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Information on EC 1.13.11.1 - catechol 1,2-dioxygenase and Organism(s) Rhodococcus opacus and UniProt Accession O67987

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IUBMB Comments
Requires Fe3+. Involved in the metabolism of nitro-aromatic compounds by a strain of Pseudomonas putida.
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This record set is specific for:
Rhodococcus opacus
UNIPROT: O67987
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The taxonomic range for the selected organisms is: Rhodococcus opacus
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota, Archaea
Reaction Schemes
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catechol
+
O2
=
cis,cis-muconate
+
=
Synonyms
catechol 1,2-dioxygenase, catechol dioxygenase, cat12, pyrocatechase, chlorocatechol 1,2-dioxygenase, cd ii, catechol 1,2-oxygenase, catechol 1,2 dioxygenase, 1,2-ctd, c1,2o, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
1,2-pyrocatechase
-
-
-
-
3-chlorocatechol 1,2-dioxygenase
-
catechase
-
-
-
-
catechol 1,2-oxygenase
-
-
-
-
catechol dioxygenase
-
-
-
-
catechol oxygenase
-
-
-
-
catechol-oxygen 1,2-oxidoreductase
-
-
-
-
catechol:oxygen 1,2-oxidoreductase
-
-
CD I
-
-
-
-
CD II
-
-
-
-
CD-I
-
-
-
-
CD-II
-
-
-
-
CD-III-1
-
-
-
-
CD-III-2
-
-
-
-
CDI1
-
-
-
-
CDI2
-
-
-
-
pyrocatechase
-
-
-
-
pyrocatechol 1,2-dioxygenase
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
redox reaction
-
-
-
-
oxidation
-
-
-
-
reduction
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
catechol:oxygen 1,2-oxidoreductase
Requires Fe3+. Involved in the metabolism of nitro-aromatic compounds by a strain of Pseudomonas putida.
CAS REGISTRY NUMBER
COMMENTARY hide
9027-16-1
-
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
2,3-dihydroxybenzoic acid + O2
?
show the reaction diagram
-
-
-
?
3,4,5,6-tetrachlorocatechol + O2
?
show the reaction diagram
-
-
-
?
3,5-dichlorocatechol + O2
?
show the reaction diagram
-
-
-
?
3-chlorocatechol + O2
2-chloro-cis,cis-muconate
show the reaction diagram
1.7% activity compared to catechol
-
-
?
3-chlorocatechol + O2
?
show the reaction diagram
-
-
-
-
?
3-methylcatechol + O2
(2Z,4Z)-2-methylhexa-2,4-dienedioate
show the reaction diagram
104% activity compared to catechol
-
-
?
3-methylcatechol + O2
?
show the reaction diagram
-
-
-
-
?
4,5-dichlorocatechol + O2
?
show the reaction diagram
-
-
-
?
4-chlorocatechol + O2
(2E,4Z)-3-chlorohexa-2,4-dienedioate
show the reaction diagram
2.7% activity compared to catechol
-
-
?
4-chlorocatechol + O2
?
show the reaction diagram
-
-
-
-
?
4-methylcatechol + O2
4-methyl-cis,cis-muconate
show the reaction diagram
71.5% activity compared to catechol
-
-
?
4-methylcatechol + O2
?
show the reaction diagram
-
-
-
-
?
catechol + O2
cis,cis-muconate
show the reaction diagram
hydroxyquinol + O2
?
show the reaction diagram
i.e. 1,2,4-trihydroxy benzene
-
-
?
protocatechuate + O2
?
show the reaction diagram
i.e. 3,4-dihydroxybenzoate
-
-
?
pyrogallol + O2
?
show the reaction diagram
-
-
-
-
?
pyrogallol + O2
alpha-hydroxymuconic acid
show the reaction diagram
i.e.benzene-1,2,3-triol
-
-
?
additional information
?
-
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
catechol + O2
cis,cis-muconate
show the reaction diagram
-
-
-
-
?
additional information
?
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Fe3+
the catalytic nonheme iron Fe(III) is bound to the side chains of Tyr134
Fe3+
contains Fe3+
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
3,4,5,6-tetrachlorocatechol
competitive inhibitor
3,5-dichlorocatechol
competitive inhibitor
4,5-dichlorocatechol
competitive inhibitor
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0093
1,2,3-benzenetriol
-
at pH 7.2 and 45°C
0.7
2,3-Dihydroxybenzoic acid
in 50 mM Tris/HCl, pH 7.2, 25°C
0.0007
3-chlorocatechol
in 50 mM Tris/HCl, pH 7.2, 25°C
0.0048 - 0.0065
3-methylcatechol
0.0015 - 0.64
4-Chlorocatechol
0.0035 - 0.004
4-methylcatechol
0.00185 - 0.003
catechol
0.097
Hydroxyquinol
in 50 mM Tris/HCl, pH 7.2, 25°C
0.31
protocatechuate
in 50 mM Tris/HCl, pH 7.2, 25°C
0.0045
pyrogallol
in 50 mM Tris/HCl, pH 7.2, 25°C
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.28
2,3-Dihydroxybenzoic acid
in 50 mM Tris/HCl, pH 7.2, 25°C
0.18
3-chlorocatechol
in 50 mM Tris/HCl, pH 7.2, 25°C
10.62
3-methylcatechol
in 50 mM Tris/HCl, pH 7.2, 25°C
0.27
4-Chlorocatechol
in 50 mM Tris/HCl, pH 7.2, 25°C
7.32
4-methylcatechol
in 50 mM Tris/HCl, pH 7.2, 25°C
10.23
catechol
in 50 mM Tris/HCl, pH 7.2, 25°C
0.28
Hydroxyquinol
in 50 mM Tris/HCl, pH 7.2, 25°C
0.04
protocatechuate
in 50 mM Tris/HCl, pH 7.2, 25°C
2.41
pyrogallol
in 50 mM Tris/HCl, pH 7.2, 25°C
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
458
1,2,3-benzenetriol
-
at pH 7.2 and 45°C
0.4
2,3-Dihydroxybenzoic acid
in 50 mM Tris/HCl, pH 7.2, 25°C
255
3-chlorocatechol
in 50 mM Tris/HCl, pH 7.2, 25°C
1633 - 3305
3-methylcatechol
0.133 - 182
4-Chlorocatechol
1828 - 5547
4-methylcatechol
3410 - 10845
catechol
2.8
Hydroxyquinol
in 50 mM Tris/HCl, pH 7.2, 25°C
0.15
protocatechuate
in 50 mM Tris/HCl, pH 7.2, 25°C
535
pyrogallol
in 50 mM Tris/HCl, pH 7.2, 25°C
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.036
3,4,5,6-tetrachlorocatechol
in 50 mM Tris/HCl, pH 7.2, 25°C
0.00009
3,5-dichlorocatechol
in 50 mM Tris/HCl, pH 7.2, 25°C
0.00002
4,5-dichlorocatechol
in 50 mM Tris/HCl, pH 7.2, 25°C
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
37.65
-
after 319fold purification, at pH 7.2 and 45°C
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
Uniprot
Manually annotated by BRENDA team
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
CLCA_RHOOP
257
0
28953
Swiss-Prot
Secretory Pathway (Reliability: 1)
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
-
x * 32000, SDS-PAGE
monomer
1 * 33000, SDS-PAGE
CRYSTALLIZATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
sitting drop vapor diffusion method, using 30% (w/v) PEG400, 0.1 M MES pH 6.5, 0.1 M magnesium chloride
sitting-drop vapour-difusion method, 1.9 A resolution
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
DEAE-Toyopearl column chromatography, phenyl Sepharose CL-4B column chromatography, and Resource Q column chromatography
-
Q-Sepharose column chromatography, phenyl-Sepharose column chromatography, and Superdex 200 gel filtration
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Ferraroni, M.; Solyanikova, I.P.; Kolomytseva, M.P.; Scozzafava, A.; Golovleva, L.; Briganti, F.
Crystal Structure of 4-chlorocatechol 1,2-dioxygenase from the chlorophenol-utilizing Gram-positive Rhodococcus opacus 1CP
J. Biol. Chem.
279
27646-27655
2004
Rhodococcus opacus (O67987), Rhodococcus opacus, Rhodococcus opacus 1CP (O67987), Rhodococcus opacus 1CP
Manually annotated by BRENDA team
Ferraroni, M.; Kolomytseva, M.P.; Solyanikova, I.P.; Scozzafava, A.; Golovleva, L.A.; Briganti, F.
Crystal structure of 3-chlorocatechol 1,2-dioxygenase key enzyme of a new modified ortho-pathway from the Gram-positive Rhodococcus opacus 1CP grown on 2-chlorophenol
J. Mol. Biol.
360
788-799
2006
Rhodococcus opacus (Q8G9L3), Rhodococcus opacus, Rhodococcus opacus 1CP (Q8G9L3), Rhodococcus opacus 1CP
Manually annotated by BRENDA team
Matera, I.; Ferraroni, M.; Kolomytseva, M.; Golovleva, L.; Scozzafava, A.; Briganti, F.
Catechol 1,2-dioxygenase from the Gram-positive Rhodococcus opacus 1CP: Quantitative structure/activity relationship and the crystal structures of native enzyme and catechols adducts
J. Struct. Biol.
170
548-564
2010
Rhodococcus opacus (P95607), Rhodococcus opacus 1CP (P95607), Rhodococcus opacus 1CP
Manually annotated by BRENDA team
Subbotina, N.; Kolomytseva, M.; Baskunov, B.; Golovlev, L.
Catechol 1,2-dioxygenase induced in Rhodococcus opacus strain 1CP cultured in the presence of 3-hydroxybenzoate
Microbiology (Russian Federation)
85
638-641
2016
Rhodococcus opacus, Rhodococcus opacus 1CP
-
Manually annotated by BRENDA team