Information on EC 1.14.13.179 - methylxanthine N3-demethylase

for references in articles please use BRENDA:EC1.14.13.179
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The expected taxonomic range for this enzyme is: Pseudomonas putida

EC NUMBER
COMMENTARY hide
1.14.13.179
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RECOMMENDED NAME
GeneOntology No.
methylxanthine N3-demethylase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
3-methylxanthine + O2 + NAD(P)H + H+ = xanthine + NAD(P)+ + H2O + formaldehyde
show the reaction diagram
theobromine + O2 + NAD(P)H + H+ = 7-methylxanthine + NAD(P)+ + H2O + formaldehyde
show the reaction diagram
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
caffeine degradation III (bacteria, via demethylation)
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theophylline degradation
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purine metabolism
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Caffeine metabolism
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Metabolic pathways
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Biosynthesis of secondary metabolites
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Microbial metabolism in diverse environments
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SYSTEMATIC NAME
IUBMB Comments
theobromine:oxygen oxidoreductase (N3-demethylating)
A non-heme iron oxygenase. The enzyme from the bacterium Pseudomonas putida shares an NAD(P)H-FMN reductase subunit with EC 1.14.13.178, methylxanthine N1-demethylase, and has higher activity with NADH than with NADPH [1]. Also demethylates caffeine and theophylline with lower efficiency. Forms part of the degradation pathway of methylxanthines.
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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
3-methylxanthine + O2 + NAD(P)H + H+
xanthine + NAD(P)+ + H2O + formaldehyde
show the reaction diagram
3-methylxanthine + O2 + NADH + H+
xanthine + NAD+ + H2O + formaldehyde
show the reaction diagram
caffeine + O2 + NADH + H+
paraxanthine + NAD+ + H2O + formaldehyde
show the reaction diagram
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-
-
?
theobromine + O2 + NAD(P)H + H+
7-methylxanthine + NAD(P)+ + H2O + formaldehyde
show the reaction diagram
theobromine + O2 + NADH + H+
7-methylxanthine + NAD+ + H2O + formaldehyde
show the reaction diagram
theophylline + O2 + NADH + H+
1-methylxanthine + NAD+ + H2O + formaldehyde
show the reaction diagram
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-methylxanthine + O2 + NAD(P)H + H+
xanthine + NAD(P)+ + H2O + formaldehyde
show the reaction diagram
theobromine + O2 + NAD(P)H + H+
7-methylxanthine + NAD(P)+ + H2O + formaldehyde
show the reaction diagram
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NADPH
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a reductase component with cytochrome c reductase activity transfers reducing equivalents from NAD(P)H to the enzyme. NADH is the preferred substrate of the reductase component. Activity with NADPH is only 22% of that with NADH
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Non-heme iron
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.022
3-Methylxanthine
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pH 7.5, 30C
0.042
Caffeine
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pH 7.5, 30C
0.025
Theobromine
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pH 7.5, 30C
0.17
theophylline
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pH 7.5, 30C
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.53
3-Methylxanthine
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pH 7.5, 30C
0.0038
Caffeine
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pH 7.5, 30C
0.77
Theobromine
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pH 7.5, 30C
0.0045
theophylline
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pH 7.5, 30C
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
24.1
3-Methylxanthine
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pH 7.5, 30C
0.09
Caffeine
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pH 7.5, 30C
30.8
Theobromine
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pH 7.5, 30C
0.03
theophylline
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pH 7.5, 30C
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
40900
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x * 40900, 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
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