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Literature summary extracted from

  • 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 (2008), J. Biol. Chem., 283, 8810-8821.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.14.19.51 expression in Saccharomyces cerevisiae Coptis japonica
2.1.1.140 expressed in Escherichia coli, recombinant CNMT protein Coptis japonica

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
1.14.19.51 microsome sequence contains a putative endoplasmic reticulum-localizing signal Coptis japonica
-
-

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.19.51 (S)-reticuline + [reduced NADPH-hemoprotein reductase] + O2 Coptis japonica
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 (S)-corytuberine + [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.14.19.51 Coptis japonica A8CDR5
-
-
2.1.1.140 Coptis japonica
-
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.14.19.51 cell culture
-
 Coptis japonica
-
2.1.1.140 cell culture
-
 Coptis japonica
-

Specific Activity [micromol/min/mg]

EC Number Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
2.1.1.140 additional information
-
 (S)-corytuberine conversion to magnoflorine shown by crude enzyme preparation of recombinant CNMT protein, magnoflorine biosynthesis by CYP80G2 protein and CjCNMT via (S)-corytuberine as an intermediate in vivo, CjCNMT protein catalyzes the crucial N-methylation step from (S)-coclaurine to (S)-N-methylcoclaurine in (S)-reticuline biosynthesis Coptis japonica

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.19.51 (R,S)-codamine + [reduced NADPH-hemoprotein reductase] + O2
-
 Coptis japonica 2,11-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-1,10-diol + [oxidized NADPH-hemoprotein reductase] + 2 H2O 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 ?
1.14.19.51 (R,S)-norreticuline + [reduced NADPH-hemoprotein reductase] + O2
-
 Coptis japonica 2,10-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-1,11-diol + [oxidized NADPH-hemoprotein reductase] + 2 H2O 19% of the activity with reticuline ?
1.14.19.51 (S)-N-methylcoclaurine + [reduced NADPH-hemoprotein reductase] + O2
-
 Coptis japonica 2,11-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-1,10-diol + [oxidized NADPH-hemoprotein reductase] + 2 H2O 2% of the activity with reticuline ?
1.14.19.51 (S)-orientaline + [reduced NADPH-hemoprotein reductase] + O2
-
 Coptis japonica 2,11-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-1,10-diol + [oxidized NADPH-hemoprotein reductase] + 2 H2O 2.7% of the activity with reticuline ?
1.14.19.51 (S)-reticuline + [reduced NADPH-hemoprotein reductase] + O2
-
 Coptis japonica (S)-corytuberine + [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
 ?
1.14.19.51 additional information C–C phenol-coupling reaction, requires NADPH and oxygen. The enzyme is specific for S-enantiomer of substrate Coptis japonica ?
-
 ?
2.1.1.140 additional information involvement in magnoflorine biosynthesis determined, crude enzyme preparation of recombinant CNMT protein analyzed, recombinant CjCNMT protein shown to convert (S)-corytuberine to magnoflorine Coptis japonica ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.14.19.51 corytuberine synthase
-
 Coptis japonica
1.14.19.51 CYP80G2
-
 Coptis japonica
2.1.1.140 CjCNMT
-
 Coptis japonica
2.1.1.140 CNMT protein
-
 Coptis japonica

Cofactor

EC Number Cofactor Comment Organism Structure
1.14.19.51 cytochrome P450
-
 Coptis japonica