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Literature summary extracted from

  • Stadler, R.; Zenk, M.H.
    The purification and characterization of a unique cytochrome P-450 enzyme from Berberis stolonifera plant cell cultures (1993), J. Biol. Chem., 268, 823-831.
    View publication on PubMed

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
1.14.19.66 46000
-
x * 46000, SDS-PAGE Berberis stolonifera

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.19.66 2 (S)-N-methylcoclaurine + 2 (R)-N-methylcoclaurine + [reduced NADPH-hemoprotein reductase] + O2 Berberis stolonifera enzyme mediates highly regiospecific and stereospecific oxidative phenol coupling to afford natural bisbenzylisoquinoline alkaloids berbamunine + guattegaumerine + [oxidized NADPH-hemoprotein reductase] + H2O
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?

Organism

EC Number Organism UniProt Comment Textmining
1.14.19.66 Berberis stolonifera P47195
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.14.19.66
-
Berberis stolonifera

Reaction

EC Number Reaction Comment Organism Reaction ID
1.14.19.66 (S)-N-methylcoclaurine + (R)-N-methylcoclaurine + [reduced NADPH-hemoprotein reductase] + O2 = berbamunine + [oxidized NADPH-hemoprotein reductase] + 2 H2O regioselective and stereoselective formation of a C-O phenol couple in bisbenzylisoquinoline alkaloid biosynthesis without concomitant incorporation of activated oxygen into the product Berberis stolonifera

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.14.19.66 cell suspension culture
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Berberis stolonifera
-

Specific Activity [micromol/min/mg]

EC Number Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
1.14.19.66 additional information
-
-
Berberis stolonifera

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.19.66 (S)-N-methylcoclaurine + (R)-N-methylcoclaurine + (S)-coclaurine + [reduced NADPH-hemoprotein reductase] + O2
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Berberis stolonifera (R,S)-berbamunine + (R,R)-guattegaumerine + (R,S)-2'-norberbamunine + [oxidized NADPH-hemoprotein reductase] + H2O
-
?
1.14.19.66 2 (S)-N-methylcoclaurine + 2 (R)-N-methylcoclaurine + [reduced NADPH-hemoprotein reductase] + O2
-
Berberis stolonifera berbamunine + guattegaumerine + [oxidized NADPH-hemoprotein reductase] + H2O incubation with equimolar amounts of both (R)-N-methylcoclaurine and (S)-N-methylcoclaurine leads to the formation of berbamunine and guattegaumerine ?
1.14.19.66 2 (S)-N-methylcoclaurine + 2 (R)-N-methylcoclaurine + [reduced NADPH-hemoprotein reductase] + O2 enzyme mediates highly regiospecific and stereospecific oxidative phenol coupling to afford natural bisbenzylisoquinoline alkaloids Berberis stolonifera berbamunine + guattegaumerine + [oxidized NADPH-hemoprotein reductase] + H2O
-
?
1.14.19.66 additional information incubation with (S)-N-methylcoclaurine and (R)-coclaurine does not lead to a dimeric product, as well as incubations with (S)-N-methylcoclaurine alone or with either (S)-coclaurine or (R)-coclaurine together or individually Berberis stolonifera ?
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?

Subunits

EC Number Subunits Comment Organism
1.14.19.66 ? x * 46000, SDS-PAGE Berberis stolonifera

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.14.19.66 35 38
-
Berberis stolonifera

Temperature Range [°C]

EC Number Temperature Minimum [°C] Temperature Maximum [°C] Comment Organism
1.14.19.66 22 46 50% of maximal activity at 22°C and 46°C Berberis stolonifera

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
1.14.19.66 additional information
-
additional information
-
Berberis stolonifera

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.14.19.66 8 8.5
-
Berberis stolonifera

Cofactor

EC Number Cofactor Comment Organism Structure
1.14.19.66 cytochrome P450 enzyme contains 18.2 nmol of cytochrome P450 per mg of enzyme Berberis stolonifera