1.14.13.128: 7-methylxanthine demethylase
This is an abbreviated version!
For detailed information about 7-methylxanthine demethylase, go to the full flat file.
Word Map on EC 1.14.13.128
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1.14.13.128
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putida
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demethylation
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theophylline
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bioreactors
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uric
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coffee
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trimethyl
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costly
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1,3,7-trimethylxanthine
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rhodococcus
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paraxanthine
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3,7-dimethylxanthine
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formaldehyde
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aminopyrine
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alcaligenes
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rieske
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broad-specificity
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non-heme
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3-methylxanthine
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oxygen-dependent
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methylxanthines
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commences
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bioprocess
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klebsiella
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pharmacology
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medicine
- 1.14.13.128
- putida
-
demethylation
- theophylline
-
bioreactors
-
uric
- coffee
-
trimethyl
-
costly
- 1,3,7-trimethylxanthine
- rhodococcus
- paraxanthine
- 3,7-dimethylxanthine
- formaldehyde
- aminopyrine
- alcaligenes
-
rieske
-
broad-specificity
-
non-heme
- 3-methylxanthine
-
oxygen-dependent
- methylxanthines
-
commences
-
bioprocess
- klebsiella
- pharmacology
- medicine
Reaction
Synonyms
7-methylxanthine-specific N-demethylase, bacterial N-demethylase, caffeine demethylase, heteroxanthine demethylase, methylxanthine N-demethylase, N-demethylase, ndmA, NdmC, theobromine demethylase
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Natural Substrates Products
Natural Substrates Products on EC 1.14.13.128 - 7-methylxanthine demethylase
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REACTION DIAGRAM
1,3,7-trimethylxanthine + O2 + NAD(P)H + H+
3,7-dimethylxanthine + formaldehyde + NAD(P)+
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i.e. caffeine
i.e. theobromine
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?
1,3,7-trimethylxanthine + O2 + NADPH + H+
1,3-dimethylxanthine + formaldehyde + NADP+ + H2O
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i.e. caffeine
i.e. theophylline
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?
1,3,7-trimethylxanthine + O2 + NADPH + H+
1,7-dimethylxanthine + formaldehyde + NADP+ + H2O
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i.e. caffeine
i.e. paraxanthine
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?
xanthine + NAD(P)+ + H2O + formaldehyde
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part of the caffeine degradation pathway in Pseudomonas putida
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-
?
7-methylxanthine + O2 + NAD(P)H + H+
xanthine + NAD(P)+ + H2O + formaldehyde
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part of the caffeine degradation pathway in Pseudomonas putida
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-
?
7-methylxanthine + O2 + NAD(P)H + H+
xanthine + NAD(P)+ + H2O + formaldehyde
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-
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?
xanthine + NAD+ + H2O + formaldehyde
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-
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?
7-methylxanthine + O2 + NADH + H+
xanthine + NAD+ + H2O + formaldehyde
specific substrate
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-
?
7-methylxanthine + O2 + NADH + H+
xanthine + NAD+ + H2O + formaldehyde
the N7-demethylation reaction absolutely requires a unique, tightly bound protein complex composed of NdmC, NdmD, and NdmE. NdmE functions as a noncatalytic subunit that serves a structural role in the complexation of the oxygenase (NdmC) and Rieske domains (NdmD)
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-
?
7-methylxanthine + O2 + NADH + H+
xanthine + NAD+ + H2O + formaldehyde
immediate degradation via the NdmCDE complex
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-
?
7-methylxanthine + O2 + NADH + H+
xanthine + NAD+ + H2O + formaldehyde
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-
-
?
7-methylxanthine + O2 + NADH + H+
xanthine + NAD+ + H2O + formaldehyde
specific substrate
-
-
?
7-methylxanthine + O2 + NADH + H+
xanthine + NAD+ + H2O + formaldehyde
the N7-demethylation reaction absolutely requires a unique, tightly bound protein complex composed of NdmC, NdmD, and NdmE. NdmE functions as a noncatalytic subunit that serves a structural role in the complexation of the oxygenase (NdmC) and Rieske domains (NdmD)
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-
?
7-methylxanthine + O2 + NADH + H+
xanthine + NAD+ + H2O + formaldehyde
immediate degradation via the NdmCDE complex
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-
?
theobromine + NAD+ + H2O + formaldehyde
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-
-
?
caffeine + O2 + NADH + H+
theobromine + NAD+ + H2O + formaldehyde
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-
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?
?
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the metabolite is 1,3-dimethylxanthine, i.e. theophylline, is produced by the demethylation in the 7th position of the purine ring, mainly in fungi, overview
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-
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additional information
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caffeine, paraxanthine, and theobromine are not demethylated by the enzyme
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?
additional information
?
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no activity toward caffeine or theobromine
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-
?
additional information
?
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enzyme NdmA catalyzes NADH-dependent N1-demethylation of caffeine to theobromine and theophylline to 3-methylxanthine, and subsequently to 7-methylxanthine, and xanthine. Theobromine is the major product due to highly selective N1-demethylation caffeine by NdmA. But the minor production of paraxanthine from caffeine is due to slight promiscuity of the NdmA towards the N3-position on the caffeine molecule. Direct N-demethylation of caffeine at the N3 position does not occur appreciably with the three N-demethylases involved in caffeine degradation in CBB5
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additional information
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enzyme NdmA catalyzes NADH-dependent N1-demethylation of caffeine to theobromine and theophylline to 3-methylxanthine, and subsequently to 7-methylxanthine, and xanthine. Theobromine is the major product due to highly selective N1-demethylation caffeine by NdmA. But the minor production of paraxanthine from caffeine is due to slight promiscuity of the NdmA towards the N3-position on the caffeine molecule. Direct N-demethylation of caffeine at the N3 position does not occur appreciably with the three N-demethylases involved in caffeine degradation in CBB5
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additional information
?
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caffeine, paraxanthine, and theobromine are not demethylated by the enzyme
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?
additional information
?
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caffeine, paraxanthine, and theobromine are not demethylated by the enzyme
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-
?
additional information
?
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no activity toward caffeine or theobromine
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-
?