EC Number |
Substrates |
Organism |
Products |
Reversibility |
---|
1.14.19.66 | (S)-N-methylcoclaurine + (R)-N-methylcoclaurine + (S)-coclaurine + [reduced NADPH-hemoprotein reductase] + O2 |
- |
Berberis stolonifera |
(R,S)-berbamunine + (R,R)-guattegaumerine + (R,S)-2'-norberbamunine + [oxidized NADPH-hemoprotein reductase] + H2O |
- |
? |
1.14.19.66 | more |
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 |
? |
- |
? |
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 |
- |
Berberis stolonifera |
berbamunine + guattegaumerine + [oxidized NADPH-hemoprotein reductase] + H2O |
two molecules of (R)-N-methylcoclaurine for the (R,R) dimer guattegaumerine or one molecule each of (R)-N-methylcoclaurine and (S)-N-methylcoclaurine form the (R,S) dimer berbamunine. The ratio of the two bisbenzylisoquinolines formed can be altered by the reductase source or by varying the enantiomer composition of the substrates |
? |
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 |
- |
? |