KEGG   ORTHOLOGY: K13391
Entry
K13391                      KO                                     
Symbol
CYP719B1
Name
salutaridine synthase [EC:1.14.19.67]
Pathway
map00950  Isoquinoline alkaloid biosynthesis
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Module
M00944  Morphine biosynthesis, (S)-reticuline => morphine
Reaction
R04696  (R)-reticuline,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (C-C phenol-coupling)
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00950 Isoquinoline alkaloid biosynthesis
    K13391  CYP719B1; salutaridine synthase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   00199 Cytochrome P450
    K13391  CYP719B1; salutaridine synthase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.19  With oxidation of a pair of donors resulting in the reduction of O2 to two molecules of water
    1.14.19.67  salutaridine synthase
     K13391  CYP719B1; salutaridine synthase
Cytochrome P450 [BR:ko00199]
 Cytochrome P450, plant type
  CYP719 family
   K13391  CYP719B1; salutaridine synthase
Other DBs
GO: 0047055
Genes
PSOM: 113321914 113339274
AG: ABR14720(CYP719B1)
Reference
PMID:19567876
  Authors
Gesell A, Rolf M, Ziegler J, Diaz Chavez ML, Huang FC, Kutchan TM
  Title
CYP719B1 is salutaridine synthase, the C-C phenol-coupling enzyme of morphine biosynthesis in opium poppy.
  Journal
J Biol Chem 284:24432-42 (2009)
DOI:10.1074/jbc.M109.033373
  Sequence
[ag:ABR14720]
LinkDB

KEGG   ENZYME: 1.14.19.67
Entry
EC 1.14.19.67               Enzyme                                 
Name
salutaridine synthase;
(R)-reticuline oxidase (C-C phenol-coupling)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With oxidation of a pair of donors resulting in the reduction of O2 to two molecules of water
Sysname
(R)-reticuline,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (C-C phenol-coupling)
Reaction(IUBMB)
(R)-reticuline + [reduced NADPH---hemoprotein reductase] + O2 = salutaridine + [oxidized NADPH---hemoprotein reductase] + 2 H2O [RN:R04696]
Reaction(KEGG)
R04696
Substrate
(R)-reticuline [CPD:C05178];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]
Product
salutaridine [CPD:C05179];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001]
Comment
A cytochrome P-450 (heme-thiolate) protein found in plants. Forms the morphinan alkaloid salutaridine by intramolecular phenol oxidation of reticuline without the incorporation of oxygen into the product.
History
EC 1.14.19.67 created 1999 as EC 1.1.3.35, transferred 2002 to EC 1.14.21.4, transferred 2018 to EC 1.14.19.67
Pathway
ec00950  Isoquinoline alkaloid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K13391  salutaridine synthase
Genes
PSOM: 113321914 113339274
Reference
1
  Authors
Gerady R, Zenk MH.
  Title
Formation of salutaridine from (R)-reticuline by a membrane-bound cytochrome P-450 enzyme from Papaver somniferum.
  Journal
Phytochemistry 32:79-86 (1993)
Other DBs
ExplorEnz - The Enzyme Database: 1.14.19.67
IUBMB Enzyme Nomenclature: 1.14.19.67
ExPASy - ENZYME nomenclature database: 1.14.19.67
BRENDA, the Enzyme Database: 1.14.19.67
CAS: 149433-84-1
LinkDB

KEGG   REACTION: R04696
Entry
R04696                      Reaction                               
Name
(R)-reticuline,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (C-C phenol-coupling)
Definition
(R)-Reticuline + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> Salutaridine + [Oxidized NADPH---hemoprotein reductase] + 2 H2O
Equation
C05178 + C03024 + C00007 <=> C05179 + C03161 + 2 C00001
Reaction class
RC02285  C05178_C05179
Enzyme
1.14.19.67
Pathway
rn00950  Isoquinoline alkaloid biosynthesis
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Module
M00944  Morphine biosynthesis, (S)-reticuline => morphine
Brite
Enzymatic reactions [BR:br08201]
 1. Oxidoreductase reactions
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.19  With oxidation of a pair of donors resulting in the reduction of O2 to two molecules of water
    1.14.19.67
     R04696  (R)-Reticuline + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> Salutaridine + [Oxidized NADPH---hemoprotein reductase] + 2 H2O
Orthology
K13391  salutaridine synthase [EC:1.14.19.67]
Other DBs
RHEA: 17716
LinkDB

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