Information on EC 1.3.99.17 - quinoline 2-oxidoreductase

Word Map on EC 1.3.99.17
Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
Specify your search results
Select one or more organisms in this record:
Show additional data
Do not include text mining results
Include (text mining) results (more...)
Include results (AMENDA + additional results, but less precise; more...)

The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
1.3.99.17
-
RECOMMENDED NAME
GeneOntology No.
quinoline 2-oxidoreductase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
quinoline + acceptor + H2O = quinolin-2(1H)-one + reduced acceptor
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
-
-
-
-
reduction
-
-
-
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
3-methylquinoline degradation
-
-
SYSTEMATIC NAME
IUBMB Comments
quinoline:acceptor 2-oxidoreductase (hydroxylating)
Quinolin-2-ol, quinolin-7-ol, quinolin-8-ol, 3-, 4- and 8-methylquinolines and 8-chloroquinoline are substrates. Iodonitrotetrazolium chloride can act as an electron acceptor.
CAS REGISTRY NUMBER
COMMENTARY hide
132264-32-5
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
strain 86-1deltaqor
-
-
Manually annotated by BRENDA team
strain B1
-
-
Manually annotated by BRENDA team
strain B1
-
-
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
(3-methyl)-quinoline + acceptor
(3-methyl-)2-oxo-1,2-dihydroquinoline + reduced p-iodonitrotetrazolium violet
show the reaction diagram
(3-Methyl)-quinoline + acceptor + H2O
?
show the reaction diagram
-
first step of 3-methylquinoline degradation
-
-
-
3-methylquinoline + acceptor + H2O
?
show the reaction diagram
4-chloroquinoline + acceptor + H2O
?
show the reaction diagram
4-chloroquinoline + p-iodonitrotetrazolium violet
?
show the reaction diagram
4-hydroxyquinoline + acceptor + H2O
?
show the reaction diagram
4-methylquinoline + acceptor
?
show the reaction diagram
4-methylquinoline + acceptor + H2O
?
show the reaction diagram
5-carboxyquinoline + acceptor + H2O
?
show the reaction diagram
5-hydroxyquinoline + acceptor
?
show the reaction diagram
6-hydroxyquinoline + acceptor
?
show the reaction diagram
6-hydroxyquinoline + acceptor + H2O
?
show the reaction diagram
-
-
-
-
?
6-methylquinoline + acceptor + H2O
?
show the reaction diagram
-
-
-
-
?
7-hydroxyquinoline + acceptor
?
show the reaction diagram
7-hydroxyquinoline + acceptor + H2O
?
show the reaction diagram
-
-
-
-
?
8-chloroquinoline + acceptor
?
show the reaction diagram
8-hydroxyquinoline + acceptor
?
show the reaction diagram
8-hydroxyquinoline + acceptor + H2O
?
show the reaction diagram
-
-
-
-
?
8-methylquinoline + acceptor
?
show the reaction diagram
8-methylquinoline + acceptor + H2O
?
show the reaction diagram
-
-
-
-
?
isoquinoline + p-iodonitrotetrazolium violet
?
show the reaction diagram
-
75% of the activity with quinoline
-
-
-
pyrimidine + p-iodonitro-tetrazolium violet + H2O
pyrimidine-4-one + reduced p-iodomitro-tetrazolium violet
show the reaction diagram
pyrimidine-4-one + p-iodonitro-tetrazolium violet + H2O
? + reduced p-iodonitro-tetrazolium violet
show the reaction diagram
quinazoline + acceptor
2-oxoquinazoline + reduced acceptor
show the reaction diagram
-
-
-
-
quinoline + acceptor
2-oxo-1,2-dihydroquinoline + reduced acceptor
show the reaction diagram
quinoline + acceptor + H2O
2-oxo-1,2-dihydroquinoline + reduced acceptor
show the reaction diagram
-
-
-
-
?
Quinoline + acceptor + H2O
?
show the reaction diagram
-
first step of quinoline degradation
-
-
-
quinoline + H2O + iodonitrotetrazolium chloride
isoquinolin-1-one + reduced iodonitrotetrazolium chloride
show the reaction diagram
quinoline + iodonitrotetrazolium chloride + H2O
isoquinoline-1-one + reduced iodonitrotetrazolium chloride
show the reaction diagram
-
-
-
?
quinoline + p-iodonitro-tetrazolium violet + H2O
isoquinoline-1-one + reduced p-iodonitro-tetrazolium violet
show the reaction diagram
quinoxaline + acceptor
2-oxoquinoxaline + reduced acceptor
show the reaction diagram
-
-
-
-
quinoxaline + acceptor + H2O
2-oxoquinoxaline + reduced acceptor
show the reaction diagram
-
-
-
-
?
additional information
?
-
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
(3-Methyl)-quinoline + acceptor + H2O
?
show the reaction diagram
-
first step of 3-methylquinoline degradation
-
-
-
Quinoline + acceptor + H2O
?
show the reaction diagram
-
first step of quinoline degradation
-
-
-
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
iron-sulfur centre
two distinct 2Fe-2S clusters
molybdopterin
molybdopterin cytosine dinucleotide
-
additional information
-
NAD+ and NADP+ are ineffective as cofactors
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
4-hydroxymercuribenzoate
-
-
methanol
additional information
-
no inbibition by pyrimidine or uracil
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
ethanol
-
1 M, increases activity by about 10%
OxoS
-
is required for quinoline-dependent transcription from PoxoO, Porf3, PqorM, and PoxoR
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.08
2-(4-iodophenyl)-3-(4-nitrophenyl)-5-phenyl-2H-tetrazolium chloride
-
with quinoline as cosubstrate
0.0025 - 0.41
Quinoline
0.68
Quinoxaline
-
mutantA546G
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.22 - 85.4
Quinoline
2.2
Quinoxaline
Pseudomonas putida
-
mutantA546G
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.0057
-
substrate substrate pyrimidine-4-one, crude extract, pH 7.5, 25°C
0.064
-
substrate pyrimidine, crude extract, pH 7.5, 25°C
0.08
-
mutant A546G with quinoline as substrate
0.237
-
substrate quinoline, crude extract, pH 7.5, 25°C
0.36
-
mutant W331G with quinoline as substrate
0.57
-
mutant V373A with quinoline as substrate
16
-
mutant A259G with quinoline as substrate
22
-
purified Qor protein with quinoline as substrate
additional information
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
18000
-
x * 18000 + x * 32000 + x * 82000, SDS-PAGE
18012
-
x * 18012 + x * 30650 + x * 84113, calculation from nucleotide sequence
20000
-
x * 20000 + x * 30000 + x * 85000, SDS-PAGE
22000
-
x * 22000 + x * 32000 + x * 87000, subunits occuring in the ratio of 1.16:1:0.83, SDS-PAGE
30000
-
x * 20000 + x * 30000 + x * 85000, SDS-PAGE
30650
-
x * 18012 + x * 30650 + x * 84113, calculation from nucleotide sequence
82000
-
x * 18000 + x * 32000 + x * 82000, SDS-PAGE
84113
-
x * 18012 + x * 30650 + x * 84113, calculation from nucleotide sequence
85000
-
x * 20000 + x * 30000 + x * 85000, SDS-PAGE
87000
-
x * 22000 + x * 32000 + x * 87000, subunits occuring in the ratio of 1.16:1:0.83, SDS-PAGE
270000
-
gel filtration
300000
-
gel filtration
310000
-
native PAGE
360000
-
gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hexamer
additional information
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
to electrophoretic homogeneity
-
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
into the HindIII/XhoI sites of pPR9TT in frame with the lacZ gene
-
into vector pUF1, expression in Escherichia coli DH5alpha pBL9
-
three genes coding for the three subunits, expression in Pseudomonas putida KT2440
-
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
A259G
-
turnover rate 2.4fold reduced, no significant altered Km
A546G
-
turnover rate 199fold reduced, increased affinity for quinoline and quinoxaline
E743D
-
about twofold increase in KM-value for quinoline, 150fold reduction of kcat-value
E743V
-
about twofold increase in KM-value for quinoline, drastic reduction of kcat-value
F375V
-
as stable as wild-type
V373A
-
turnover rate 40fold reduced
V373Y
-
as stable as wild-type
W331G
-
turnover rate 38fold reduced, suitable for hydroxylation of quinoxaline and C4-substituted quinolines
E743D
-
about twofold increase in KM-value for quinoline, 150fold reduction of kcat-value
-
E743V
-
about twofold increase in KM-value for quinoline, drastic reduction of kcat-value
-
A259G
-
turnover rate 2.4fold reduced, no significant altered Km
-
F375V
-
as stable as wild-type
-
V373A
-
turnover rate 40fold reduced
-
V373Y
-
as stable as wild-type
-
W331G
-
turnover rate 38fold reduced, suitable for hydroxylation of quinoxaline and C4-substituted quinolines
-
additional information
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
synthesis
additional information