Information on EC 1.14.13.178 - methylxanthine N1-demethylase

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 expected taxonomic range for this enzyme is: Eukaryota, Bacteria

EC NUMBER
COMMENTARY hide
1.14.13.178
-
RECOMMENDED NAME
GeneOntology No.
methylxanthine N1-demethylase
-
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
caffeine + O2 + NAD(P)H + H+ = theobromine + NAD(P)+ + H2O + formaldehyde
show the reaction diagram
paraxanthine + O2 + NAD(P)H + H+ = 7-methylxanthine + NAD(P)+ + H2O + formaldehyde
show the reaction diagram
theophylline + O2 + NAD(P)H + H+ = 3-methylxanthine + NAD(P)+ + H2O + formaldehyde
show the reaction diagram
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Biosynthesis of secondary metabolites
-
-
caffeine degradation III (bacteria, via demethylation)
-
-
Caffeine metabolism
-
-
Metabolic pathways
-
-
Microbial metabolism in diverse environments
-
-
theophylline degradation
-
-
purine metabolism
-
-
SYSTEMATIC NAME
IUBMB Comments
caffeine:oxygen oxidoreductase (N1-demethylating)
A non-heme iron oxygenase. The enzyme from the bacterium Pseudomonas putida shares an NAD(P)H-FMN reductase subunit with EC 1.14.13.179, methylxanthine N3-demethylase, and has a 5-fold higher activity with NADH than with NADPH [2]. Also demethylate 1-methylxantine with lower efficiency. Forms part of the degradation pathway of methylxanthines.
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
-
-
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
1-methylxanthine + O2 + NADH + H+
xanthine + NAD+ + H2O + formaldehyde
show the reaction diagram
-
-
-
-
?
caffeine + O2 + NAD(P)H + H+
theobromine + NAD(P)+ + H2O + formaldehyde
show the reaction diagram
caffeine + O2 + NADH + H+
theobromine + NAD+ + H2O + formaldehyde
show the reaction diagram
paraxanthine + O2 + NAD(P)H + H+
7-methylxanthine + NAD(P)+ + H2O + formaldehyde
show the reaction diagram
paraxanthine + O2 + NADH + H+
7-methylxanthine + NAD+ + H2O + formaldehyde
show the reaction diagram
-
-
-
-
?
theophylline + O2 + NAD(P)H + H+
3-methylxanthine + NAD(P)+ + H2O + formaldehyde
show the reaction diagram
theophylline + O2 + NADH + H+
3-methylxanthine + NAD+ + H2O + formaldehyde
show the reaction diagram
theophylline + O2 + NADPH + H+
3-methylxanthine + NADP+ + H2O + formaldehyde
show the reaction diagram
-
i.e. 1,3-dimethylxanthine
-
-
?
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
caffeine + O2 + NAD(P)H + H+
theobromine + NAD(P)+ + H2O + formaldehyde
show the reaction diagram
paraxanthine + O2 + NAD(P)H + H+
7-methylxanthine + NAD(P)+ + H2O + formaldehyde
show the reaction diagram
theophylline + O2 + NAD(P)H + H+
3-methylxanthine + NAD(P)+ + H2O + formaldehyde
show the reaction diagram
-
the enzyme forms part of the degradation pathway of methylxanthines. The activity of the enzyme is dependent on electron transfer from NADH via a redox-center-dense Rieske reductase, NdmD
-
-
?
theophylline + O2 + NADPH + H+
3-methylxanthine + NADP+ + H2O + formaldehyde
show the reaction diagram
-
i.e. 1,3-dimethylxanthine
-
-
?
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NADPH
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Non-heme iron
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.27
1-Methylxanthine
-
pH 7.5, 30C
0.037
Caffeine
-
pH 7.5, 30C
0.053
paraxanthine
-
pH 7.5, 30C
0.0091
theophylline
-
pH 7.5, 30C
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.27
1-Methylxanthine
Pseudomonas putida
-
pH 7.5, 30C
3.17
Caffeine
Pseudomonas putida
-
pH 7.5, 30C
2.17
paraxanthine
Pseudomonas putida
-
pH 7.5, 30C
1.38
theophylline
Pseudomonas putida
-
pH 7.5, 30C
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1
1-Methylxanthine
Pseudomonas putida
-
pH 7.5, 30C
5087
85.7
Caffeine
Pseudomonas putida
-
pH 7.5, 30C
882
40.9
paraxanthine
Pseudomonas putida
-
pH 7.5, 30C
3927
151.6
theophylline
Pseudomonas putida
-
pH 7.5, 30C
1221
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
40000
-
x * 40000, SDS-PAGE
40200
-
x * 40200, calculated from sequence
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
His-tagged fusion protein, expression in Escherichia coli
-