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1,2-bis(3,4-dimethoxyphenyl)propane-1,3-diol + H2O2
3,4-dimethoxybenzaldehyde + 1-(3,4-dimethyl-phenyl)ethane-1,2-diol + H2O
1,4-dimethoxybenzene + H2O2
?
1-(3,4-diethoxyphenyl)-1,3-dihydroxy-2-(4-methoxy-phenyl)propane + O2 + H2O2
1-(4'-methoxyphenyl)-1,2-dihydroxyethane + 3,4-diethoxybenzaldehyde
1-(3,4-diethoxyphenyl)-1,3-dihydroxy-2-(4-methoxyphenyl)-propane + O2 + H2O2
?
1-(4-ethoxy-3-methoxyphenyl)-1,2-propene + O2 + H2O2
1-(4-ethoxy-3-methoxyphenyl)-1,2-dihydroxypropane
1-(4-ethoxy-3-methoxyphenyl)propane + O2 + H2O2
1-(4-ethoxy-3-methoxyphenyl)1-hydroxypropane
-
-
-
?
1-(4-hydroxy-3-methoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol + H2O2
vanillin + hydroxyacetaldehyde + guaiacol
-
Calpha-Cbeta bond cleavage of substrate takes place. This reaction is inhibited by addition of diaphorase, consistent with a radical mechanism for C-C bond cleavage
-
?
1-phenyl-1,2-ethandiol + H2O2
? + 2 H2O
substrate of N246A mutant enzyme
-
-
?
1-phenyl-1-propanol + H2O2
? + 2 H2O
substrate of N246A mutant enzyme
-
-
?
1-phenyl-2-propanol + H2O2
? + 2 H2O
substrate of N246A mutant enzyme
-
-
?
1-phenylethanol + H2O2
? + 2 H2O
substrate of N246A mutant enzyme
-
-
?
2 2,6-dimethoxyphenol + 2 H2O2
coerulignone + 2 H2O
2 guaiacol + H2O2
3,3'-dimethoxy-4,4'-biphenylquinone + H2O
2 Mn(II) + 2 H+ + H2O2
2 Mn(III) + 2 H2O
activity of EC 1.11.1.13
-
-
?
2 veratryl alcohol + H2O2
2 veratryl aldehyde + 2 H2O
2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) + 2 H+ + H2O2
oxidized 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) + 2 H2O
-
-
-
?
2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid) + H2O2
? + H2O
2,4,6-trichlorophenol + H2O2
? + H2O
2,4-dichlorophenol + H2O2
?
2,4-dichlorophenol + H2O2
? + H2O
-
best substrate
-
-
?
2,6-dimethoxyphenol + 2 H+ + H2O2
oxidized 2,6-dimethoxyphenol + 2 H2O
-
-
-
?
2-chloro-1,4-dimethoxybenzene
?
3,4-dimethoxybenzyl alcohol + H2O2
3,4-dimethoxybenzaldehyde + H2O
3-methyl-2-benzothiazolinone hydrazone + H2O2
? + H2O
-
enzyme has several substrate binding sites for 3-methyl-2-benzothiazolinone hydrazone, in addition to low and high affinity binding sites for Mn2+
-
-
?
4,5-dichlorocatechol + H2O2
?
-
50 mM sodium tartrate buffer, pH 3.5 at 25°C, hydrogen peroxide concentration is 1 mM, addition of gelatin to the reaction mixtures protected lignin peroxidase from precipitation
formation of water-insoluble oxidation products
-
?
4-chlorocatechol + H2O2
?
-
50 mM sodium tartrate buffer, pH 3.5 at 25°C, hydrogen peroxide concentration is 1 mM, addition of gelatin to the reaction mixtures protected lignin peroxidase from precipitation
formation of water-insoluble oxidation products
-
?
4-chlorophenol + H2O2
? + H2O
-
45% of the activity with 2,4-dichlorophenol
-
-
?
4-methoxymandelic acid + veratryl alcohol
?
-
-
-
?
4-methylcatechol + H2O2
?
-
50 mM sodium tartrate buffer, pH 3.5 at 25°C, hydrogen peroxide concentration is 3 mM, addition of gelatin to the reaction mixtures protected lignin peroxidase from precipitation
formation of water-insoluble oxidation products
-
?
4-methylthio-2-oxobutanoate + H2O2
?
-
only in presence of veratryl alcohol, it possibly reacts with a veratryl alcohol radical to produce ethylene
-
-
?
4-phenoxyphenol + H2O2
phenol + 1,4-benzoquinone
-
cleavage of 4-O-5 bond in 4-phenoxyphenol by the catalytic promiscuity of tyrosinase
-
-
?
Azure B + 2 H+ + H2O2
oxidized Azure B + 2 H2O
dye decolorization, substrate of N246A mutant enzyme
-
-
?
bromophenol blue + H2O2
?
catechol + H2O2
?
-
50 mM sodium tartrate buffer, pH 3.5 at 25°C, hydrogen peroxide concentration is 2 mM, addition of gelatin to the reaction mixtures protected lignin peroxidase from precipitation
formation of water-insoluble oxidation products
-
?
catechol + H2O2
? + 2 H2O
-
-
-
-
?
coomassie brilliant blue + H2O2
?
dimethoxyphenol + H2O2
? + 2 H2O
-
-
-
-
?
Direct Blue GLL dye + H2O2
?
ferrocytochrome c + H2O2
?
-
-
-
?
fuchsine + H2O2
?
-
-
-
-
?
guaiacol + H2O2
? + 2 H2O
-
-
-
-
?
guaiacyl glycerol-beta-guaiacyl ether + H2O2
vanillin + guaiacol + 2-hydroxyacetaldehyde + H2O
-
a dimeric lignin model compound, derivatization with tetramethylsilane is carried out to analyze guaiacyl glycerol-beta-guaiacyl ether, GGE. The catalytic promiscuity of tyrosinase seemed to cleave the Calpha-Cbeta bond in GGE, yielding vanillin and possibly an unstable o-(2-hydroxyethyl)guaiacol radical. The unstable o-(2-hydroxyethyl)guaiacol radical might be further catalyzed to guaiacol and 2-hydroxyacetaldehyde by the tyrosinase, and then guaiacol might be polymerized to an unidentified product
-
-
?
guaiacylglycerol-beta-guaiacyl ether + H2O2
glycerol + guaiacol + 2 H2O
GGE, substrate of mutant enzyme N246A
-
-
?
humic acid + H2O2
? + H2O
lignocellulose + H2O2
? + H2O
substrate is wheat straw lignocellulose
-
-
?
methylene blue + H2O2
? + H2O
-
-
-
-
?
mitoxantrone + H2O2
hexahydronaphtho-[2,3-f]-quinoxaline-7,12-dione + H2O
-
low efficiency
-
-
?
n-propanol + H2O2
?
-
-
-
-
?
n-propanol + H2O2
propanal + H2O
n-propanol + H2O2
propanaldehyde + H2O
n-propanol + H2O2
propionaldehyde + H2O
-
-
-
-
?
non-phenolic substrates + H2O2
?
o-dianisidine + H2O2
? + H2O
pyrogallol red + H2O2
?
-
-
-
-
?
Reactive Black 5 + 2 H+ + H2O2
oxidized Reactive Black 5 + 2 H2O
dye decolorization, substrate of N246A mutant enzyme
-
-
?
Reactive Black 5 + H2O2
?
lignin peroxidase can only oxidize Reactive Black 5 in the presence of redox mediators such as veratryl alcohol
-
-
?
reduced 2,2'-azino-bis-(3-ethylbenzthiazole-6-sulfonic acid) + H2O2
oxidized 2,2'-azino-bis-(3-ethylbenzthiazole-6-sulfonic acid) + H2O
-
-
-
?
remazol brilliant blue R + H2O2
oxidized remazol brilliant blue R + 2 H2O
substrate of N246A mutant enzyme
-
-
?
rhodamine B + H2O2
?
-
-
-
-
?
syringaldehyde + H2O2
? + 2 H2O
-
-
-
-
?
veratryl alcohol + H2O2
3,4-dimethoxybenzaldehyde + H2O
veratryl alcohol + H2O2
3,4-dimethoxybenzoic acid + 2 H2O
substrate of N246A mutant enzyme
-
-
?
veratryl alcohol + H2O2
?
veratryl alcohol + H2O2
veratraldehyde + H2O
veratryl alcohol + H2O2 + H+
veratraldehyde + H2O
xylene cyanol + H2O2
?
-
-
-
-
?
additional information
?
-
1,2-bis(3,4-dimethoxyphenyl)propane-1,3-diol + H2O2

3,4-dimethoxybenzaldehyde + 1-(3,4-dimethyl-phenyl)ethane-1,2-diol + H2O
-
-
-
-
?
1,2-bis(3,4-dimethoxyphenyl)propane-1,3-diol + H2O2
3,4-dimethoxybenzaldehyde + 1-(3,4-dimethyl-phenyl)ethane-1,2-diol + H2O
-
-
-
-
?
1,2-bis(3,4-dimethoxyphenyl)propane-1,3-diol + H2O2
3,4-dimethoxybenzaldehyde + 1-(3,4-dimethyl-phenyl)ethane-1,2-diol + H2O
-
-
-
-
?
1,4-dimethoxybenzene + H2O2

?
-
-
-
-
?
1,4-dimethoxybenzene + H2O2
?
-
-
-
-
?
1,4-dimethoxybenzene + H2O2
?
-
-
-
?
1-(3,4-diethoxyphenyl)-1,3-dihydroxy-2-(4-methoxy-phenyl)propane + O2 + H2O2

1-(4'-methoxyphenyl)-1,2-dihydroxyethane + 3,4-diethoxybenzaldehyde
-
-
-
?
1-(3,4-diethoxyphenyl)-1,3-dihydroxy-2-(4-methoxy-phenyl)propane + O2 + H2O2
1-(4'-methoxyphenyl)-1,2-dihydroxyethane + 3,4-diethoxybenzaldehyde
-
i.e. diarylpropane, lignin-model compound, alpha,beta-cleavage with insertion of a single atom of oxygen from O2 into the alpha-position of the product 1-(4'-methoxyphenyl)-1,2-dihydroxyethane
-
?
1-(3,4-diethoxyphenyl)-1,3-dihydroxy-2-(4-methoxyphenyl)-propane + O2 + H2O2

?
-
-
-
-
?
1-(3,4-diethoxyphenyl)-1,3-dihydroxy-2-(4-methoxyphenyl)-propane + O2 + H2O2
?
-
-
-
-
?
1-(3,4-diethoxyphenyl)-1,3-dihydroxy-2-(4-methoxyphenyl)-propane + O2 + H2O2
?
-
-
-
-
?
1-(3,4-diethoxyphenyl)-1,3-dihydroxy-2-(4-methoxyphenyl)-propane + O2 + H2O2
?
-
i.e. diarylpropane, involved in the oxidative breakdown of lignin in white rot basidiomycetes, induced by veratryl alcohol
-
-
?
1-(3,4-diethoxyphenyl)-1,3-dihydroxy-2-(4-methoxyphenyl)-propane + O2 + H2O2
?
-
i.e. diarylpropane, involved in the oxidative breakdown of lignin in white rot basidiomycetes, induced by veratryl alcohol
-
-
?
1-(3,4-diethoxyphenyl)-1,3-dihydroxy-2-(4-methoxyphenyl)-propane + O2 + H2O2
?
-
i.e. diarylpropane, involved in the oxidative breakdown of lignin in white rot basidiomycetes, induced by veratryl alcohol
-
-
?
1-(3,4-diethoxyphenyl)-1,3-dihydroxy-2-(4-methoxyphenyl)-propane + O2 + H2O2
?
-
-
-
-
?
1-(3,4-diethoxyphenyl)-1,3-dihydroxy-2-(4-methoxyphenyl)-propane + O2 + H2O2
?
-
-
-
-
?
1-(3,4-diethoxyphenyl)-1,3-dihydroxy-2-(4-methoxyphenyl)-propane + O2 + H2O2
?
-
-
-
-
?
1-(3,4-diethoxyphenyl)-1,3-dihydroxy-2-(4-methoxyphenyl)-propane + O2 + H2O2
?
-
-
-
-
?
1-(4-ethoxy-3-methoxyphenyl)-1,2-propene + O2 + H2O2

1-(4-ethoxy-3-methoxyphenyl)-1,2-dihydroxypropane
-
olefinic hydroxylation
-
?
1-(4-ethoxy-3-methoxyphenyl)-1,2-propene + O2 + H2O2
1-(4-ethoxy-3-methoxyphenyl)-1,2-dihydroxypropane
-
olefinic hydroxylation
-
-
?
2 2,6-dimethoxyphenol + 2 H2O2

coerulignone + 2 H2O
-
-
-
?
2 2,6-dimethoxyphenol + 2 H2O2
coerulignone + 2 H2O
-
-
-
?
2 guaiacol + H2O2

3,3'-dimethoxy-4,4'-biphenylquinone + H2O
-
27% of the activity with 2,4-dichlorophenol
-
-
?
2 guaiacol + H2O2
3,3'-dimethoxy-4,4'-biphenylquinone + H2O
-
27% of the activity with 2,4-dichlorophenol
-
-
?
2 veratryl alcohol + H2O2

2 veratryl aldehyde + 2 H2O
-
-
-
-
?
2 veratryl alcohol + H2O2
2 veratryl aldehyde + 2 H2O
-
-
-
-
?
2 veratryl alcohol + H2O2
2 veratryl aldehyde + 2 H2O
-
-
-
-
?
2 veratryl alcohol + H2O2
2 veratryl aldehyde + 2 H2O
-
-
-
?
2 veratryl alcohol + H2O2
2 veratryl aldehyde + 2 H2O
-
-
-
?
2 veratryl alcohol + H2O2
2 veratryl aldehyde + 2 H2O
-
-
-
-
?
2 veratryl alcohol + H2O2
2 veratryl aldehyde + 2 H2O
-
-
-
-
?
2 veratryl alcohol + H2O2
2 veratryl aldehyde + 2 H2O
-
-
-
-
?
2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid) + H2O2

? + H2O
-
-
-
?
2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid) + H2O2
? + H2O
-
92% of the activity with 2,4-dichlorophenol
-
-
?
2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid) + H2O2
? + H2O
-
92% of the activity with 2,4-dichlorophenol
-
-
?
2,4,6-trichlorophenol + H2O2

? + H2O
-
63% of the activity with 2,4-dichlorophenol
-
-
?
2,4,6-trichlorophenol + H2O2
? + H2O
-
63% of the activity with 2,4-dichlorophenol
-
-
?
2,4-dichlorophenol + H2O2

?
-
-
-
-
?
2,4-dichlorophenol + H2O2
?
-
-
-
-
?
2,4-dichlorophenol + H2O2
?
-
-
-
-
?
2-chloro-1,4-dimethoxybenzene

?
-
-
-
-
?
2-chloro-1,4-dimethoxybenzene
?
-
-
-
-
?
3,4-dimethoxybenzyl alcohol + H2O2

3,4-dimethoxybenzaldehyde + H2O
-
veratryl alcohol
-
?
3,4-dimethoxybenzyl alcohol + H2O2
3,4-dimethoxybenzaldehyde + H2O
-
veratryl alcohol
-
?
3,4-dimethoxybenzyl alcohol + H2O2
3,4-dimethoxybenzaldehyde + H2O
-
veratryl alcohol
-
?
3,4-dimethoxybenzyl alcohol + H2O2
3,4-dimethoxybenzaldehyde + H2O
-
veratryl alcohol
-
?
3,4-dimethoxybenzyl alcohol + H2O2
3,4-dimethoxybenzaldehyde + H2O
-
veratryl alcohol
-
-
?
3,4-dimethoxybenzyl alcohol + H2O2
3,4-dimethoxybenzaldehyde + H2O
-
veratryl alcohol
-
?
3,4-dimethoxybenzyl alcohol + H2O2
3,4-dimethoxybenzaldehyde + H2O
-
veratryl alcohol
-
?
3,4-dimethoxybenzyl alcohol + H2O2
3,4-dimethoxybenzaldehyde + H2O
-
veratryl alcohol
-
?
3,4-dimethoxybenzyl alcohol + H2O2
3,4-dimethoxybenzaldehyde + H2O
-
veratryl alcohol
-
-
?
3,4-dimethoxybenzyl alcohol + H2O2
3,4-dimethoxybenzaldehyde + H2O
-
veratryl alcohol
-
-
?
3,4-dimethoxybenzyl alcohol + H2O2
3,4-dimethoxybenzaldehyde + H2O
-
veratryl alcohol
-
-
?
3,4-dimethoxybenzyl alcohol + H2O2
3,4-dimethoxybenzaldehyde + H2O
-
veratryl alcohol
-
?