1.10.3.4: o-aminophenol oxidase
This is an abbreviated version!
For detailed information about o-aminophenol oxidase, go to the full flat file.
Word Map on EC 1.10.3.4
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1.10.3.4
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antibioticus
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o-aminophenols
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catecholase
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antiferromagnetic
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multicopper
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h-atom
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tridentate
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manganeseiii
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heterometallic
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variable-temperature
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3,5-di-tert-butylcatechol
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xanthommatin
- 1.10.3.4
- antibioticus
- o-aminophenols
- catecholase
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antiferromagnetic
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multicopper
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h-atom
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tridentate
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manganeseiii
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heterometallic
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variable-temperature
- 3,5-di-tert-butylcatechol
- xanthommatin
Reaction
4 2-aminophenol + 3 O2 = 2 2-aminophenoxazin-3-one + 6 H2O
Synonyms
2-aminophenol:oxygen oxidoreductase, esophenoxazine synthase, GriF, isophenoxazine synthase, o-aminophenol oxidase, o-aminophenol:O2 oxidoreductase, oxidase, o-aminophenol, phenoxazinone synthase, PHS, PhsA
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Substrates Products
Substrates Products on EC 1.10.3.4 - o-aminophenol oxidase
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REACTION DIAGRAM
2,2'-azino-bis(3-ethyl benzothiazoline-6-sulfonic acid) + O2
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2 2-aminophenol + 2 O2
isophenoxazine + 2 H2O + H2O2
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highly specific for o-aminophenol, not: related compounds (e.g. 3-hydroxyanthranilic acid, 3-hydroxy-kynurenine, p-aminophenol, catechol)
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2 2-aminophenol + 2 O2
isophenoxazine + 2 H2O + H2O2
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2 2-aminophenol + 2 O2
isophenoxazine + 2 H2O + H2O2
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oxidation of o-aminophenol to o-quinoneimine and subsequent condensation of o-aminophenol to 2-amino-3H-isophenoxazin-3-one in absence of Mn2+ requires about 1 mol of riboflavin 5'-phosphate per mol of o-aminophenol oxidized, in presence of Mn2+ riboflavin 5'-phosphate acts as catalyst
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2-aminophenol + O2
2-aminophenoxazin-3-one + H2O
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2-amino-3-oxo-3H-phenoxazine-1,9-dicarboxylic acid + H2O
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3-hydroxyanthranilic acid + O2
2-amino-3-oxo-3H-phenoxazine-1,9-dicarboxylic acid + H2O
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additional information
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enzyme from crude cell extract exhibits Congo red decolourization activity at a rate of 27% without mediator. Several mediators improve PHS-catalyzed Congo red decolourization, with the highest rate of 73.89% obtained with 2,2'-azinobis-3-ethylbenzothiazoline-6-sulfonic acid as mediator under optimized conditions of 4000 U/l PHS activity, 0.01 mM mediator, 0.1 mM Congo red, and 8 h reaction time. 2,2'-Azinobis-3-ethylbenzothiazoline-6-sulfonic acid is also a substrate for the enzyme
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additional information
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Co[N-(pyridine-2-yl)-benzylidine-1,3-propanediamine]2(ClO4)3 shows phenoxazinone synthase activity in both methanol and MeCN at room temperature
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additional information
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Mn(3-methoxy-4-hydroxy benzaldehyde)2(OH2)2 shows phenoxazinone synthase activity
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additional information
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the cobalt complexes Co(2((2(2-hydroxyethylamino)ethylimino)methyl)-6-ethoxyphenyl)( 2-acetyl-1-naphthyl)(N3) and Co(1((2(diethylamino)ethylimino)methyl)naphthalen-2-ol)(1-benzoylacetone)(N3) show phenoxazinone synthase mimicking activity
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additional information
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the copper complex [Cu42+( N-(2-hydroxyethyl)-3-methoxysalicylaldimine)4] shows phenoxazinone synthase axctivity
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