Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary extracted from

  • Farrow, S.C.; Facchini, P.J.
    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.
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.14.11.31 phylogenetic tree, T6ODM real time quantitative PCR expression analysis Papaver somniferum
1.14.11.32 phylogenetic tree, CODM real time quantitative PCR expression analysis, recombinant expression Papaver somniferum

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.14.11.32 additional information
-
 additional information steady-state enzyme kinetics of purified recombinant CODM using (S)-scoulerine as substrate Papaver somniferum

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
1.14.11.31 Fe2+ required Papaver somniferum

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.11.31 thebaine + 2-oxoglutarate + O2 Papaver somniferum
-
 neopinone + formaldehyde + succinate + CO2
-
 ?
1.14.11.32 codeine + 2-oxoglutarate + O2 Papaver somniferum
-
 morphine + formaldehyde + succinate + CO2
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.14.11.31 Papaver somniferum
-
 cv. Bea's Choice
-
1.14.11.32 Papaver somniferum
-
 cv. Bea's Choice
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.11.31 (R,S)-canadine + 2-oxoglutarate + O2 a protoberberine, 32% of activity with oripavine Papaver somniferum ?
-
 ?
1.14.11.31 (R,S)-tetrahydropalmatine + 2-oxoglutarate + O2 a protoberberine, O-demethylation, below 1% of activity with oripavine Papaver somniferum ?
-
 ?
1.14.11.31 (R,S)-tetrahydropapaverine + 2-oxoglutarate + O2 a 1-benzylisoquinoline, O-demethylation, 2.1% of activity with oripavine Papaver somniferum ?
-
 ?
1.14.11.31 allocryptopine + 2-oxoglutarate + O2 a protopine, O-demethylation, 9.5% of activity with oripavine Papaver somniferum ?
-
 ?
1.14.11.31 cryptopine + 2-oxoglutarate + O2 a protopine, O-demethylation, below 1% of activity with oripavine Papaver somniferum ?
-
 ?
1.14.11.31 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 ?
-
 ?
1.14.11.31 oripavine + 2-oxoglutarate + O2 a morphinan, best substrate Papaver somniferum ?
-
 ?
1.14.11.31 papaverine + 2-oxoglutarate + O2 a 1-benzylisoquinoline,O-demethylation, below 1% of activity with oripavine Papaver somniferum ?
-
 ?
1.14.11.31 thebaine + 2-oxoglutarate + O2
-
 Papaver somniferum neopinone + formaldehyde + succinate + CO2
-
 ?
1.14.11.31 thebaine + 2-oxoglutarate + O2 a morphinan, 97.2% of activity with oripavine Papaver somniferum neopinone + formaldehyde + succinate + CO2
-
 ?
1.14.11.32 (R,S)-tetrahydropalmatine + 2-oxoglutarate + O2 a protoberberine, O-demethylation, 16.6% of activity with protopine Papaver somniferum ?
-
 ?
1.14.11.32 (S)-isocorydine + 2-oxoglutarate + O2 a aporphine, O-demethylation, 6.1% of activity with protopine Papaver somniferum ?
-
 ?
1.14.11.32 (S)-reticuline + 2-oxoglutarate + O2 a 1-benzylisoquinoline, O-demethylation, 16.2% of activity with protopine Papaver somniferum ?
-
 ?
1.14.11.32 (S)-scoulerine + 2-oxoglutarate + O2 a 1-benzylisoquinoline, O-demethylation, 70.4% of activity with protopine Papaver somniferum ?
-
 ?
1.14.11.32 allocryptopine + 2-oxoglutarate + O2 a protopine, O-demethylation, 50.1% of activity with protopine Papaver somniferum ?
-
 ?
1.14.11.32 codeine + 2-oxoglutarate + O2
-
 Papaver somniferum morphine + formaldehyde + succinate + CO2
-
 ?
1.14.11.32 codeine + 2-oxoglutarate + O2 a morphinan, O-demethylation, 89.8% of activity with protopine Papaver somniferum morphine + formaldehyde + succinate + CO2
-
 ?
1.14.11.32 cryptopine + 2-oxoglutarate + O2 a protopine, O-demethylation, 37.7% of activity with protopine Papaver somniferum ?
-
 ?
1.14.11.32 O-demethylcryptopine + 2-oxoglutarate + O2 a protopine, O-demethylation, 40.8% of activity with protopine Papaver somniferum ?
-
 ?
1.14.11.32 protopine + 2-oxoglutarate + O2 best substrate Papaver somniferum ?
-
 ?
1.14.11.32 thebaine + 2-oxoglutarate + O2 a morphinan, O-demethylation, 80.5% of activity with protopine Papaver somniferum ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.14.11.31 T6ODM
-
 Papaver somniferum
1.14.11.32 CODM
-
 Papaver somniferum

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.14.11.31 30
-
 assay at Papaver somniferum
1.14.11.32 30
-
 assay at Papaver somniferum

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.14.11.31 7.4
-
 assay at Papaver somniferum
1.14.11.32 7.4
-
 assay at Papaver somniferum

General Information

EC Number General Information Comment Organism
1.14.11.31 evolution the enzyme belongs to the 2-oxoglutarate/Fe(II)-dependent dioxygenase superfamily Papaver somniferum
1.14.11.31 metabolism thebaine 6-O-demethylase catalyzes the antepenultimate step of morphine biosynthesis in opium poppy Papaver somniferum
1.14.11.31 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
1.14.11.32 evolution the enzyme belongs to the 2-oxoglutarate/Fe(II)-dependent dioxygenase superfamily Papaver somniferum
1.14.11.32 metabolism codeine O-demethylase catalyzes the last step of morphine biosynthesis in opium poppy Papaver somniferum
1.14.11.32 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