KEGG   ORTHOLOGY: K14975
Entry
K14975            Tight     KO                                     
Symbol
CODM
Name
codeine 3-O-demethylase [EC:1.14.11.32]
Pathway
map00950  Isoquinoline alkaloid biosynthesis
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Module
M00944  Morphine biosynthesis, (S)-reticuline => morphine
Reaction
R05127  thebaine,2-oxoglutarate:oxygen oxidoreductase (3-O-demethylating)
R09402  codeine,2-oxoglutarate:oxygen oxidoreductase (3-O-demethylating)
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00950 Isoquinoline alkaloid biosynthesis
    K14975  CODM; codeine 3-O-demethylase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.11  With 2-oxoglutarate as one donor, and incorporation of one atom of oxygen into each donor
    1.14.11.32  codeine 3-O-demethylase
     K14975  CODM; codeine 3-O-demethylase
Other DBs
GO: 0102805
Genes
PSOM: 113311621 113311630 113311635
AG: ADD85331(CODM)
Reference
PMID:20228795
  Authors
Hagel JM, Facchini PJ
  Title
Dioxygenases catalyze the O-demethylation steps of morphine biosynthesis in opium poppy.
  Journal
Nat Chem Biol 6:273-5 (2010)
DOI:10.1038/nchembio.317
  Sequence
[ag:ADD85331]
LinkDB

KEGG   ENZYME: 1.14.11.32
Entry
EC 1.14.11.32               Enzyme                                 
Name
codeine 3-O-demethylase;
codeine O-demethylase;
CODM
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With 2-oxoglutarate as one donor, and incorporation of one atom of oxygen into each donor
Sysname
codeine,2-oxoglutarate:oxygen oxidoreductase (3-O-demethylating)
Reaction(IUBMB)
codeine + 2-oxoglutarate + O2 = morphine + formaldehyde + succinate + CO2 [RN:R09402]
Reaction(KEGG)
R09402;
(other) R05127
Substrate
codeine [CPD:C06174];
2-oxoglutarate [CPD:C00026];
O2 [CPD:C00007]
Product
morphine [CPD:C01516];
formaldehyde [CPD:C00067];
succinate [CPD:C00042];
CO2 [CPD:C00011]
Comment
Requires Fe2+. Catalyses a step in morphine biosynthesis. The enzyme also catalyses the 3-O-demethylation of thebaine to oripavine, with lower efficiency.
History
EC 1.14.11.32 created 2010
Pathway
ec00950  Isoquinoline alkaloid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K14975  codeine 3-O-demethylase
Genes
PSOM: 113311621 113311630 113311635
Reference
1  [PMID:20228795]
  Authors
Hagel JM, Facchini PJ
  Title
Dioxygenases catalyze the O-demethylation steps of morphine biosynthesis in opium poppy.
  Journal
Nat Chem Biol 6:273-5 (2010)
DOI:10.1038/nchembio.317
  Sequence
[ag:ADD85331]
Other DBs
ExplorEnz - The Enzyme Database: 1.14.11.32
IUBMB Enzyme Nomenclature: 1.14.11.32
ExPASy - ENZYME nomenclature database: 1.14.11.32
BRENDA, the Enzyme Database: 1.14.11.32
LinkDB

KEGG   REACTION: R09402
Entry
R09402                      Reaction                               
Name
codeine,2-oxoglutarate:oxygen oxidoreductase (3-O-demethylating)
Definition
Codeine + 2-Oxoglutarate + Oxygen <=> Morphine + Formaldehyde + Succinate + CO2
Equation
C06174 + C00026 + C00007 <=> C01516 + C00067 + C00042 + C00011
Reaction class
RC00392  C01516_C06174
RC01533  C00067_C06174
Enzyme
1.14.11.32
Pathway
rn00950  Isoquinoline alkaloid biosynthesis
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Brite
Enzymatic reactions [BR:br08201]
 1. Oxidoreductase reactions
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.11  With 2-oxoglutarate as one donor, and incorporation of one atom of oxygen into each donor
    1.14.11.32
     R09402  Codeine + 2-Oxoglutarate + Oxygen <=> Morphine + Formaldehyde + Succinate + CO2
Orthology
K14975  codeine 3-O-demethylase [EC:1.14.11.32]
Other DBs
RHEA: 27416
LinkDB

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