KEGG   ORTHOLOGY: K13387
Entry
K13387            Tight     KO                                     
Symbol
CYP80A1
Name
berbamunine synthase [EC:1.14.19.66]
Pathway
map00950  Isoquinoline alkaloid biosynthesis
map01110  Biosynthesis of secondary metabolites
Reaction
R04694  (S)-N-methylcoclaurine,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (C-O phenol-coupling)
R05210  (S)-coclaurine,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (C-O phenol-coupling)
R05215  (R)-N-methylcoclaurine,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (C-O phenol-coupling)
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00950 Isoquinoline alkaloid biosynthesis
    K13387  CYP80A1; berbamunine synthase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   00199 Cytochrome P450
    K13387  CYP80A1; berbamunine 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
    1.14.19.66  berbamunine synthase
     K13387  CYP80A1; berbamunine synthase
Cytochrome P450 [BR:ko00199]
 Cytochrome P450, plant type
  CYP80 family
   K13387  CYP80A1; berbamunine synthase
Other DBs
GO: 0047054
Genes
AG: AAC48987(CYP80A1)
Reference
PMID:7892226
  Authors
Kraus PF, Kutchan TM
  Title
Molecular cloning and heterologous expression of a cDNA encoding berbamunine synthase, a C--O phenol-coupling cytochrome P450 from the higher plant Berberis stolonifera.
  Journal
Proc Natl Acad Sci U S A 92:2071-5 (1995)
DOI:10.1073/pnas.92.6.2071
  Sequence
LinkDB

KEGG   ENZYME: 1.14.19.66
Entry
EC 1.14.19.66               Enzyme                                 
Name
berbamunine synthase;
(S)-N-methylcoclaurine oxidase (C-O 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
(S)-N-methylcoclaurine,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (C-O phenol-coupling)
Reaction(IUBMB)
(S)-N-methylcoclaurine + (R)-N-methylcoclaurine + [reduced NADPH---hemoprotein reductase] + O2 = berbamunine + [oxidized NADPH---hemoprotein reductase] + 2 H2O [RN:R04694]
Reaction(KEGG)
R04694;
(other) R05210 R05215
Substrate
(S)-N-methylcoclaurine [CPD:C05176];
(R)-N-methylcoclaurine [CPD:C05243];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]
Product
berbamunine [CPD:C05177];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001]
Comment
A cytochrome P-450 (heme-thiolate) protein found in plants. Forms the bisbenzylisoquinoline alkaloid berbamunine by phenol oxidation of N-methylcoclaurine without the incorporation of oxygen into the product. Reaction of two molecules of (R)-N-methylcoclaurine gives the dimer guattagaumerine.
History
EC 1.14.19.66 created 1999 as EC 1.1.3.34, transferred 2002 to EC 1.14.21.3, transferred 2018 to EC 1.14.19.66
Pathway
ec00950  Isoquinoline alkaloid biosynthesis
ec01110  Biosynthesis of secondary metabolites
Orthology
K13387  berbamunine synthase
Reference
1  [PMID:8380416]
  Authors
Stadler R, Zenk MH.
  Title
The purification and characterization of a unique cytochrome P-450 enzyme from Berberis stolonifera plant cell cultures.
  Journal
J Biol Chem 268:823-31 (1993)
Other DBs
ExplorEnz - The Enzyme Database: 1.14.19.66
IUBMB Enzyme Nomenclature: 1.14.19.66
ExPASy - ENZYME nomenclature database: 1.14.19.66
BRENDA, the Enzyme Database: 1.14.19.66
CAS: 144941-42-4
LinkDB

KEGG   REACTION: R05215
Entry
R05215                      Reaction                               
Name
(R)-N-methylcoclaurine,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (C-O phenol-coupling)
Definition
2 (R)-N-Methylcoclaurine + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> Guattegaumerine + [Oxidized NADPH---hemoprotein reductase] + 2 H2O
Equation
Enzyme
Pathway
rn00950  Isoquinoline alkaloid biosynthesis
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
    1.14.19.66
     R05215  2 (R)-N-Methylcoclaurine + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> Guattegaumerine + [Oxidized NADPH---hemoprotein reductase] + 2 H2O
Orthology
K13387  berbamunine synthase [EC:1.14.19.66]
LinkDB

DBGET integrated database retrieval system