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Literature summary for 1.14.11.32 extracted from
- Dioxygenases catalyze the O-demethylation steps of morphine biosynthesis in opium poppy. (2010), Nat. Chem. Biol., 6, 273-275.
Cloned(Commentary)
| Cloned (Comment) | Organism |
|---|---|
| His6-tagged protein is produced in Escherichia coli | Papaver somniferum |
Inhibitors
| Inhibitors | Comment | Organism | Structure |
|---|---|---|---|
| codeine | - |
Papaver somniferum |  |
| thebaine | - |
Papaver somniferum | |
KM Value [mM]
| KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.019 | - |
2-oxoglutarate | pH 7.4, 30°C | Papaver somniferum | |
| 0.0205 | - |
codeine | pH 7.4, 30°C | Papaver somniferum | |
| 0.0419 | - |
thebaine | pH 7.4, 30°C | Papaver somniferum | |
Metals/Ions
| Metals/Ions | Comment | Organism | Structure |
|---|---|---|---|
| Fe2+ | required | Papaver somniferum | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Papaver somniferum | - |
high-morphine varieties (i.e. L, 11 and 40) and a mutant variety (i.e. T) that accumulates high levels of thebaine and oripavine, but lacks morphine and codeine | - |
Purification (Commentary)
| Purification (Comment) | Organism |
|---|---|
- |
Papaver somniferum |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| codeine + 2-oxoglutarate + O2 | alkyl hydroxylation proceeds through a radical mechanism involving an iron-oxo intermediate, followed by the elimination of formaldehyde | Papaver somniferum | morphine + formaldehyde + succinate + CO2 | - |
? | |
| additional information | no activity with (S)-reticuline, papaverine, (S)-corytuberine, pavine, salutaridine, oripavine, noscapine | Papaver somniferum | ? | - |
? | |
| scoulerine + 2-oxoglutarate + O2 | 120% of the activity with codeine | Papaver somniferum | 3-O-demethylscoulerine + formaldehyde + succinate + CO2 | - |
? | |
| thebaine + 2-oxoglutarate + O2 | 25% of the activity with codeine. Alkyl hydroxylation proceeds through a radical mechanism involving an iron-oxo intermediate, followed by the elimination of formaldehyde | Papaver somniferum | oripavine + formaldehyde + succinate + CO2 | - |
? | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| codeine O-demethylase | - |
Papaver somniferum |
| CODM | - |
Papaver somniferum |
Temperature Optimum [°C]
| Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 30 | - |
assay at | Papaver somniferum |
Turnover Number [1/s]
| Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.0099 | - |
thebaine | pH 7.4, 30°C | Papaver somniferum | |
| 0.011 | - |
2-oxoglutarate | pH 7.4, 30°C | Papaver somniferum | |
| 0.0161 | - |
codeine | pH 7.4, 30°C | Papaver somniferum | |
pH Optimum
| pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|
| 7.4 | - |
assay at | Papaver somniferum |
Ki Value [mM]
| Ki Value [mM] | Ki Value maximum [mM] | Inhibitor | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.642 | - |
codeine | pH 7.4, 30°C | Papaver somniferum | |
General Information
| General Information | Comment | Organism |
|---|---|---|
| malfunction | virus-induced gene silencing of CODM in opium poppy efficiently blocks metabolism at codeine | Papaver somniferum |
kcat/KM [mM/s]
| kcat/KM Value [1/mMs-1] | kcat/KM Value Maximum [1/mMs-1] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 235.2 | - |
thebaine | pH 7.4, 30°C | Papaver somniferum | |
| 578.9 | - |
2-oxoglutarate | pH 7.4, 30°C | Papaver somniferum | |
| 785.4 | - |
codeine | pH 7.4, 30°C | Papaver somniferum | |
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Release 2023.1 (January 2023)
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