Information on EC 1.13.11.43 - lignostilbene alphabeta-dioxygenase

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The expected taxonomic range for this enzyme is: Sphingomonas paucimobilis

EC NUMBER
COMMENTARY hide
1.13.11.43
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RECOMMENDED NAME
GeneOntology No.
lignostilbene alphabeta-dioxygenase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
1,2-bis(4-hydroxy-3-methoxyphenyl)ethylene + O2 = 2 vanillin
show the reaction diagram
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
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-
-
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redox reaction
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-
-
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reduction
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SYSTEMATIC NAME
IUBMB Comments
1,2-bis(4-hydroxy-3-methoxyphenyl)ethylene:oxygen oxidoreductase (alphabeta-bond-cleaving)
An iron protein. The enzyme catalyses oxidative cleavage of the interphenyl double bond in the synthetic substrate and lignin-derived stilbenes. It is responsible for the degradation of a diarylpropane-type structure in lignin.
CAS REGISTRY NUMBER
COMMENTARY hide
124834-28-2
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
strain TMY 1009, four isoenzymes
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Manually annotated by BRENDA team
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(4'-hydroxy-3'-methoxyphenyl)ethylene + O2
vanillin
show the reaction diagram
4,2'-dihydroxy-3,3'-dimethoxy-5'-(2''-carboxyvinyl)stilbene + O2
?
show the reaction diagram
stilbene + O2
?
show the reaction diagram
trans-4-hydroxy-3-methoxystilbene + O2
?
show the reaction diagram
trans-4-hydroxystilbene + O2
?
show the reaction diagram
additional information
?
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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
stilbene + O2
?
show the reaction diagram
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Fe
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1 g-atom per mol enzyme
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
N-(4-hydroxybenzyl)-3-methoxyaniline
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50% inhibition at 0.0001 mM
N-(4-hydroxybenzylidene)-3-methoxyaniline
-
50% inhibition at 0.0003 mM
additional information
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not inhibitory: 3-methoxyaniline, 4-hydroxybenzaldehyde
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
methanol
-
12fold activity increase by 30% methanol
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0042 - 0.011
1,2-bis(4'-hydroxy-3'-methoxyphenyl)ethylene
0.0033
4,2'-dihydroxy-3,3'-dimethoxy-5'-(2''-carboxyvinyl)stilbene
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isozyme IV
0.0083
4-hydroxystilbene
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pH 8.5, 30C
0.11
O2
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isozyme I
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.005
N-(4-hydroxybenzylidene)-3-methoxyaniline
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pH 8.5, 30C
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.0021
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at 30C, in 50 mM Tris-HCl at pH 8.5, using 4,2'-dihydroxy-3,3'-dimethoxy-5'-(2''-carboxyvinyl)stilbene as substrate
0.0024
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at 30C, in 50 mM Tris-HCl at pH 8.5, using 1,2-bis(4'-hydroxy-3'-methoxyphenyl)ethylene as substrate
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
110000
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amino acid analysis, isozyme III
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
heterodimer
homodimer
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
ORGANIC SOLVENT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Methanol
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
4C, one week, 70% activity, isozyme I
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
cloned isozyme III
-
isozymes I, II and III
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major isozyme I, 4 isozymes by ion-exchange chromatography
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QAE anion exchange column chromatography, Butyl Toyopearl 650M column chromatography, and DEAE Toyopearl 650C column chromatography
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli
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isozyme I, expressed in Escherichia coli JM109, lower activity towards 1,2-bis(4'-hydroxy-3'-methoxyphenyl)ethylene than native enzyme
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isozyme III, expressed in Escherichia coli MV1184, 10fold activity of native enzyme
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