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Literature summary for 1.14.11.31 extracted from
- Dioxygenases catalyze O-demethylation and O,O-demethylenation with widespread roles in benzylisoquinoline alkaloid metabolism in opium poppy (2013), J. Biol. Chem., 288, 28997-29012.
Cloned(Commentary)
| Cloned (Comment) | Organism |
|---|---|
| phylogenetic tree, T6ODM real time quantitative PCR expression analysis | Papaver somniferum |
Metals/Ions
| Metals/Ions | Comment | Organism | Structure |
|---|---|---|---|
| Fe2+ | required | Papaver somniferum |  |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| thebaine + 2-oxoglutarate + O2 | Papaver somniferum | - |
neopinone + formaldehyde + succinate + CO2 | - |
? | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Papaver somniferum | - |
cv. Bea's Choice | - |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| (R,S)-canadine + 2-oxoglutarate + O2 | a protoberberine, 32% of activity with oripavine | Papaver somniferum | ? | - |
? | |
| (R,S)-tetrahydropalmatine + 2-oxoglutarate + O2 | a protoberberine, O-demethylation, below 1% of activity with oripavine | Papaver somniferum | ? | - |
? | |
| (R,S)-tetrahydropapaverine + 2-oxoglutarate + O2 | a 1-benzylisoquinoline, O-demethylation, 2.1% of activity with oripavine | Papaver somniferum | ? | - |
? | |
| allocryptopine + 2-oxoglutarate + O2 | a protopine, O-demethylation, 9.5% of activity with oripavine | Papaver somniferum | ? | - |
? | |
| cryptopine + 2-oxoglutarate + O2 | a protopine, O-demethylation, below 1% of activity with oripavine | Papaver somniferum | ? | - |
? | |
| additional information | 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 | Papaver somniferum | ? | - |
? | |
| oripavine + 2-oxoglutarate + O2 | a morphinan, best substrate | Papaver somniferum | ? | - |
? | |
| papaverine + 2-oxoglutarate + O2 | a 1-benzylisoquinoline,O-demethylation, below 1% of activity with oripavine | Papaver somniferum | ? | - |
? | |
| thebaine + 2-oxoglutarate + O2 | - |
Papaver somniferum | neopinone + formaldehyde + succinate + CO2 | - |
? | |
| thebaine + 2-oxoglutarate + O2 | a morphinan, 97.2% of activity with oripavine | Papaver somniferum | neopinone + formaldehyde + succinate + CO2 | - |
? | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| T6ODM | - |
Papaver somniferum |
Temperature Optimum [°C]
| Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 30 | - |
assay at | Papaver somniferum |
pH Optimum
| pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|
| 7.4 | - |
assay at | Papaver somniferum |
General Information
| General Information | Comment | Organism |
|---|---|---|
| evolution | the enzyme belongs to the 2-oxoglutarate/Fe(II)-dependent dioxygenase superfamily | Papaver somniferum |
| metabolism | thebaine 6-O-demethylase catalyzes the antepenultimate step of morphine biosynthesis in opium poppy | Papaver somniferum |
| physiological function | thebaine 6-O-demethylase catalyzes the antepenultimate step of morphine biosynthesis in opium poppy, but has also roles in the metabolism of protopine, benzo[c]phenanthridine, and rhoeadine alkaloids | Papaver somniferum |
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