenase from Agrocybe aegerita.
    FEBS Lett. 582 : 4100-4106 (2008). [PMID: 19022254]
  8. Kinne, M., Poraj-Kobielska, M., Ralph, S. A., Ullrich, R., Hofrichter, M., Hammel, K. E.
    Oxidative cleavage of diverse ethers by an extracellular fungal peroxygenase.
    J. Biol. Chem. 284 : 29343-29349 (2009). [PMID: 19713216]
  9. Pecyna, M. J., Ullrich, R., Bittner, B., Clemens, A., Scheibner, K., Schubert, R., Hofrichter, M.
    Molecular characterization of aromatic peroxygenase from Agrocybe aegerita.
    Appl. Microbiol. Biotechnol. 84 : 885-897 (2009). [PMID: 19434406]

[EC 1.11.2.1 created 2010]