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Information on EC 1.14.19.51 - (S)-corytuberine synthase and Organism(s) Coptis japonica and UniProt Accession A8CDR5

for references in articles please use BRENDA:EC1.14.19.51
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IUBMB Comments
A cytochrome P-450 (heme-thiolate) protein. The enzyme is involved in the biosynthesis of the quaternary benzylisoquinoline alkaloid magnoflorine in the plant Coptis japonica. It is specific for (S)-reticuline.
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This record set is specific for:
Coptis japonica
UNIPROT: A8CDR5
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The taxonomic range for the selected organisms is: Coptis japonica
The expected taxonomic range for this enzyme is: Coptis japonica
Synonyms
cyp80g2, corytuberine synthase, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
corytuberine synthase
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CYP80G2
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-
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SYSTEMATIC NAME
IUBMB Comments
(S)-reticuline,NADPH:oxygen oxidoreductase (C-C phenol-coupling; (S)-corytuberine-forming)
A cytochrome P-450 (heme-thiolate) protein. The enzyme is involved in the biosynthesis of the quaternary benzylisoquinoline alkaloid magnoflorine in the plant Coptis japonica. It is specific for (S)-reticuline.
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(R,S)-codamine + [reduced NADPH-hemoprotein reductase] + O2
2,11-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-1,10-diol + [oxidized NADPH-hemoprotein reductase] + 2 H2O
show the reaction diagram
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12% of the activity with reticuline. The major product is (R,S)-orientaline, 4'-O-demethylation product of (R,S)-codamine, and the minor one is proposed to be the same compound as (R,S)-orientaline-derived phenol coupling product
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?
(R,S)-norreticuline + [reduced NADPH-hemoprotein reductase] + O2
2,10-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-1,11-diol + [oxidized NADPH-hemoprotein reductase] + 2 H2O
show the reaction diagram
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19% of the activity with reticuline
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?
(S)-N-methylcoclaurine + [reduced NADPH-hemoprotein reductase] + O2
2,11-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-1,10-diol + [oxidized NADPH-hemoprotein reductase] + 2 H2O
show the reaction diagram
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2% of the activity with reticuline
-
?
(S)-orientaline + [reduced NADPH-hemoprotein reductase] + O2
2,11-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-1,10-diol + [oxidized NADPH-hemoprotein reductase] + 2 H2O
show the reaction diagram
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2.7% of the activity with reticuline
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?
(S)-reticuline + [reduced NADPH-hemoprotein reductase] + O2
(S)-corytuberine + [oxidized NADPH-hemoprotein reductase] + 2 H2O
show the reaction diagram
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-
-
?
additional information
?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
(S)-reticuline + [reduced NADPH-hemoprotein reductase] + O2
(S)-corytuberine + [oxidized NADPH-hemoprotein reductase] + 2 H2O
show the reaction diagram
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-
?
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
cytochrome P450
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-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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UniProt
Manually annotated by BRENDA team
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
sequence contains a putative endoplasmic reticulum-localizing signal
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Manually annotated by BRENDA team
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
C80G2_COPJA
486
1
55012
Swiss-Prot
Secretory Pathway (Reliability: 2)
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
expression in Saccharomyces cerevisiae
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Ikezawa, N.; Iwasa, K.; Sato, F.
Molecular cloning and characterization of CYP80G2, a cytochrome P450 that catalyzes an intramolecular C-C phenol coupling of (S)-reticuline in magnoflorine biosynthesis, from cultured Coptis japonica cells
J. Biol. Chem.
283
8810-8821
2008
Coptis japonica (A8CDR5), Coptis japonica
Manually annotated by BRENDA team