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Enzyme Nomenclature
Information on EC 1.13.11.56 - 1,2-dihydroxynaphthalene dioxygenase
for references in articles please use BRENDA:EC1.13.11.56
Word Map on EC 1.13.11.56
- 1.13.11.56
- salicylate
- catechol
- putida
- 2,3-dihydroxybiphenyl
- salicylaldehyde
-
naphthalene-degrading
-
extradiol
-
2-hydroxymuconic
-
semialdehyde
-
naphthalenesulfonates
-
cis,cis-muconic
- 3-methylcatechol
- 4-chlorocatechol
- stenotrophomonas
-
2,3-oxygenase
-
ring-cleavage
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catechol-1,2-dioxygenase
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ring-hydroxylating
- gentisate
-
coal
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1-hydroxy-2-naphthoic
- sphingomonas
-
3-methyl
- phenanthrene
-
pseudomonads
- degradation
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The enzyme appears in viruses and cellular organisms
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EC NUMBER 
COMMENTARY 
1.13.11.56
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RECOMMENDED NAME
GeneOntology No.
1,2-dihydroxynaphthalene dioxygenase
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
naphthalene-1,2-diol + O2 = 2-hydroxy-2H-chromene-2-carboxylate
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-
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
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SYSTEMATIC NAME
IUBMB Comments
1,2-dihydroxynaphthalene:oxygen oxidoreductase
This enzyme is involved in naphthalene degradation. Requires Fe2+.
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CAS REGISTRY NUMBER
COMMENTARY
55354-35-3
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
physiological function
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the metabolic pathways of dibenzofuran and dibenzothiophene are controlled by naphthalene-degrading enzymes. Strain JB cannot grow on dibenzofuran or dibenzothiophen as the sole carbon source. 1,2-dihydroxynaphthalene dioxygenase may be responsible for the ring cleavage of 1,2-dihydroxydibenzofuran and 1,2-dihydroxydibenzothiophene to form 2-hydroxy-4-(3'-oxo-3'H-benzofuran-20-yliden)but-2-enoic acid and 4-[2-(3hydroxy)-thianaphthenyl]-2-oxo-3-butenoic acid
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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
3-methylcatechol + O2
2-hydroxy-6-oxohepta-2,4-dienoic acid
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5% of the activity with 1,2-dihydroxynaphthalene. The product 2-hydroxy-6-oxoheptadienoic acid is not structurally analogous to 2-hydroxychromene-2-carboxylic acid
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-
?
additional information
?
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purified enzyme shows no activity with catechol
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-
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1,2-dihydroxynaphthalene + O2
2-hydroxy-2H-chromene-2-carboxylate
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2-hydroxychromene-2-carboxylic acid may result from cycization of a ring fission product before release from the enzyme
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-
?
1,2-dihydroxynaphthalene + O2
2-hydroxy-2H-chromene-2-carboxylate
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-
-
-
?
1,2-dihydroxynaphthalene + O2
2-hydroxy-2H-chromene-2-carboxylate
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-
-
-
?
1,2-dihydroxynaphthalene + O2
2-hydroxychromene-2-carboxylate
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induced in presence of naphthalene-2-sulfonic acid
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-
?
1,2-dihydroxynaphthalene + O2
2-hydroxychromene-2-carboxylate
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induced in presence of naphthalene-2-sulfonic acid
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-
?
4-methylcatechol + O2
?
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2% of the activity with 1,2-dihydroxynaphthalene
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-
?
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NATURAL SUBSTRATES
NATURAL PRODUCTS
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
1,2-dihydroxynaphthalene + O2
2-hydroxychromene-2-carboxylate
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induced in presence of naphthalene-2-sulfonic acid
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-
?
1,2-dihydroxynaphthalene + O2
2-hydroxychromene-2-carboxylate
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induced in presence of naphthalene-2-sulfonic acid
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-
?
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Fe2+
Fe2+
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required. Other metal ions (Fe3+, C02+, Ca2+, Cu2+, Hg2+, Ni2+, Zn2+, Mg2+) could not replace Fe2+
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
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PDB
SCOP
CATH
ORGANISM
UNIPROT
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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SUBUNITS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
octamer
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pH STABILITY
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
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the enzyme is more stable at slightly alkaline pH values and better preserved in Na-K phosphate buffer than in Tris-HCI or glycine-NaOH
698539
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GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
enzyme in crude extract is stable in Na-K phosphate buffer, pH 7.5, after 1 week of storage (2.4 mg of protein per ml) at 4°C, 100% of the original activity is recovered
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the enzyme is inactivated slowly on standing, and inactivation is accelerated by dilution with aerated buffers and by H2O2. The inactive enzyme is reactivated by anaerobic incubation with Fe(SO4) and ferrous ammonium sulfate. Thiol reagents and acetone, ethanol, or glycerol decrease the rate of loss of activity
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ORGANIC SOLVENT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Acetone
Ethanol
Acetone
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storage for 1 week at 4°C in the presence of 10% (v/v) ethanol or acetone, the enzyme in crude extract is completely inactivated
Acetone
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storage for 1 week at 4°C in the presence of 10% (v/v) ethanol or acetone, the enzyme in crude extract is completely inactivated
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Ethanol
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storage for 1 week at 4°C in the presence of 10% (v/v) ethanol or acetone, the enzyme in crude extract is completely inactivated
Ethanol
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storage for 1 week at 4°C in the presence of 10% (v/v) ethanol or acetone, the enzyme in crude extract is completely inactivated
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
a gene cluster is identified on the plasmid pBN6 which codes for several enzymes participating in the degradative pathway for naphthalenesulfonates. A DNA fragment of 16915 bp is sequenced which contains 17 ORFs. The genes encoding the 1,2-dihydroxynaphthalene dioxygenase, 2-hydroxychromene-2-carboxylate isomerase, and 29-hydroxybenzalpyruvate aldolase of the naphthalenesulfonate pathway are identified on the DNA fragment and the encoded proteins heterologously expressed in Escherichia coli
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
degradation
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the metabolic pathways of dibenzofuran and dibenzothiophene are controlled by naphthalene-degrading enzymes. Strain JB cannot grow on dibenzofuran or dibenzothiophen as the sole carbon source. 1,2-dihydroxynaphthalene dioxygenase may be responsible for the ring cleavage of 1,2-dihydroxydibenzofuran and 1,2-dihydroxydibenzothiophene to form 2-hydroxy-4-(3'-oxo-3'H-benzofuran-20-yliden)but-2-enoic acid and 4-[2-(3hydroxy)-thianaphthenyl]-2-oxo-3-butenoic acid
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LINKS TO OTHER DATABASES (specific for EC-Number 1.13.11.56)
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