1.11.2.1: unspecific peroxygenase
This is an abbreviated version!
For detailed information about unspecific peroxygenase, go to the full flat file.
Word Map on EC 1.11.2.1
-
1.11.2.1
-
vanadium
-
chloroperoxidase
-
peroxygenases
-
bromoperoxidase
-
peroxygenation
-
marasmius
-
curvularia
-
monochlorodimedone
-
oxyfunctionalization
-
vanadium-dependent
-
rotula
-
fumago
-
vhpos
-
ascophyllum
-
inaequalis
-
caldariomyces
-
analysis
- 1.11.2.1
- vanadium
- chloroperoxidase
-
peroxygenases
-
bromoperoxidase
-
peroxygenation
- marasmius
- curvularia
- monochlorodimedone
-
oxyfunctionalization
-
vanadium-dependent
- rotula
- fumago
-
vhpos
-
ascophyllum
- inaequalis
-
caldariomyces
- analysis
Reaction
Synonyms
45 kDa peroxygenase/peroxidase, Agrocybe aegerita peroxidase, Agrocybe aegerita peroxidase/peroxygenase, Agrocybe aegerita peroxygenase, APO, aromatic peroxygenase, extracellular peroxygenase, haloperoxidase, haloperoxidase-peroxygenase, heme-thiolate peroxygenase, mushroom peroxygenase, P450st, PaDa-I, PII, unspecific heme peroxygenase, UPO, UPO-I, UPO-II, UPO1
ECTree
1.11.2.1 unspecific peroxygenaseAdvanced search results
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results (Substrates Products
Substrates Products on EC 1.11.2.1 - unspecific peroxygenase
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SUBSTRATE 
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(1E)-prop-1-en-1-ylbenzene + H2O2
2-methyl-3-phenyloxirane + H2O
-
-
71% conversion, 7% enantiomeric excess
-
?
(1Z)-prop-1-en-1-ylbenzene + H2O2
2-methyl-3-phenyloxirane + H2O
-
-
96% conversion, 29% enantiomeric excess
-
?
(prop-1-en-2-yl)benzene + H2O2
2-methyl-2-phenyloxirane + H2O
-
-
-
-
?
1,2,3,4-tetrahydronaphthalene + H2O2
(1R)-1,2,3,4-tetrahydronaphthalen-1-ol
-
-
85% conversion, 99% enantiomeric excess
-
?
1,2,3,4-tetrahydronaphthalene + H2O2
(1R)-1,2,3,4-tetrahydronaphthalen-1-ol + H2O
-
reaction is performed by mutant enzyme L60F (74% ee)
-
-
?
1,2,3,4-tetrahydronaphthalene + H2O2
3,4-dihydronaphthalen-1(2H)-one + H2O
-
reaction is performed by mutant enzyme F59Q/L60M/S159G/F154A
-
-
?
1,4-dimethoxybenzene + H2O2
4-methoxyphenol + formaldehyde + H2O
-
-
-
-
?
1-(methoxymethyl)-4-nitrobenzene + H2O2
4-nitrobenzaldehyde + methanol + H2O
-
-
-
-
?
1-butene + H2O2
but-3-en-2-ol + 2-ethyloxirane + H2O
-
-
75% epoxide product
-
?
1-chloro-4-ethenylbenzene + H2O2
(2R)-2-(4-chlorophenyl)oxirane + H2O
-
-
-
?
1-heptene + H2O2
hept-1-en-3-ol + 2-pentyloxirane + H2O
-
-
88% epoxide product
-
?
1-hexene + H2O2
hex-1-en-3-ol + 2-butyloxirane + H2O
-
-
50% epoxide product
-
?
1-methyl-1-cyclohexene + H2O2
3-methylcyclohex-3-en-1-ol + 1-methyl-7-oxabicyclo[4.1.0]heptane + H2O
-
-
70% epoxide product
-
?
1-methyl-1H-indene + H2O2
(1aS,6aR)-6-methyl-6,6a-dihydro-1aH-indeno[1,2-b]oxirene + H2O
-
-
96% conversion, 2.3% enantiomeric excess
-
?
1-methylcyclohexene + H2O2
1-methyl-7-oxabicyclo[4.1.0]heptane + H2O
-
-
-
-
?
1-methylnaphthalene + H2O2
monohydroxylated 1-methylnaphthalene + dihydroxylated 1-methylnaphthalene + H2O
1-octene + H2O2
oct-1-en-3-ol + 2-hexyloxirane + H2O
-
-
55% epoxide product
-
?
1-pentene + H2O2
pent-1-en-3-ol + 2-propyloxirane + H2O
-
-
31% epoxide product
-
?
10-hydroxy-alpha-damascone + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-enal + H2O
10-hydroxy-beta-damascone + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-enal + H2O
2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid) + H2O2
? + H2O
-
-
-
-
?
2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid) + H2O2
oxidized 2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid) + H2O
2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) + H2O2
oxidized 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) + H2O
2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) + H2O2
oxidized 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) + H2O + H2O
-
-
-
?
2,3-dihydro-1H-indene + H2O2
2,3-dihydro-1H-inden-1-one + H2O
-
reaction is performed by mutant enzyme L60F
-
-
?
2,3-dimethyl-2-butene + H2O2
2,2,3,3-tetramethyloxirane + H2O
-
-
sole product
-
?
2-(propan-2-yloxy)propane + H2O2
propan-2-one + propan-2-ol + H2O
-
-
-
-
?
2-bromonaphthalene + H2O2
6-bromonaphthalene-1,4-dione + 2-bromonaphthalene-1,4-dione + H2O
-
reaction is performed by mutant enzyme L60F/S159G/A161F
-
-
?
2-chloropyridine + H2O2
2-chloropyridine N-oxide + H2O
-
26.1% conversion compared to pyridine
-
-
?
2-methoxynaphthalene + H2O2
6-methoxynaphthalene-1,4-dione + H2O
-
reaction is performed by mutant enzyme L60F/S159G/A161F
-
-
?
2-methyl-2-butene + H2O2
2,2,3-trimethyloxirane + H2O
-
-
sole product
-
?
2-methylnaphthalene + H2O2
2-methylnaphthalene-1,4-dione + H2O
-
reaction is performed by mutant enzyme L60F/S159G/A161F
-
-
?
2-methylnaphthalene + H2O2
2-naphthoic acid + monohydroxylated 2-methylnaphthalene + 2-naphthaldehyde + 2-naphthalene-methanol + monohydroxylated 2-naphthaldehyde + monohydroxylated 2-naphthoic acid + monohydroxylated 2-naphthalenemethanol + dihydroxylated 2-naphthalenemethanol + H2O
2-methylnaphthalene + H2O2
6-methyl-4a,8a-dihydronaphthalene-1,4-dione + H2O
-
reaction is performed by the wild type enzyme
-
-
?
2-methylnaphthalene + H2O2
naphthalen-2-ylmethanol + H2O
-
reaction is performed by mutant enzyme L60F
-
-
?
2-phenoxypropionic acid + H2O2
(R)-2-(4-hydroxyphenoxy)propionic acid + H2O
-
the enzyme hydroxylates 2-phenoxypropionic acid regioselectively at the para-position
the reaction yields the R-isomer of 2-(4-hydroxyphenoxy)propionic acid with an enantiomeric excess of 60%
-
?
3,5-dimethylpyridine + H2O2
5-methyl-nicotinic alcohol + 5-methyl-nicotinic aldehyde + 3,5-dimethylpyridine N-oxide + H2O
-
143.4% conversion compared to pyridine
3,5-dimethylpyridine N-oxide is less than 1% of the converted substrate
-
?
3-bromopyridine + H2O2
3-bromopyridine N-oxide + H2O
-
61.8% conversion compared to pyridine
-
-
?
3-chloropyridine + H2O2
3-chloropyridine N-oxide + nicotinic alcohol + nicotinic aldehyde + nicotinic acid + H2O
-
47.2% conversion compared to pyridine
-
-
?
3-cyanopyridine + H2O2
3-cyanopyridine N-oxide + H2O
-
moderate substrate with 25.4% conversion compared to pyridine
-
-
?
3-fluoropyridine + H2O2
3-fluoropyridine N-oxide + H2O
-
39.4% conversion compared to pyridine
-
-
?
3-iodopyridine + H2O2
3-iodopyridine N-oxide + H2O
-
3-iodopyridine is slightly better oxidized than unsubstituted pyridine (102.2% conversion)
-
-
?
3-methylpyridine + H2O2
3-methylpyridine N-oxide + H2O
-
98.4% conversion compared to pyridine
-
-
?
3-nitropyridine + H2O2
3-nitropyridine N-oxide + H2O
-
moderate substrate with 5.4% conversion compared to pyridine
-
-
?
4-chloropyridine + H2O2
4-chloropyridine N-oxide + H2O
-
4-chloropyridine is slightly better oxidized than unsubstituted pyridine (102.9% conversion)
-
-
?
4-ethoxy-3-methoxybenzyl alcohol + H2O2
4-ethoxy-3-methoxybenzaldehyde + H2O
-
-
-
-
?
4-methyl-1-cyclohexene + H2O2
3-methyl-7-oxabicyclo[4.1.0]heptane + 6-methylcyclohex-2-en-1-ol + H2O
-
-
70% epoxide product
-
?
4-nitrotoluene + H2O2
4-nitrobenzyl alcohol + H2O
-
APO hydroxylates 4-nitrotoluene to 4-nitrobenzyl alcohol, then to 4-nitrobenzaldehyde and then to 4-nitrobenzoic acid. The reactions proceed stepwise with total conversions of 12% for 4-nitrotoluene
-
-
?
4-oxo-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-enal + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-enoic acid + H2O
4-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-enal + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-enoic acid + H2O
7,11-epoxymegastigma-5(6)-en-9-one + H2O2
4-hydroxy-7,11-epoxymegastigma-5(6)-en-9-one + H2O
alpha-damascone + H2O2
3-hydroxy-alpha-damascone + 10-hydroxy-alpha-damascone + 4-epoxy-alpha-damascone + H2O
beta-damascone + H2O2
4-hydroxy-beta-damascone + 10-hydroxy-beta-damascone + 3-hydroxy-beta-damascone + H2O
beta-ionone + H2O2
4-hydroxy-beta-ionone + 3-hydroxy-beta-ionone + 2-hydroxy-beta-ionone + 13-hydroxy-beta-ionone + 10-hydroxy-beta-ionone + H2O
cholecalciferol + H2O2
25-hydroxycholecalciferol + 24-hydroxycholecalciferol + 26,27-hydroxycholecalciferol + H2O
cyclohexane + H2O2
cyclohexanol + 7-oxabicyclo[4.1.0]heptane + H2O
-
-
-
-
?
cyclohexene + H2O2
cyclohex-2-en-1-ol + 7-oxabicyclo[4.1.0]heptane + H2O
-
-
55% epoxide product
-
?
dibenzofuran + H2O2
3-hydroxy-dibenzofuran + monohydroxylated dibenzofuran + 2,3-dihydroxydibenzofuran + 3,7-dihydroxydibenzofuran + dihydroxylated dibenzofuran + trihydroxylated dibenzofuran + H2O
docosa-4,7,10,13,16,19-hexaenoic acid + H2O2
19,20-epoxydocosa-4,7,10,13,16-pentaenoic acid + H2O
docosa-7,10,13,16,19-pentaenoic acid + H2O2
19,20-epoxydocosa-7,10,13,16-tetraenoic acid + H2O
docosa-7,10,13,16-tetraenoic acid + H2O2
16,17-epoxydocosa-7,10,13-trienoic acid + H2O
-
adrenic acid, more than 99% conversion
-
-
?
eicosa-5,8,11,14,17-pentaenoic acid + H2O2
17,18-epoxyeicosa-5,8,11,14-tetraenoic acid + H2O
eicosa-5,8,11,14-tetraenoic acid + H2O2
14,15-epoxyeicosa-5,8,11-trienoic acid + H2O
-
94% conversion
-
-
?
eicosa-8,11,14-trienoic acid + H2O2
14,15-epoxyeicosa-8,11-dienoic acid + H2O
-
dihomo-gamma-linoleic acid, 96% conversion
-
-
?
ethylbenzene + H2O2
(1R)-1-phenylethanol + acetophenone + H2O
39% conversion
-
-
?
ethylbenzene + H2O2
(R)-1-phenylethanol
-
-
95% conversion, 99% enantiomeric excess
-
?
fluorene + H2O2
2-hydroxyfluorene + 9-fluorenol + dihydroxylated fluorene + monohydroxylated fluorenone + trihydroxylated fluorene + H2O
-
-
-
-
?
fluorene + H2O2
9-fluorenone + 2-hydroxyfluorene + 9-fluorenol + dihydroxylated fluorene + monohydroxylated fluorenone + trihydroxylated fluorene + H2O
-
the enzyme oxygenates fluorene at the non-aromatic C9-carbon
-
-
?
heneicosa-6,9,12,15,18-pentaenoic acid + H2O2
18,19-epoxyheneicosa-6,9,12,15-tetraenoic acid + H2O
hexadeca-7,10,13-trienoic acid + H2O2
13,14-epoxyhexadeca-7,10-dienoic acid + H2O
-
more than 99% conversion
-
-
?
isophorone + H2O2
(S)-4-hydroxyisophorone + 7-hydroxyisophorone + 7-formylisophorone + 4-ketoisophorone + H2O
isophorone + H2O2
4-hydroxyisophorone + 4-ketoisophorone + 7-formylisophorone + H2O
-
84% conversion, reaction with 0.0001 mM enzyme and 2.5 mM H2O2
-
-
?
lauric acid + H2O2
11-hydroxylauric acid + 10-hydroxylauric acid + H2O
-
-
57% omega-1 product, 43% omega-2 product
-
?
lauric acid + H2O2
omega-1-hydroxylauric acid + omega-2-hydroxylauric acid + omega-hydroxylauric acid + H2O
methyl 3,4-dimethoxybenzyl ether + H2O2
3,4-dimethoxybenzaldehyde + methanol + H2O
-
-
-
-
?
methyl 4-nitrobenzyl ether + H2O2
4-nitrobenzaldehyde + methanol + H2O
-
-
-
-
?
methyl myristate + H2O2
methyl 13-hydroxymyristate + methyl 12-hydroxymyristate + methyl 13-oxomyristate + methyl 12-oxomyristate + H2O
-
-
21.1% omega-1 hydroxy product, 43.4% omega-2 hydroxy product, plus 24.3% omega-1 keto product, 11.3% omega-2 keto product
-
?
methyl tert-butyl ether + H2O2
formaldehyde + tert-butanol + H2O
-
-
-
-
?
myristic acid + H2O2
13-hydroxymyristic acid + 12-hydroxymyristic acid + H2O
-
-
49.5% omega-1 hydroxy product, 43% omega-2 hydroxy product, plus small amounts of corresponding keto products
-
?
myristoleic acid + H2O2
12-hydroxymyristoleic acid + H2O
-
-
100% omega-2 hydroxy product
-
?
n-butylbenzene + H2O2
(R)-1-phenylbutanol
-
-
52% conversion, 40% enantiomeric excess
-
?
n-pentylbenzene + H2O2
1-phenylpentanol
-
-
8.4% conversion, 99% enantiomeric excess
-
?
N-phthaloyl-phenethylamine + H2O2
2-(2-hydroxy-2-phenylethyl)-1H-isoindole-1,3(2H)-dione + H2O
naphthalene + H2O2
1-naphthol + 2-naphthol + 1,4-naphthoquinone + H2O
-
the enzyme regioselectively hydroxylates naphthalene to 1-naphthol and traces of 2-naphthol (ratio 36:1)
-
-
?
naphthalene + H2O2
1-naphthol + 2-naphthol + H2O
-
naphthalene is regioselectively converted into 1-naphthol and 2-naphthol at a ratio of 12:1
-
-
?
naphthalene + H2O2
naphthalene-1,4-dione + 2-hydroxynaphthalene-1,4-dione + H2O
-
reaction is performed by mutant enzyme F59Q/L60F/S159G
-
-
?
octadeca-6,9,12,15-tetraenoic acid + H2O2
15,16-epoxyoctadeca-6,9,12-trienoic acid + H2O
-
stearidonic acid, more than 99% conversion
-
-
?
octane + H2O2
3-octanol + 2-octanol + 4-octanol + H2O
-
-
-
-
?
octyl octanoate + H2O2
octyl 7-hydroxyoctanoate + octyl 6-hydroxyoctanoate + H2O
-
-
49.7% omega-1 hydroxy product, 50.3% omega-2 hydroxy product
-
?
oleic acid + H2O2
17-hydroxyoleic acid + 16-hydroxyoleic acid + H2O
-
-
33% omega-1 hydroxy product, 66% omega-2 hydroxy product
-
?
palmitic acid + H2O2
15-hydroxypalmitic acid + 14-hydroxypalmitic acid + H2O
-
-
38.4% omega-1 hydroxy product, 52.9% omega-2 hydroxy product, plus small amounts of corresponding keto products
-
?
phenanthrene + H2O2
4-phenanthrol + 1-phenanthrol + 3-phenanthrol + dihydroxylated phenanthrol + H2O
-
the enzyme almost completely converts phenantrene within 6 h
-
-
?
phenol + bromide
2-bromophenol + 4-bromophenol
-
phenol is brominated to 2- and 4-bromophenol (ratio 1:4)
-
-
?
phenol + chloride
4-benzoquinone + 2-chlorophenol
-
the chlorinating activity is by orders of magnitude lower than the brominating activity, 4-benzoquinone is the major product while only traces of 2-chlorophenol (1%) and no 4-chlorophenol are detectable
-
-
?
phenol + KBr
4-bromophenol + 2-bromophenol
-
the Agrocybe aegerita peroxidase has also strong brominating activity
-
-
?
pinosylvin + H2O2
oxyresveratrol + oxypinosylvin + resveratrol + H2O
-
-
-
-
?
propylbenzene + H2O2
(R)-1-phenylpropanol
-
-
64% conversion, 99% enantiomeric excess
-
?
stearic acid + H2O2
17-hydroxystearic acid + 16-hydroxystearic acid + H2O
-
-
31.5% omega-1 hydroxy product, 50% omega-2 hydroxy product, plus small amounts of corresponding keto products
-
?
testosterone + H2O2
17beta-hydroxy-4,5-epoxy-5beta-androstan-3-one + 16alpha,17beta-dihydroxyandrost-4-en-3-one + H2O
-
-
-
?
tetracosa-6,9,12,15,18,21-hexaenoic acid + H2O2
21,22-epoxytetracosa-6,9,12,15,18-pentaenoic acid + H2O
-
nisinic acid, more than 99% conversion
-
-
?
tetradecane + H2O2
2-hydroxytetradecane + 3-hydroxytetradecane + 2,13-dihydroxytetradecane + 2,12-dihydroxytetradecane + 3,12-dihydroxytetradecane + 12-hydroxy2-ketotetradecane
-
-
reaction in 20% acetone, 120 min, 1% 2-hydroxytetradecane + 1.9% 3-hydroxytetradecane + 1.7% 2,13-dihydroxytetradecane + 9.5% 2,12-dihydroxytetradecane + 15% 3,12-dihydroxytetradecane + 70% 12-hydroxy-2-oxotetradecane. Reaction in 40% acetone, 120 min, 27% 2-hydroxytetradecane + 36% 3-hydroxytetradecane + 8.2% 2,13-dihydroxytetradecane + 14.2% 2,12-dihydroxytetradecane + 8.2% 3,12-dihydroxytetradecane + 6.3% 12-hydroxy2-ketotetradecane
-
?
tetradecanol + H2O2
13-hydroxytetradecanol + 12-hydroxytetradecanol + stearic acid + 13-hydroxystearic acid + 12-hydroxystearic acid + H2O
-
-
30 min reaction, 6.4% 13-hydroxytetradecanol, 7.2% 12-hydroxytetradecanol, 75.8% stearic acid, 5.9% 13-hydroxystearic acid, 4.7%12-hydroxystearic acid. 120 min reaction, 4.1% 13-hydroxytetradecanol, 5.9% 12-hydroxytetradecanol, 47.2% stearic acid, 23.8% 13-hydroxystearic acid, 19.4% 12-hydroxystearic acid
-
?
toluene + H2O2
4-cresol + 2-cresol + methyl 4-benzoquinone + H2O
-
-
-
-
?
toluene + H2O2
4-cresol + 2-cresol + methyl-4-benzoquinone + H2O
-
-
-
-
?
toluene + H2O2
benzyl alcohol + benzaldehyde + benzoic acid + 2-cresol + 4-cresol + methylhydroquinone + H2O
-
all peroxygenase fractions oxygenate toluene at both the side chain and the aromatic ring with a ratio of side chain versus aromatic hydroxylation of about 2:1 in all cases
-
-
?
trans-stilbene + H2O2
4,4'-dihydroxy-trans-stilbene + tri-hydroxylated trans-stilbene + H2O
veratryl alcohol + H2O2
3,4-dimethoxybenzaldehyde + 3,4-dimethoxybenzoic acid + H2O
-
-
-
?
[(1Z)-prop-1-en-1-yl]benzene + H2O2
(2Z)-3-phenylprop-2-en-1-ol + (2Z)-3-phenylprop-2-enal + H2O
-
-
-
-
?
(R)-2-phenoxypropionic acid + H2O2
(R)-2-(4-hydroxyphenoxy)propionic acid + H2O
-
-
-
-
?
(R)-2-phenoxypropionic acid + H2O2
(R)-2-(4-hydroxyphenoxy)propionic acid + H2O
-
-
-
?
(R)-2-phenoxypropionic acid + H2O2
(R)-2-(4-hydroxyphenoxy)propionic acid + H2O
-
-
-
-
?
1,2-dihydronaphthalene + H2O2
1,2-dihydronaphthalene oxide
-
-
main product, plus some 1-hydroxy-1,2-dihydronaphthalene and 2-hydroxy-1,2-dihydronaphthalene
-
?
1,2-dihydronaphthalene + H2O2
1,2-dihydronaphthalene oxide
-
-
main product, plus some 1-hydroxy-1,2-dihydronaphthalene and 2-hydroxy-1,2-dihydronaphthalene. 1-Hydroxy-1,2-dihydronaphthalene and 2-hydroxy-1,2-dihydronaphthalene are aromatized and further epoxidized to naphthalene oxide, giving 95% 1-naphthol and 5% 2-naphthol as final products
-
?
1-methylnaphthalene + H2O2
monohydroxylated 1-methylnaphthalene + dihydroxylated 1-methylnaphthalene + H2O
-
-
monohydroxylated 1-methylnaphthalene and dihydroxylated 1-methylnaphthalene are the main metabolites
-
?
1-methylnaphthalene + H2O2
monohydroxylated 1-methylnaphthalene + dihydroxylated 1-methylnaphthalene + H2O
-
-
monohydroxylated 1-methylnaphthalene and dihydroxylated 1-methylnaphthalene are the main metabolites
-
?
1-pyrenol + H2O2
1,8-dihydroxypyrene + 1,6-dihydroxypyrene + H2O
-
-
-
-
?
1-pyrenol + H2O2
1,8-dihydroxypyrene + 1,6-dihydroxypyrene + H2O
-
-
-
-
?
10-hydroxy-alpha-damascone + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-enal + H2O
-
-
-
-
?
10-hydroxy-alpha-damascone + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-enal + H2O
Chaetomium globosum DSM 62110
-
-
-
-
?
10-hydroxy-alpha-damascone + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-enal + H2O
-
-
-
-
?
10-hydroxy-alpha-damascone + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-enal + H2O
-
-
-
-
?
10-hydroxy-alpha-damascone + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-enal + H2O
Cyclocybe aegerita TM-A1
-
-
-
-
?
10-hydroxy-alpha-damascone + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-enal + H2O
-
-
-
-
?
10-hydroxy-alpha-damascone + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-enal + H2O
-
-
-
-
?
10-hydroxy-alpha-damascone + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-enal + H2O
-
-
-
-
?
10-hydroxy-alpha-damascone + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-enal + H2O
Marasmius rotula DSM 25031
-
-
-
-
?
10-hydroxy-beta-damascone + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-enal + H2O
-
-
-
-
?
10-hydroxy-beta-damascone + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-enal + H2O
Chaetomium globosum DSM 62110
-
-
-
-
?
10-hydroxy-beta-damascone + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-enal + H2O
-
-
-
-
?
10-hydroxy-beta-damascone + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-enal + H2O
-
-
-
-
?
10-hydroxy-beta-damascone + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-enal + H2O
Cyclocybe aegerita TM-A1
-
-
-
-
?
10-hydroxy-beta-damascone + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-enal + H2O
-
-
-
-
?
10-hydroxy-beta-damascone + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-enal + H2O
-
-
-
-
?
10-hydroxy-beta-damascone + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-enal + H2O
-
-
-
-
?
10-hydroxy-beta-damascone + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-enal + H2O
Marasmius rotula DSM 25031
-
-
-
-
?
2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) + H2O2
?
-
-
-
-
?
2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) + H2O2
?
-
-
-
?
2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid) + H2O2
oxidized 2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid) + H2O
-
-
-
?
2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid) + H2O2
oxidized 2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid) + H2O
-
-
-
?
2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid) + H2O2
oxidized 2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid) + H2O
-
-
-
-
?
2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid) + H2O2
oxidized 2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid) + H2O
-
-
-
-
?
2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid) + H2O2
oxidized 2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid) + H2O
-
-
-
-
?
2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid) + H2O2
oxidized 2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid) + H2O
-
-
-
?
2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid) + H2O2
oxidized 2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid) + H2O
-
-
-
?
2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid) + H2O2
oxidized 2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid) + H2O
-
-
-
-
?
2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) + H2O2
oxidized 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) + H2O
-
-
-
-
?
2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) + H2O2
oxidized 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) + H2O
-
-
-
-
?
2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) + H2O2
oxidized 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) + H2O
-
-
-
-
?
2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) + H2O2
oxidized 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) + H2O
-
-
-
-
?
2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) + H2O2
oxidized 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) + H2O
-
-
-
-
?
2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) + H2O2
oxidized 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) + H2O
-
-
-
-
?
2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) + H2O2
oxidized 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) + H2O
-
-
-
?
2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) + H2O2
oxidized 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) + H2O
-
-
-
-
?
2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) + H2O2
oxidized 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) + H2O
-
-
-
?
2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) + H2O2
oxidized 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) + H2O
-
-
-
-
?
2,3-dihydro-1H-indene + H2O2
(1R)-2,3-dihydro-1H-inden-1-ol + H2O
-
-
77% conversion, 87% enantiomeric excess
-
?
2,3-dihydro-1H-indene + H2O2
(1R)-2,3-dihydro-1H-inden-1-ol + H2O
-
reaction is performed by mutant enzyme L60F (95% ee)
-
-
?
2-methylnaphthalene + H2O2
2-naphthoic acid + monohydroxylated 2-methylnaphthalene + 2-naphthaldehyde + 2-naphthalene-methanol + monohydroxylated 2-naphthaldehyde + monohydroxylated 2-naphthoic acid + monohydroxylated 2-naphthalenemethanol + dihydroxylated 2-naphthalenemethanol + H2O
-
-
2-naphthoic acid and monohydroxylated 2-methylnaphthalenes are the main metabolites
-
?
2-methylnaphthalene + H2O2
2-naphthoic acid + monohydroxylated 2-methylnaphthalene + 2-naphthaldehyde + 2-naphthalene-methanol + monohydroxylated 2-naphthaldehyde + monohydroxylated 2-naphthoic acid + monohydroxylated 2-naphthalenemethanol + dihydroxylated 2-naphthalenemethanol + H2O
-
-
2-naphthoic acid and monohydroxylated 2-methylnaphthalenes are the main metabolites
-
?
2-oxindole + H2O2
5-hydroxy-2-oxindole + 6-hydroxy-2-oxindole + H2O
-
-
-
-
?
2-oxindole + H2O2
5-hydroxy-2-oxindole + 6-hydroxy-2-oxindole + H2O
-
-
-
-
?
2-oxindole + H2O2
5-hydroxy-2-oxindole + 6-hydroxy-2-oxindole + H2O
-
-
-
-
?
3,4-dimethoxybenzyl alcohol + H2O2
3,4-dimethoxybenzaldehyde + H2O
-
-
-
-
?
3,4-dimethoxybenzyl alcohol + H2O2
3,4-dimethoxybenzaldehyde + H2O
-
-
-
?
3,4-dimethoxybenzylmethyl ether + H2O2
3,4-dimethoxybenzaldehyde + methanol + H2O
-
-
-
-
?
3,4-dimethoxybenzylmethyl ether + H2O2
3,4-dimethoxybenzaldehyde + methanol + H2O
-
-
-
?
3,4-dimethoxybenzylmethyl ether + H2O2
3,4-dimethoxybenzaldehyde + methanol + H2O
-
-
-
-
?
3-hydroxy-alpha-damascone + H2O2
3-oxo-alpha-damascone + H2O
Chaetomium globosum DSM 62110
-
-
-
-
?
3-hydroxy-alpha-ionone + H2O2
3-oxo-alpha-ionone + 3-hydroxy-2,3-didehydro-alpha-ionone
-
-
-
-
?
3-hydroxy-alpha-ionone + H2O2
3-oxo-alpha-ionone + 3-hydroxy-2,3-didehydro-alpha-ionone
Chaetomium globosum DSM 62110
-
-
-
-
?
3-hydroxy-alpha-ionone + H2O2
3-oxo-alpha-ionone + 3-hydroxy-2,3-didehydro-alpha-ionone
-
-
-
-
?
3-hydroxy-alpha-ionone + H2O2
3-oxo-alpha-ionone + 3-hydroxy-2,3-didehydro-alpha-ionone
-
-
-
-
?
3-hydroxy-alpha-ionone + H2O2
3-oxo-alpha-ionone + 3-hydroxy-2,3-didehydro-alpha-ionone
Cyclocybe aegerita TM-A1
-
-
-
-
?
3-hydroxy-alpha-ionone + H2O2
3-oxo-alpha-ionone + 3-hydroxy-2,3-didehydro-alpha-ionone
-
-
-
-
?
3-hydroxy-alpha-ionone + H2O2
3-oxo-alpha-ionone + 3-hydroxy-2,3-didehydro-alpha-ionone
-
-
-
-
?
3-hydroxy-alpha-ionone + H2O2
3-oxo-alpha-ionone + 3-hydroxy-2,3-didehydro-alpha-ionone
-
-
-
-
?
3-hydroxy-alpha-ionone + H2O2
3-oxo-alpha-ionone + 3-hydroxy-2,3-didehydro-alpha-ionone
Marasmius rotula DSM 25031
-
-
-
-
?
4-hydroxy-trans-stilbene + H2O2
4,4'-dihydroxy-trans-stilbene + H2O
-
-
-
-
?
4-hydroxy-trans-stilbene + H2O2
4,4'-dihydroxy-trans-stilbene + H2O
-
-
-
-
?
4-hydroxy-trans-stilbene + H2O2
4,4'-dihydroxy-trans-stilbene + H2O
-
-
-
?
4-hydroxy-trans-stilbene + H2O2
4,4'-dihydroxy-trans-stilbene + H2O
-
-
-
?
4-oxo-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-enal + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-enoic acid + H2O
-
-
-
-
?
4-oxo-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-enal + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-enoic acid + H2O
-
-
-
-
?
4-oxo-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-enal + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-enoic acid + H2O
-
-
-
-
?
4-oxo-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-enal + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-enoic acid + H2O
-
-
-
-
?
4-oxo-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-enal + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-enoic acid + H2O
-
-
-
-
?
4-oxo-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-enal + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-enoic acid + H2O
-
-
-
-
?
4-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-enal + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-enoic acid + H2O
-
-
-
-
?
4-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-enal + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-enoic acid + H2O
-
-
-
-
?
4-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-enal + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-enoic acid + H2O
-
-
-
-
?
4-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-enal + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-enoic acid + H2O
-
-
-
-
?
4-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-enal + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-enoic acid + H2O
-
-
-
-
?
4-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-enal + H2O2
4-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-enoic acid + H2O
-
-
-
-
?
5-bromoindole + 5-bromoindoline + H2O2
5,5'-dibromoindigo + H2O
-
-
-
-
?
5-hydroxymethylfurfural + H2O2
2,5-furandicarboxylic acid + H2O
Cyclocybe aegerita DSM 22459
-
-
-
-
?
5-nitro-1,3-benzodioxole + H2O2
4-nitrocatechol + formic acid + H2O
-
-
-
?
5-nitro-1,3-benzodioxole + H2O2
4-nitrocatechol + formic acid + H2O
-
-
-
?
5-nitro-1,3-benzodioxole + H2O2
4-nitrocatechol + formic acid + H2O
-
-
-
-
?
5-nitro-1,3-benzodioxole + H2O2
4-nitrocatechol + formic acid + H2O
-
-
-
-
?
5-nitro-1,3-benzodioxole + H2O2
4-nitrocatechol + formic acid + H2O
-
-
-
?
5-nitro-1,3-benzodioxole + H2O2
4-nitrocatechol + formic acid + H2O
-
-
-
?
5-nitro-1,3-benzodioxole + H2O2
4-nitrocatechol + formic acid + H2O
-
-
-
-
?
5-nitro-1,3-benzodioxole + H2O2
4-nitrocatechol + H2O
-
-
-
?
6-bromoindole + H2O2
6-bromo-2-oxindole + 3-oxo-6-bromoindole + H2O
-
-
-
-
?
6-bromoindole + H2O2
6-bromo-2-oxindole + 3-oxo-6-bromoindole + H2O
-
-
-
-
?
6-bromoindole + H2O2
6-bromo-2-oxindole + 3-oxo-6-bromoindole + H2O
-
-
-
-
?
7,11-epoxymegastigma-5(6)-en-9-one + H2O2
4-hydroxy-7,11-epoxymegastigma-5(6)-en-9-one + H2O
-
-
-
-
?
7,11-epoxymegastigma-5(6)-en-9-one + H2O2
4-hydroxy-7,11-epoxymegastigma-5(6)-en-9-one + H2O
-
-
-
-
?
7,11-epoxymegastigma-5(6)-en-9-one + H2O2
4-hydroxy-7,11-epoxymegastigma-5(6)-en-9-one + H2O
-
-
-
-
?
7,11-epoxymegastigma-5(6)-en-9-one + H2O2
4-hydroxy-7,11-epoxymegastigma-5(6)-en-9-one + H2O
-
-
-
-
?
7,11-epoxymegastigma-5(6)-en-9-one + H2O2
4-hydroxy-7,11-epoxymegastigma-5(6)-en-9-one + H2O
-
-
-
-
?
7,11-epoxymegastigma-5(6)-en-9-one + H2O2
4-hydroxy-7,11-epoxymegastigma-5(6)-en-9-one + H2O
-
-
-
-
?
alpha-damascone + H2O2
3-hydroxy-alpha-damascone + 10-hydroxy-alpha-damascone + 4-epoxy-alpha-damascone + H2O
-
-
-
-
?
alpha-damascone + H2O2
3-hydroxy-alpha-damascone + 10-hydroxy-alpha-damascone + 4-epoxy-alpha-damascone + H2O
-
-
-
-
?
alpha-damascone + H2O2
3-hydroxy-alpha-damascone + 10-hydroxy-alpha-damascone + 4-epoxy-alpha-damascone + H2O
-
-
-
-
?
alpha-damascone + H2O2
3-hydroxy-alpha-damascone + 10-hydroxy-alpha-damascone + 4-epoxy-alpha-damascone + H2O
-
-
-
-
?
alpha-damascone + H2O2
3-hydroxy-alpha-damascone + 10-hydroxy-alpha-damascone + 4-epoxy-alpha-damascone + H2O
-
-
-
-
?
alpha-damascone + H2O2
3-hydroxy-alpha-damascone + 10-hydroxy-alpha-damascone + 4-epoxy-alpha-damascone + H2O
-
-
-
-
?
alpha-ionone + H2O2
3-hydroxy-alpha-ionone + 4-epoxy-alpha-ionone + H2O
-
i.e. rac-(3E)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one
-
-
?
alpha-ionone + H2O2
3-hydroxy-alpha-ionone + 4-epoxy-alpha-ionone + H2O
-
i.e. rac-(3E)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one
-
-
?
alpha-ionone + H2O2
3-hydroxy-alpha-ionone + 4-epoxy-alpha-ionone + H2O
-
i.e. rac-(3E)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one
-
-
?
alpha-ionone + H2O2
3-hydroxy-alpha-ionone + 4-epoxy-alpha-ionone + H2O
-
i.e. rac-(3E)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one
-
-
?
alpha-ionone + H2O2
3-hydroxy-alpha-ionone + 4-epoxy-alpha-ionone + H2O
-
i.e. rac-(3E)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one
-
-
?
alpha-ionone + H2O2
3-hydroxy-alpha-ionone + 4-epoxy-alpha-ionone + H2O
-
i.e. rac-(3E)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one
-
-
?
anthracene + H2O2
mono-hydroxylated anthracene + dihydroxylated anthracene
-
-
-
-
?
anthracene + H2O2
mono-hydroxylated anthracene + dihydroxylated anthracene
-
the enzyme almost completely converts anthracene within 6 h
-
-
?
benzene + H2O2
phenol + H2O
-
oxygenation of the unactivated aromatic ring of benzene with hydrogen peroxide as co-substrate. Reaction proceeds via an initial epoxide intermediate that re-aromatizes in aqueous solution to form phenol. Second and third [per]oxygenation is also observed and results in the formation of further hydroxylation and following [per]oxidation products hydroquinone and p-benzoquinone, catechol and o-benzoquinone as well as 1,2,4-trihydroxybenzene and hydroxy-p-benzoquinone, respectively. The origin of the oxygen atom incorporated into benzene or phenol is the peroxide
-
?
benzyl alcohol + H2O2
benzaldehyde + H2O
-
-
-
-
?
beta-damascone + H2O2
4-hydroxy-beta-damascone + 10-hydroxy-beta-damascone + 3-hydroxy-beta-damascone + H2O
-
-
-
-
?
beta-damascone + H2O2
4-hydroxy-beta-damascone + 10-hydroxy-beta-damascone + 3-hydroxy-beta-damascone + H2O
-
-
-
-
?
beta-damascone + H2O2
4-hydroxy-beta-damascone + 10-hydroxy-beta-damascone + 3-hydroxy-beta-damascone + H2O
-
-
-
-
?
beta-damascone + H2O2
4-hydroxy-beta-damascone + 10-hydroxy-beta-damascone + 3-hydroxy-beta-damascone + H2O
-
-
-
-
?
beta-damascone + H2O2
4-hydroxy-beta-damascone + 10-hydroxy-beta-damascone + 3-hydroxy-beta-damascone + H2O
-
-
-
-
?
beta-damascone + H2O2
4-hydroxy-beta-damascone + 10-hydroxy-beta-damascone + 3-hydroxy-beta-damascone + H2O
-
-
-
-
?
beta-ionone + H2O2
4-hydroxy-beta-ionone + 3-hydroxy-beta-ionone + 2-hydroxy-beta-ionone + 13-hydroxy-beta-ionone + 10-hydroxy-beta-ionone + H2O
-
i.e. rac-(3E)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one
-
-
?
beta-ionone + H2O2
4-hydroxy-beta-ionone + 3-hydroxy-beta-ionone + 2-hydroxy-beta-ionone + 13-hydroxy-beta-ionone + 10-hydroxy-beta-ionone + H2O
-
i.e. rac-(3E)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one
-
-
?
beta-ionone + H2O2
4-hydroxy-beta-ionone + 3-hydroxy-beta-ionone + 2-hydroxy-beta-ionone + 13-hydroxy-beta-ionone + 10-hydroxy-beta-ionone + H2O
-
i.e. rac-(3E)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one
-
-
?
beta-ionone + H2O2
4-hydroxy-beta-ionone + 3-hydroxy-beta-ionone + 2-hydroxy-beta-ionone + 13-hydroxy-beta-ionone + 10-hydroxy-beta-ionone + H2O
-
i.e. rac-(3E)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one
-
-
?
beta-ionone + H2O2
4-hydroxy-beta-ionone + 3-hydroxy-beta-ionone + 2-hydroxy-beta-ionone + 13-hydroxy-beta-ionone + 10-hydroxy-beta-ionone + H2O
-
i.e. rac-(3E)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one
-
-
?
beta-ionone + H2O2
4-hydroxy-beta-ionone + 3-hydroxy-beta-ionone + 2-hydroxy-beta-ionone + 13-hydroxy-beta-ionone + 10-hydroxy-beta-ionone + H2O
-
i.e. rac-(3E)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one
-
-
?
cholecalciferol + H2O2
25-hydroxycholecalciferol + 24-hydroxycholecalciferol + 26,27-hydroxycholecalciferol + H2O
-
-
-
-
?
cholecalciferol + H2O2
25-hydroxycholecalciferol + 24-hydroxycholecalciferol + 26,27-hydroxycholecalciferol + H2O
-
-
-
-
?
cortisone + H2O2
cortisone 21-gem-diol + cortisone 21-oic acid + adrenosterone + H2O
-
-
-
?
cortisone + H2O2
cortisone 21-gem-diol + cortisone 21-oic acid + adrenosterone + H2O
-
-
-
-
?
cortisone + H2O2
cortisone 21-gem-diol + cortisone 21-oic acid + adrenosterone + H2O
Marasmius wettsteinii DSM 106021
-
-
-
-
?
dibenzofuran + H2O2
3-hydroxy-dibenzofuran + monohydroxylated dibenzofuran + 2,3-dihydroxydibenzofuran + 3,7-dihydroxydibenzofuran + dihydroxylated dibenzofuran + trihydroxylated dibenzofuran + H2O
-
-
-
-
?
dibenzofuran + H2O2
3-hydroxy-dibenzofuran + monohydroxylated dibenzofuran + 2,3-dihydroxydibenzofuran + 3,7-dihydroxydibenzofuran + dihydroxylated dibenzofuran + trihydroxylated dibenzofuran + H2O
-
-
-
-
?
dibenzothiophene + H2O2
?
-
in vivo Coprinellus radians peroxygenase converts about 60% of dibenzothiophene into dibenzothiophene sulfoxide and dibenzothiophene sulfone as the sole metabolites. In vitro a total of seven oxygenation products are detected after dibenzothiophene conversion by the purified peroxygenase with dibenzothiophene sulfoxide as major product
-
-
?
dibenzothiophene + H2O2
?
-
in vivo Agrocybe aegerita peroxygenase oxidizes dibenzothiophene (0.11 mM) by 100% within 16 days into eight different metabolites. Among the latter are mainly S-oxidation products (dibenzothiophene sulfoxide, dibenzothiophene sulfone) and in lower amounts ring-hydroxylation compounds (e.g., 2-hydroxy-dibenzothiophene). In vitro a total of 19 oxygenation products are detected after dibenzothiophene conversion by the purified peroxygenase with ring hydroxylation favored over S-oxidation with 2-hydroxy-dibenzothiophene as major product
-
-
?
docosa-4,7,10,13,16,19-hexaenoic acid + H2O2
19,20-epoxydocosa-4,7,10,13,16-pentaenoic acid + H2O
-
more than 99% conversion
-
-
?
docosa-4,7,10,13,16,19-hexaenoic acid + H2O2
19,20-epoxydocosa-4,7,10,13,16-pentaenoic acid + H2O
Cyclocybe aegerita TM-A1
-
more than 99% conversion
-
-
?
docosa-7,10,13,16,19-pentaenoic acid + H2O2
19,20-epoxydocosa-7,10,13,16-tetraenoic acid + H2O
-
more than 99% conversion
-
-
?
docosa-7,10,13,16,19-pentaenoic acid + H2O2
19,20-epoxydocosa-7,10,13,16-tetraenoic acid + H2O
Cyclocybe aegerita TM-A1
-
more than 99% conversion
-
-
?
eicosa-11,14,17-trienoic acid + H2O2
17,18-epoxyeicosa-11,14-dienoic acid + H2O
-
more than 99% conversion
-
-
?
eicosa-11,14,17-trienoic acid + H2O2
17,18-epoxyeicosa-11,14-dienoic acid + H2O
Cyclocybe aegerita TM-A1
-
more than 99% conversion
-
-
?
eicosa-5,8,11,14,17-pentaenoic acid + H2O2
17,18-epoxyeicosa-5,8,11,14-tetraenoic acid + H2O
-
more than 99% conversion
-
-
?
eicosa-5,8,11,14,17-pentaenoic acid + H2O2
17,18-epoxyeicosa-5,8,11,14-tetraenoic acid + H2O
Cyclocybe aegerita TM-A1
-
more than 99% conversion
-
-
?
ethylbenzene + H2O2
1-phenylethanol + H2O
-
-
1-phenylethanol is the major product
-
?
ethylbenzene + H2O2
1-phenylethanol + H2O
-
-
1-phenylethanol is the major product
-
?
heneicosa-6,9,12,15,18-pentaenoic acid + H2O2
18,19-epoxyheneicosa-6,9,12,15-tetraenoic acid + H2O
-
more than 99% conversion
-
-
?
heneicosa-6,9,12,15,18-pentaenoic acid + H2O2
18,19-epoxyheneicosa-6,9,12,15-tetraenoic acid + H2O
Cyclocybe aegerita TM-A1
-
more than 99% conversion
-
-
?
isophorone + H2O2
(S)-4-hydroxyisophorone + 7-hydroxyisophorone + 7-formylisophorone + 4-ketoisophorone + H2O
72% conversion, reaction with 0.0001 mM enzyme and 5 mM H2O2
-
-
?
isophorone + H2O2
(S)-4-hydroxyisophorone + 7-hydroxyisophorone + 7-formylisophorone + 4-ketoisophorone + H2O
96% conversion, reaction with 0.00025 mM enzyme and 5 mM H2O2
-
-
?
isophorone + H2O2
(S)-4-hydroxyisophorone + 7-hydroxyisophorone + 7-formylisophorone + 4-ketoisophorone + H2O
Cyclocybe aegerita TM-A1
72% conversion, reaction with 0.0001 mM enzyme and 5 mM H2O2
-
-
?
isophorone + H2O2
(S)-4-hydroxyisophorone + 7-hydroxyisophorone + 7-formylisophorone + 4-ketoisophorone + H2O
Cyclocybe aegerita TM-A1
96% conversion, reaction with 0.00025 mM enzyme and 5 mM H2O2
-
-
?
isophorone + H2O2
4-hydroxyisophorone + 4-ketoisophorone + H2O
-
95% conversion, reaction with 0.0001 mM enzyme and 2.5 mM H2O2
-
-
?
isophorone + H2O2
4-hydroxyisophorone + 4-ketoisophorone + H2O
Chaetomium globosum DSM 62110
-
95% conversion, reaction with 0.0001 mM enzyme and 2.5 mM H2O2
-
-
?
isophorone + H2O2
4-hydroxyisophorone + 4-ketoisophorone + H2O
-
100% conversion, reaction with 0.0005 mM enzyme and 5 mM H2O2
-
-
?
isophorone + H2O2
4-ketoisophorone + H2O
-
100% conversion, reaction with 0.0005 mM enzyme and 5 mM H2O2
-
-
?
isophorone + H2O2
4-ketoisophorone + H2O
Chaetomium globosum DSM 62110
-
100% conversion, reaction with 0.0005 mM enzyme and 5 mM H2O2
-
-
?
lauric acid + H2O2
omega-1-hydroxylauric acid + omega-2-hydroxylauric acid + omega-hydroxylauric acid + H2O
-
-
-
-
?
lauric acid + H2O2
omega-1-hydroxylauric acid + omega-2-hydroxylauric acid + omega-hydroxylauric acid + H2O
-
-
-
?
lauric acid + H2O2
omega-1-hydroxylauric acid + omega-2-hydroxylauric acid + omega-hydroxylauric acid + H2O
-
-
-
-
?
lidocaine + H2O2
monoglycinexylidede + glycinexylidide + H2O
-
-
-
?
N-phthaloyl-phenethylamine + H2O2
2-(2-hydroxy-2-phenylethyl)-1H-isoindole-1,3(2H)-dione + H2O
-
-
-
-
?
N-phthaloyl-phenethylamine + H2O2
2-(2-hydroxy-2-phenylethyl)-1H-isoindole-1,3(2H)-dione + H2O
-
-
-
-
?
N-phthaloyl-phenethylamine + H2O2
2-(2-hydroxy-2-phenylethyl)-1H-isoindole-1,3(2H)-dione + H2O
-
-
-
-
?
N-phthaloyl-phenethylamine + H2O2
2-(2-hydroxy-2-phenylethyl)-1H-isoindole-1,3(2H)-dione + H2O
-
-
-
-
?
N-phthaloyl-phenethylamine + H2O2
2-(2-hydroxy-2-phenylethyl)-1H-isoindole-1,3(2H)-dione + H2O
-
-
-
-
?
N-phthaloyl-phenethylamine + H2O2
2-(2-hydroxy-2-phenylethyl)-1H-isoindole-1,3(2H)-dione + H2O
-
-
-
-
?
N-phthaloyl-phenethylamine + H2O2
2-(2-hydroxy-2-phenylethyl)-1H-isoindole-1,3(2H)-dione + H2O
-
-
-
-
?
naphthalene + H2O2
1-naphthol + H2O
-
-
in addition to 1-naphthol a smaller amount of naphthalene is converted to 2 naphthol dependent on pH, at pH 7.0-8.0 3% 2-naphthol and 97% 1-naphthol are formed while at pH 3.0 18% 2-naphthol and 82% 1-naphthol are formed. Traces of 1-naphthol are later oxidized to 1,4-naphthoquinone
-
?
naphthalene + H2O2
naphthalene 1,2-oxide + H2O
-
the enzyme selectively hydroxylates the aromatic ring of naphthalene
naphthalene 1,2-oxide is the primary product of Agrocybe aegerita peroxidase/peroxygenase-catalyzed oxygenation of naphthalene
-
?
naphthalene + H2O2
naphthol + 1,4-naphthoquinone + H2O
-
-
-
-
?
pyrene + H2O2
1-pyrenol + H2O
-
13% of pyrene is oxidized within 8 h
-
-
?
pyrene + H2O2
1-pyrenol + H2O
-
45% of pyrene is oxidized within 8 h
-
-
?
sildenafil + H2O2
N-desmethylsildenafil + formaldehyde + H2O
-
-
-
?
toluene + H2O2
benzyl alcohol + H2O
-
the initial product of toluene oxidation is benzyl alcohol, which then declines with concomitant production of benzaldehyde, which in turn declines with concomitant production of benzoic acid. The reactions proceed stepwise with total conversions of 93% for toluene
-
-
?
trans-stilbene + H2O2
4,4'-dihydroxy-trans-stilbene + tri-hydroxylated trans-stilbene + H2O
-
-
-
-
?
trans-stilbene + H2O2
4,4'-dihydroxy-trans-stilbene + tri-hydroxylated trans-stilbene + H2O
-
-
-
?
trans-stilbene + H2O2
4,4'-dihydroxy-trans-stilbene + tri-hydroxylated trans-stilbene + H2O
-
-
-
?
veratryl alcohol + H2O2
veratraldehyde + H2O
-
-
-
?
veratryl alcohol + H2O2
veratraldehyde + H2O
-
-
-
?
veratryl alcohol + H2O2 + H+
veratraldehyde + H2O
-
-
-
-
?
additional information
?
-
the enzyme is not capable of oxidizing bromide or chloride
-
-
?
additional information
?
-
-
the enzyme is not capable of oxidizing bromide or chloride
-
-
?
additional information
?
-
-
no activity with pinosylvin and resveratrol
-
-
-
additional information
?
-
the enzyme is not capable of oxidizing bromide or chloride
-
-
?
additional information
?
-
-
the enzyme also brominates phenol to 2- and 4-bromophenols and selectively hydroxylates naphthalene to 1-naphthol, but shows no laccase activity
-
-
?
additional information
?
-
-
the enzyme does not oxidize phenanthrene and perylene
-
-
?
additional information
?
-
-
regioselective hydroxylation of saturated/unsaturated fatty acids is observed at the omega-1 and omega-2 position, but only at the omega-2 position in myristoleic acid. Alkyl esters of fatty acids and monoglycerides are also omga-1 or omega-2 hydroxylated, but di- and tri-glycerides are not modified. Fatty alcohols yield hydroxy derivatives at the omega-1 or omega-2 positions (diols) but also fatty acids and their hydroxy derivatives. The peroxygenase is able to oxyfunctionalize alkanes giving, in addition to alcohols at positions 2 or 3, dihydroxylated derivatives at both sides of the molecule. The predominance of mono- or di-hydroxylated derivatives seems related to the higher or lower proportion of acetone, respectively, in the reaction medium
-
-
?
additional information
?
-
-
the enzyme fails to transform isophorone
-
-
-
additional information
?
-
-
nicotinic acid, nicotine amide, 3,5-dichloropyridine and perchloropyridine are no substrates
-
-
?
additional information
?
-
-
the Agrocybe aegerita peroxidase has strong brominating as well as weak chlorinating and iodating activities, and catalyzes both benzylic and aromatic hydroxylations
-
-
?
additional information
?
-
-
the enzyme exhibits also haloperoxidase activity as shown by the chlorination or bromination of monochlorodimedone. Ethanol is not oxidized by the peroxidase
-
-
?
additional information
?
-
-
the enzyme fails to cleave a 4-nitrophenyl-terminated polyethylene glycol
-
-
?
additional information
?
-
-
the transferred oxygen exclusively originates from the peroxide. Benzylic hydroxylation leads exclusively to the (R)-1-phenylalkanols. For (R)-1-phenylethanol, (R)-1-phenylpropanol and (R)-1-tetralol, the enantiomeric excess reaches >99%. For longer chain lengths, the enantiomeric excesses and total turnover numbers decrease while the number of by-products, e.g. 1-phenylketones, increase
-
-
?
additional information
?
-
benzyloxyacetate is not a substrate
-
-
-
additional information
?
-
the enzyme shows no activity with cortisone and negligible oxidation of prednisone and 11-deoxycortisol
-
-
-
additional information
?
-
-
enzyme shows neither brominating nor chlorinating activities
-
-
?
additional information
?
-
the enzyme fails to transform isophorone
-
-
-
additional information
?
-
Marasmius rotula DSM 25031
the enzyme fails to transform isophorone
-
-
-
additional information
?
-
the enzyme catalyzes hydrogen peroxide-driven ethylbenzene hydroxylation, as well as styrene epoxidation. The ethylbenzene hydroxylation activity is higher than the styrene epoxidation activity, maybe due to a difference in the binding affinity of the two substrates. The rate-limiting steps of ethylbenzene hydroxylation and styrene epoxidation are the same, and may be any step before formation of the active oxidant
-
-
?
additional information
?
-
the enzyme catalyzes hydrogen peroxide-driven ethylbenzene hydroxylation, as well as styrene epoxidation. The ethylbenzene hydroxylation activity is higher than the styrene epoxidation activity, maybe due to a difference in the binding affinity of the two substrates. The rate-limiting steps of ethylbenzene hydroxylation and styrene epoxidation are the same, and may be any step before formation of the active oxidant
-
-
?
