2.1.1.140 (R)-coclaurine + S-adenosyl-L-methionine - Coptis japonica S-adenosyl-L-homocysteine + (R)-N-methylcoclaurine - ? 189505 2.1.1.140 (R,S)-6-O-methylnorlaudanosoline + S-adenosyl-L-methionine - Coptis japonica S-adenosyl-L-homocysteine + (R,S)-N-methyl-6-O-methyl-norlaudanosoline - ? 189509 2.1.1.140 (R,S)-norlaudanosoline + S-adenosyl-L-methionine - Coptis japonica S-adenosyl-L-homocysteine + (R,S)-N-methylnorlaudanosoline - ? 189508 2.1.1.140 (R,S)-norreticuline + S-adenosyl-L-methionine - Coptis japonica S-adenosyl-L-homocysteine + (R,S)-N-methylnorreticuline - ? 189507 2.1.1.140 (S)-coclaurine + S-adenosyl-L-methionine - Eschscholzia californica S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine - ? 189504 2.1.1.140 (S)-coclaurine + S-adenosyl-L-methionine - Lamprocapnos spectabilis S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine - ? 189504 2.1.1.140 (S)-coclaurine + S-adenosyl-L-methionine - Fumaria officinalis S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine - ? 189504 2.1.1.140 (S)-coclaurine + S-adenosyl-L-methionine - Berberis koetineana S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine - ? 189504 2.1.1.140 (S)-coclaurine + S-adenosyl-L-methionine - Berberis stolonifera S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine - ? 189504 2.1.1.140 (S)-coclaurine + S-adenosyl-L-methionine - Coptis japonica S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine - ? 189504 2.1.1.140 (S)-coclaurine + S-adenosyl-L-methionine - Bocconia cordata S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine - ? 189504 2.1.1.140 (S)-coclaurine + S-adenosyl-L-methionine - Corydalis vaginans S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine - ? 189504 2.1.1.140 (S)-coclaurine + S-adenosyl-L-methionine - Stephania delavayi S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine - ? 189504 2.1.1.140 (S)-coclaurine + S-adenosyl-L-methionine - Tinospora cordifolia S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine - ? 189504 2.1.1.140 (S)-coclaurine + S-adenosyl-L-methionine - Berberis canadensis S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine - ? 189504 2.1.1.140 (S)-coclaurine + S-adenosyl-L-methionine - Cocculus trilobus S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine - ? 189504 2.1.1.140 (S)-coclaurine + S-adenosyl-L-methionine - Tinospora fragosa S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine - ? 189504 2.1.1.140 (S)-coclaurine + S-adenosyl-L-methionine - Thalictrum dasycarpum S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine - ? 189504 2.1.1.140 (S)-coclaurine + S-adenosyl-L-methionine - Thalictrum flavum S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine - ? 189504 2.1.1.140 (S)-coclaurine + S-adenosyl-L-methionine - Thalictrum glaucum S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine - ? 189504 2.1.1.140 (S)-coclaurine + S-adenosyl-L-methionine strictly stereospecific, only (S)-coclaurine is N-methylated Tinospora cordifolia S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine - ? 189504 2.1.1.140 (S)-norcoclaurine + S-adenosyl-L-methionine strictly stereospecific, only (S)-norcoclaurine is N-methylated Tinospora cordifolia S-adenosyl-L-homocysteine + (R)-N-methylnorcoclaurine - ? 189506 2.1.1.140 1-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline + S-adenosyl-L-methionine - Coptis japonica N-methyl-1-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline + S-adenosyl-L-methionine - ? 189511 2.1.1.140 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline + S-adenosyl-L-methionine - Coptis japonica N-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline + S-adenosyl-L-methionine - ? 189510 2.1.1.140 additional information no activity with (R,S)-scoulerine, 1,2,3,4-tetrahydroisoquinoline, 1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid or (+)-emetine Coptis japonica ? - ? 89 2.1.1.140 additional information no activity with: (R,S)-scoulerine, 1,2,3,4-tetrahydroisoquinoline and 1,2,3,4-tetrahydro-3-isoquinoline carboxylic acid (+)-emetine Coptis japonica ? - ? 89 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 ? - ? 89 2.1.1.140 S-adenosyl-L-methionine + (R)-coclaurine - Stephania intermedia S-adenosyl-L-homocysteine + (R)-N-methylcoclaurine - ? 377618 2.1.1.140 S-adenosyl-L-methionine + (R)-coclaurine 122% of the activity with (S)-coclaurine Coptis japonica S-adenosyl-L-homocysteine + (R)-N-methylcoclaurine - ? 377618 2.1.1.140 S-adenosyl-L-methionine + (R)-coclaurine 240% of the activity with (R,S)-norreticuline Coptis japonica S-adenosyl-L-homocysteine + (R)-N-methylcoclaurine - ? 377618 2.1.1.140 S-adenosyl-L-methionine + (R)-N-methylcoclaurine - Stephania intermedia S-adenosyl-L-homocysteine + (R)-magnocurarine - ? 456358 2.1.1.140 S-adenosyl-L-methionine + (R,S)-6-O-methylnorlaudanosoline 38% of the activity with (S)-coclaurine Coptis japonica S-adenosyl-L-homocysteine + (R,S)-N-methyl-6-O-methylnorlaudanosoline - ? 377620 2.1.1.140 S-adenosyl-L-methionine + (R,S)-6-O-methylnorlaudanosoline 69% of the activity with (R,S)-norreticuline Coptis japonica S-adenosyl-L-homocysteine + (R,S)-N-methyl-6-O-methylnorlaudanosoline - ? 377620 2.1.1.140 S-adenosyl-L-methionine + (R,S)-6-O-methylnorlaudanosoline - Coptis japonica S-adenosyl-L-homocysteine + (R,S)-6-O-methyllaudanosoline - ? 434202 2.1.1.140 S-adenosyl-L-methionine + (R,S)-norlaudanosoline 48% of the activity with (S)-coclaurine Coptis japonica S-adenosyl-L-homocysteine + (R,S)-N-methylnorlaudanosoline - ? 377621 2.1.1.140 S-adenosyl-L-methionine + (R,S)-norlaudanosoline 49% of the activity with (R,S)-norreticuline Coptis japonica S-adenosyl-L-homocysteine + (R,S)-N-methylnorlaudanosoline - ? 377621 2.1.1.140 S-adenosyl-L-methionine + (R,S)-norreticuline 55% of the activity with (S)-coclaurine Coptis japonica S-adenosyl-L-homocysteine + (R,S)-N-methylnorreticuline - ? 377622 2.1.1.140 S-adenosyl-L-methionine + (RS)-coclaurine - Coptis japonica S-adenosyl-L-homocysteine + (RS)-N-methylcoclaurine - ? 456361 2.1.1.140 S-Adenosyl-L-methionine + (S)-coclaurine - Eschscholzia californica S-Adenosyl-L-homocysteine + N-methylcoclaurine - ? 6899 2.1.1.140 S-Adenosyl-L-methionine + (S)-coclaurine - Berberis stolonifera S-Adenosyl-L-homocysteine + N-methylcoclaurine - ? 6899 2.1.1.140 S-Adenosyl-L-methionine + (S)-coclaurine - Peumus boldus S-Adenosyl-L-homocysteine + N-methylcoclaurine - ? 6899 2.1.1.140 S-Adenosyl-L-methionine + (S)-coclaurine pathway for the biosynthesis of the benzyltetrahydroisoquinoline alkaloid reticuline: (S)-norcoclaurine is stereoselectively metabolized to (S)-reticuline via (S)-coclaurine, (S)-N-methylcoclaurine and (S)-3'-hydroxy-N-methylcoclaurine Eschscholzia californica ? - ? 369513 2.1.1.140 S-Adenosyl-L-methionine + (S)-coclaurine pathway for the biosynthesis of the benzyltetrahydroisoquinoline alkaloid reticuline: (S)-norcoclaurine is stereoselectively metabolized to (S)-reticuline via (S)-coclaurine, (S)-N-methylcoclaurine and (S)-3'-hydroxy-N-methylcoclaurine Berberis stolonifera ? - ? 369513 2.1.1.140 S-Adenosyl-L-methionine + (S)-coclaurine pathway for the biosynthesis of the benzyltetrahydroisoquinoline alkaloid reticuline: (S)-norcoclaurine is stereoselectively metabolized to (S)-reticuline via (S)-coclaurine, (S)-N-methylcoclaurine and (S)-3'-hydroxy-N-methylcoclaurine Peumus boldus ? - ? 369513 2.1.1.140 S-adenosyl-L-methionine + (S)-coclaurine - Papaver somniferum S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine - ? 375281 2.1.1.140 S-adenosyl-L-methionine + (S)-coclaurine - Coptis japonica S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine - ? 375281 2.1.1.140 S-adenosyl-L-methionine + (S)-coclaurine isoquinoline alkaloid biosynthesis Escherichia coli S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine - ? 375281 2.1.1.140 S-adenosyl-L-methionine + (S)-coclaurine isoquinoline alkaloid biosynthesis Coptis japonica S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine - ? 375281 2.1.1.140 S-adenosyl-L-methionine + (S)-coclaurine sequential bi-substrate mechanism, ordered bi bi or rapid equilibrium random bi bi Coptis japonica S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine - ? 375281 2.1.1.140 S-adenosyl-L-methionine + (S)-coclaurine sequential mechanism, 153% of the activity with (R,S)-norreticuline Coptis japonica S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine - ? 375281 2.1.1.140 S-adenosyl-L-methionine + (S)-coclaurine analysis of the evolutionary recruitment of enzymes into plant alkaloid pathways Papaver somniferum S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine - ? 375281 2.1.1.140 S-adenosyl-L-methionine + (S)-coclaurine expression systems tested by analyzing recombinant CMT protein Escherichia coli S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine - ? 375281 2.1.1.140 S-adenosyl-L-methionine + (S)-N-methylcoclaurine weak activity Coptis japonica S-adenosyl-L-homocysteine + ? - ? 456363 2.1.1.140 S-adenosyl-L-methionine + (S)-reticuline - Coptis japonica S-adenosyl-L-homocysteine + (S)-tembetarine - ? 438443 2.1.1.140 S-adenosyl-L-methionine + 1-methyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline 10% of the activity with (S)-coclaurine Coptis japonica S-adenosyl-L-homocysteine + 6,7-dihydroxy-1,N-dimethyl-1,2,3,4-tetrahydroisoquinoline - ? 377626 2.1.1.140 S-adenosyl-L-methionine + 1-methyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline 15% of the activity with (R,S)-norreticuline Coptis japonica S-adenosyl-L-homocysteine + 6,7-dihydroxy-1,N-dimethyl-1,2,3,4-tetrahydroisoquinoline - ? 377626 2.1.1.140 S-adenosyl-L-methionine + 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 39% of the activity with (S)-coclaurine Coptis japonica S-adenosyl-L-homocysteine + 6,7-dimethoxy-N-methyl-1,2,3,4-tetrahydroisoquinoline - ? 377666 2.1.1.140 S-adenosyl-L-methionine + 6,7-dimethoxy-N-methyl-1,2,3,4-tetrahydroisoquinoline 180% of the activity with (R,S)-norreticuline Coptis japonica S-adenosyl-L-homocysteine + 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline - ? 377667 2.1.1.140 S-adenosyl-L-methionine + heliamine - Coptis japonica S-adenosyl-L-homocysteine + N-methylheliamine - ? 456533