Oxidoreductases;
Acting on a peroxide as acceptor;
Peroxygenases

substrate:hydrogen-peroxide oxidoreductase (RH-hydroxylating or -epoxidising)

RH + H2O2 = ROH + H2O [RN:R09507]

R09507

RH [CPD:C01371];
H2O2 [CPD:C00027]

A heme-thiolate protein (P-450). 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 P-450s (a side activity that utilizes a peroxide in place of dioxygen and NAD[P]H) and the classic heme peroxidase cycle.

EC 1.11.2.1 created 2011

1  [PMID:15294788]

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 (2004) 4575-81.

[ag:CAS12253]

2  [PMID:16253244]

Ullrich R, Hofrichter M

The haloperoxidase of the agaric fungus Agrocybe aegerita hydroxylates toluene and naphthalene.

FEBS. Lett. 579 (2005) 6247-50.

[ag:CAS12253]

3  [PMID:17601809]

Anh DH, 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 (2007) 5477-85.

4  [PMID:19022254]

Ullrich R, Dolge C, Kluge M, Hofrichter M

Pyridine as novel substrate for regioselective oxygenation with aromatic peroxygenase from Agrocybe aegerita.

FEBS. Lett. 582 (2008) 4100-6.

[ag:CAS12253]

5  [PMID:19039585]

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 (2009) 1057-66.

6  [PMID:19394224]

Kinne M, Poraj-Kobielska M, Aranda E, Ullrich R, Hammel KE, Scheibner K, Hofrichter M

Regioselective preparation of 5-hydroxypropranolol and 4'-hydroxydiclofenac with  a fungal peroxygenase.

Bioorg. Med. Chem. Lett. 19 (2009) 3085-7.

[ag:CAS12253]

7  [PMID:18815784]

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 (2009) 1071-6.

[ag:CAS12253]

8  [PMID:19713216]

Kinne M, Poraj-Kobielska M, Ralph SA, Ullrich R, Hofrichter M, Hammel KE

Oxidative cleavage of diverse ethers by an extracellular fungal peroxygenase.

J. Biol. Chem. 284 (2009) 29343-9.

9  [PMID:19434406]

Pecyna MJ, Ullrich R, Bittner B, Clemens A, Scheibner K, Schubert R, Hofrichter M

Molecular characterization of aromatic peroxygenase from Agrocybe aegerita.

Appl. Microbiol. Biotechnol. 84 (2009) 885-97.

[ag:CAS12253]