| Entry |
|
|---|
| Name |
o-aminophenol oxidase;
isophenoxazine synthase;
o-aminophenol:O2 oxidoreductase;
2-aminophenol:O2 oxidoreductase;
GriF |
|---|
| Class |
Oxidoreductases;
Acting on diphenols and related substances as donors;
With oxygen as acceptor
 |
|---|
| Sysname |
2-aminophenol:oxygen oxidoreductase |
|---|
| Reaction(IUBMB) |
(1) (1a) 2 2-aminophenol + O2 = 2 6-iminocyclohexa-2,4-dienone + 2
H2O [RN:R00074];
(2) (1b) 2 6-iminocyclohexa-2,4-dienone + oxidant =
2-aminophenoxazin-3-one + reduced oxidant (spontaneous) |
|---|
| Reaction(KEGG) |
R00074
 |
|---|
| Substrate |
2-aminophenol [CPD:C01987];
O2 [CPD:C00007];
6-iminocyclohexa-2,4-dienone [CPD:C17500];
oxidant |
|---|
| Product |
6-iminocyclohexa-2,4-dienone [CPD:C17500];
H2O [CPD:C00001];
2-aminophenoxazin-3-one [CPD:C02161];
reduced oxidant (spontaneous) |
|---|
| Cofactor |
FAD [CPD:C00016];
Manganese [CPD:C00034];
Copper [CPD:C00070];
Flavoprotein [CPD:C06411] |
|---|
| Comment |
A flavoprotein. While the enzyme from the plant Tecoma stans is
activated by Mn2+ [1], that from the bacterium Streptomyces griseus
(GriF) requires Cu2+ for maximal activity. Two molecules of the
product 6-iminocyclohexa-2,4-dienone (i.e. 1,2-benzoquinone
monoimine) spontaneously condense with oxidation to yield
2-aminophenoxazin-3-one [4]. 3-Amino-4-hydroxybenzaldehyde, which
has a -CHO group at the para-position with respect to the hydroxy
group of 2-aminophenol, was found to be the best substrate for GriF
[4]. |
|---|
| Pathway |
PATH: ec00380 Tryptophan metabolism |
|---|
Reference
Authors
Title
Journal
Organism
|
1 [PMID:14170322]
NAIR PM, VAIDYANATHAN CS.
ISOPHENOXAZINE SYNTHASE.
Biochim. Biophys. Acta. 81 (1964) 507-16.
Tecoma stans |
|---|
Reference
Authors
Title
Journal
Organism
|
2 [PMID:14298835]
NAIR PM, VINING LC.
ESOPHENOXAZINE SYNTHASE APOENZYME FROM PYCNOPORUS COCCINEUS.
Biochim. Biophys. Acta. 96 (1965) 318-27.
Pycnoporus coccineus |
|---|
Reference
Authors
Title
Journal
Organism
|
3 [PMID:4166439]
Subba Rao PV, Vaidyanathan CS.
Studies on the metabolism of o-aminophenol. Purification and
properties of isophenoxazine synthase from Bauhenia monandra.
Arch. Biochem. Biophys. 118 (1967) 388-94.
Bauhenia monandra |
|---|
Reference
Authors
Title
Journal
Organism
|
4 [PMID:16282322]
Suzuki H, Furusho Y, Higashi T, Ohnishi Y, Horinouchi S.
A novel o-aminophenol oxidase responsible for formation of the
phenoxazinone chromophore of grixazone.
J. Biol. Chem. 281 (2006) 824-33.
Streptomyces griseus [GN:sgr] |
|---|
| Other DBs |
ExplorEnz - The Enzyme Database: 1.10.3.4
IUBMB Enzyme Nomenclature: 1.10.3.4
ExPASy - ENZYME nomenclature database: 1.10.3.4
BRENDA, the Enzyme Database: 1.10.3.4
CAS: 9013-85-8 |
|---|
