1.11.1.14: lignin peroxidase

This is an abbreviated version, for detailed information about lignin peroxidase, go to the full flat file.

Reaction

1-(3,4-dimethoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol
+
H2O2
=
3,4-dimethoxybenzaldehyde
+
2-methoxyphenol
+
glycolaldehyde
+
H2O

Synonyms

ALiP-P3, diarylpropane oxygenase, diarylpropane:oxygen,hydrogen-peroxide oxidoreductase (C-C-bond-cleaving), DypB, Glg4, H2O2-dependent ligninase, heme-containing lignin peroxidase, heme-containing peroxidase, lignin peroxidase, lignin peroxidase LIII, ligninase, ligninase H2, ligninase H8, ligninase I, ligninase LG5, LIP, Lip1, LIP2, lipJ, mushroom tyrosinase, oxygenase, diarylpropane, Pr-lip1, Pr-lip4

ECTree

     1 Oxidoreductases
         1.11 Acting on a peroxide as acceptor
             1.11.1 Peroxidases
                1.11.1.14 lignin peroxidase

Substrates Products

Substrates Products on EC 1.11.1.14 - lignin peroxidase

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
1,2-bis(3,4-dimethoxyphenyl)propane-1,3-diol + H2O2
3,4-dimethoxybenzaldehyde + 1-(3,4-dimethyl-phenyl)ethane-1,2-diol + H2O
show the reaction diagram
1,4-dimethoxybenzene + H2O2
?
show the reaction diagram
1-(3,4-diethoxyphenyl)-1,3-dihydroxy-2-(4-methoxy-phenyl)propane + O2 + H2O2
1-(4'-methoxyphenyl)-1,2-dihydroxyethane + 3,4-diethoxybenzaldehyde
show the reaction diagram
1-(3,4-diethoxyphenyl)-1,3-dihydroxy-2-(4-methoxyphenyl)-propane + O2 + H2O2
?
show the reaction diagram
1-(4-ethoxy-3-methoxyphenyl)-1,2-propene + O2 + H2O2
1-(4-ethoxy-3-methoxyphenyl)-1,2-dihydroxypropane
show the reaction diagram
1-(4-ethoxy-3-methoxyphenyl)propane + O2 + H2O2
1-(4-ethoxy-3-methoxyphenyl)1-hydroxypropane
show the reaction diagram
-
-
-
?
1-(4-hydroxy-3-methoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol + H2O2
vanillin + hydroxyacetaldehyde + guaiacol
show the reaction diagram
-
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
-
?
2 guaiacol + H2O2
3,3'-dimethoxy-4,4'-biphenylquinone + H2O
show the reaction diagram
2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid) + H2O2
? + H2O
show the reaction diagram
2,4,6-trichlorophenol + H2O2
? + H2O
show the reaction diagram
2,4-dichlorophenol + H2O2
?
show the reaction diagram
2,4-dichlorophenol + H2O2
? + H2O
show the reaction diagram
-
best substrate
-
-
?
2,6-dimethoxyphenol + H2O2
coerulignone + ?
show the reaction diagram
2-chloro-1,4-dimethoxybenzene
?
show the reaction diagram
3,4-dimethoxybenzyl alcohol + H2O2
3,4-dimethoxybenzaldehyde + H2O
show the reaction diagram
3-methyl-2-benzothiazolinone hydrazone + H2O2
? + H2O
show the reaction diagram
-
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
?
show the reaction diagram
-
50 mM sodium tartrate buffer, pH 3.5 at 25C, 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
?
show the reaction diagram
-
50 mM sodium tartrate buffer, pH 3.5 at 25C, 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
show the reaction diagram
-
45% of the activity with 2,4-dichlorophenol
-
-
?
4-methylcatechol + H2O2
?
show the reaction diagram
-
50 mM sodium tartrate buffer, pH 3.5 at 25C, 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
?
show the reaction diagram
-
only in presence of veratryl alcohol, it possibly reacts with a veratryl alcohol radical to produce ethylene
-
-
?
4-phenoxyphenol + H2O2
phenol + 1,4-benzoquinone
show the reaction diagram
-
cleavage of 4-O-5 bond in 4-phenoxyphenol by the catalytic promiscuity of tyrosinase
-
-
?
catechol + H2O2
?
show the reaction diagram
-
50 mM sodium tartrate buffer, pH 3.5 at 25C, hydrogen peroxide concentration is 2 mM, addition of gelatin to the reaction mixtures protected lignin peroxidase from precipitation
formation of water-insoluble oxidation products
-
?
ferrocytochrome c + H2O2
?
show the reaction diagram
-
-
-
?
fuchsine + H2O2
?
show the reaction diagram
-
-
-
-
?
guaiacyl glycerol-beta-guaiacyl ether + H2O2
vanillin + guaiacol + 2-hydroxyacetaldehyde + H2O
show the reaction diagram
-
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
-
-
?
humic acid + H2O2
?
show the reaction diagram
humic acid + H2O2
? + H2O
show the reaction diagram
L-Dopa + H2O2
?
show the reaction diagram
lignin + H2O2
? + H2O
show the reaction diagram
lignocellulose + H2O2
? + H2O
show the reaction diagram
substrate is wheat straw lignocellulose
-
-
?
methylene blue + H2O2
? + H2O
show the reaction diagram
-
-
-
-
?
mimosine + H2O2
?
show the reaction diagram
mitoxantrone + H2O2
hexahydronaphtho-[2,3-f]-quinoxaline-7,12-dione + H2O
show the reaction diagram
-
low efficiency
-
-
?
n-propanol + H2O2
?
show the reaction diagram
-
-
-
-
?
n-propanol + H2O2
propanal + H2O
show the reaction diagram
n-propanol + H2O2
propanaldehyde + H2O
show the reaction diagram
n-propanol + H2O2
propionaldehyde + H2O
show the reaction diagram
-
-
-
-
?
non-phenolic substrates + H2O2
?
show the reaction diagram
o-dianisidine + H2O2
? + H2O
show the reaction diagram
oxytetracycline + H2O2
?
show the reaction diagram
pyrogallol red + H2O2
?
show the reaction diagram
-
-
-
-
?
Reactive Black 5 + H2O2
?
show the reaction diagram
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
show the reaction diagram
-
-
-
?
rhodamine B + H2O2
?
show the reaction diagram
-
-
-
-
?
tetracycline + H2O2
?
show the reaction diagram
Trp + H2O2
?
show the reaction diagram
-
-
-
-
?
veratryl alcohol + H2O2
3,4-dimethoxybenzaldehyde + H2O
show the reaction diagram
veratryl alcohol + H2O2
?
show the reaction diagram
veratryl alcohol + H2O2
veratraldehyde + H2O
show the reaction diagram
veratryl alcohol + H2O2 + H+
veratraldehyde + H2O
show the reaction diagram
xylene cyanol + H2O2
?
show the reaction diagram
-
-
-
-
?
additional information
?
-