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Literature summary for 1.14.11.32 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, CODM real time quantitative PCR expression analysis, recombinant expression | Papaver somniferum |
KM Value [mM]
| KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| additional information | - |
additional information | steady-state enzyme kinetics of purified recombinant CODM using (S)-scoulerine as substrate | Papaver somniferum |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| codeine + 2-oxoglutarate + O2 | Papaver somniferum | - |
morphine + 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)-tetrahydropalmatine + 2-oxoglutarate + O2 | a protoberberine, O-demethylation, 16.6% of activity with protopine | Papaver somniferum | ? | - |
? | |
| (S)-isocorydine + 2-oxoglutarate + O2 | a aporphine, O-demethylation, 6.1% of activity with protopine | Papaver somniferum | ? | - |
? | |
| (S)-reticuline + 2-oxoglutarate + O2 | a 1-benzylisoquinoline, O-demethylation, 16.2% of activity with protopine | Papaver somniferum | ? | - |
? | |
| (S)-scoulerine + 2-oxoglutarate + O2 | a 1-benzylisoquinoline, O-demethylation, 70.4% of activity with protopine | Papaver somniferum | ? | - |
? | |
| allocryptopine + 2-oxoglutarate + O2 | a protopine, O-demethylation, 50.1% of activity with protopine | Papaver somniferum | ? | - |
? | |
| codeine + 2-oxoglutarate + O2 | - |
Papaver somniferum | morphine + formaldehyde + succinate + CO2 | - |
? | |
| codeine + 2-oxoglutarate + O2 | a morphinan, O-demethylation, 89.8% of activity with protopine | Papaver somniferum | morphine + formaldehyde + succinate + CO2 | - |
? | |
| cryptopine + 2-oxoglutarate + O2 | a protopine, O-demethylation, 37.7% of activity with protopine | Papaver somniferum | ? | - |
? | |
| O-demethylcryptopine + 2-oxoglutarate + O2 | a protopine, O-demethylation, 40.8% of activity with protopine | Papaver somniferum | ? | - |
? | |
| protopine + 2-oxoglutarate + O2 | best substrate | Papaver somniferum | ? | - |
? | |
| thebaine + 2-oxoglutarate + O2 | a morphinan, O-demethylation, 80.5% of activity with protopine | Papaver somniferum | ? | - |
? | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| CODM | - |
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 | codeine O-demethylase catalyzes the last step of morphine biosynthesis in opium poppy | Papaver somniferum |
| physiological function | codeine O-demethylase catalyzes the last step of morphine biosynthesis in opium poppy, but it also catalyze the O,O-demethylenation of methylenedioxy bridges on protopine alkaloids. No or poor activity with papaverine, (R,S)-tetrahydropapaverine, (R,S)-canadine, (R,S)-stylopine, berberine, and oripavine | Papaver somniferum |
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