1.14.11.31: thebaine 6-O-demethylase
This is an abbreviated version!
For detailed information about thebaine 6-O-demethylase, go to the full flat file.
Word Map on EC 1.14.11.31
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1.14.11.31
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poppy
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opium
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somniferum
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codeine
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papaver
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benzylisoquinoline
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o-demethylation
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dioxygenases
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acinetobacter
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capsule
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virus-induced
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morphinan
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endophyte
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reticuline
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non-heme
- 1.14.11.31
- poppy
-
opium
- somniferum
- codeine
-
papaver
-
benzylisoquinoline
-
o-demethylation
- dioxygenases
- acinetobacter
- capsule
-
virus-induced
-
morphinan
-
endophyte
- reticuline
-
non-heme
Reaction
Synonyms
Diox1, T6ODM
ECTree
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Substrates Products
Substrates Products on EC 1.14.11.31 - thebaine 6-O-demethylase
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REACTION DIAGRAM
(R,S)-canadine + 2-oxoglutarate + O2
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a protoberberine, 32% of activity with oripavine
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(R,S)-tetrahydropalmatine + 2-oxoglutarate + O2
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a protoberberine, O-demethylation, below 1% of activity with oripavine
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(R,S)-tetrahydropapaverine + 2-oxoglutarate + O2
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a 1-benzylisoquinoline, O-demethylation, 2.1% of activity with oripavine
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allocryptopine + 2-oxoglutarate + O2
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a protopine, O-demethylation, 9.5% of activity with oripavine
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cryptopine + 2-oxoglutarate + O2
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a protopine, O-demethylation, below 1% of activity with oripavine
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oripavine + 2-oxoglutarate + O2
morphinane + formaldehyde + succinate + CO2
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papaverine + 2-oxoglutarate + O2
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a 1-benzylisoquinoline,O-demethylation, below 1% of activity with oripavine
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thebaine + 2-oxoglutarate + O2
codeinone + formaldehyde + succinate + CO2
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morphinone + formaldehyde + succinate + CO2
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oripavine + 2-oxoglutarate + O2
morphinone + formaldehyde + succinate + CO2
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a step of morphine biosynthesis
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oripavine + 2-oxoglutarate + O2
morphinone + formaldehyde + succinate + CO2
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alkyl hydroxylation proceeds through a radical mechanism involving an iron-oxo intermediate, followed by the elimination of formaldehyde
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neopinone + formaldehyde + succinate + CO2
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thebaine + 2-oxoglutarate + O2
neopinone + formaldehyde + succinate + CO2
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a step of morphine biosynthesis
spontaneous conversion to codeinone
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thebaine + 2-oxoglutarate + O2
neopinone + formaldehyde + succinate + CO2
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85% of the activity with oripavine. Alkyl hydroxylation proceeds through a radical mechanism involving an iron-oxo intermediate, followed by the elimination of formaldehyde
spontaneous conversion to codeinone
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thebaine + 2-oxoglutarate + O2
neopinone + formaldehyde + succinate + CO2
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a morphinan, 97.2% of activity with oripavine
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no activity with (S)-reticuline, (S)-scoulerine, papaverine, (S)-corytuberine, pavine, salutaridine, noscapine, codeine
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additional information
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when assayed with a wide range of benzylisoquinoline alkaloids, the enzyme shows efficient dealkylation activities, including regio- and substrate-specific O-demethylation and O,O-demethylenation, substrate specificity, overview. No or poor activity with (S)-reticuline, (S)-isocorydine, (S)-scoulerine, (R,S)-stylopine, berberine, O-demethylcryptopine, protopine, and codeine
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