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(R)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (R)-N-methylcoclaurine
-
-
-
?
(R,S)-6-O-methylnorlaudanosoline + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (R,S)-N-methyl-6-O-methyl-norlaudanosoline
-
-
-
?
(R,S)-norlaudanosoline + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (R,S)-N-methylnorlaudanosoline
-
-
-
?
(R,S)-norreticuline + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (R,S)-N-methylnorreticuline
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
(S)-norcoclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (R)-N-methylnorcoclaurine
-
strictly stereospecific, only (S)-norcoclaurine is N-methylated
-
?
1-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline + S-adenosyl-L-methionine
N-methyl-1-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline + S-adenosyl-L-methionine
-
-
-
?
6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline + S-adenosyl-L-methionine
N-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline + S-adenosyl-L-methionine
-
-
-
?
S-adenosyl-L-methionine + (R)-coclaurine
S-adenosyl-L-homocysteine + (R)-N-methylcoclaurine
S-adenosyl-L-methionine + (R)-N-methylcoclaurine
S-adenosyl-L-homocysteine + (R)-magnocurarine
-
-
-
?
S-adenosyl-L-methionine + (R,S)-6-O-methylnorlaudanosoline
S-adenosyl-L-homocysteine + (R,S)-6-O-methyllaudanosoline
-
-
-
?
S-adenosyl-L-methionine + (R,S)-6-O-methylnorlaudanosoline
S-adenosyl-L-homocysteine + (R,S)-N-methyl-6-O-methylnorlaudanosoline
S-adenosyl-L-methionine + (R,S)-norlaudanosoline
S-adenosyl-L-homocysteine + (R,S)-N-methylnorlaudanosoline
S-adenosyl-L-methionine + (R,S)-norreticuline
S-adenosyl-L-homocysteine + (R,S)-N-methylnorreticuline
-
55% of the activity with (S)-coclaurine
-
-
?
S-adenosyl-L-methionine + (RS)-coclaurine
S-adenosyl-L-homocysteine + (RS)-N-methylcoclaurine
-
-
-
?
S-Adenosyl-L-methionine + (S)-coclaurine
?
S-adenosyl-L-methionine + (S)-coclaurine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
S-Adenosyl-L-methionine + (S)-coclaurine
S-Adenosyl-L-homocysteine + N-methylcoclaurine
S-adenosyl-L-methionine + (S)-N-methylcoclaurine
S-adenosyl-L-homocysteine + ?
weak activity
-
-
?
S-adenosyl-L-methionine + (S)-reticuline
S-adenosyl-L-homocysteine + (S)-tembetarine
-
-
-
?
S-adenosyl-L-methionine + 1-methyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline
S-adenosyl-L-homocysteine + 6,7-dihydroxy-1,N-dimethyl-1,2,3,4-tetrahydroisoquinoline
S-adenosyl-L-methionine + 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline
S-adenosyl-L-homocysteine + 6,7-dimethoxy-N-methyl-1,2,3,4-tetrahydroisoquinoline
-
39% of the activity with (S)-coclaurine
-
-
?
S-adenosyl-L-methionine + 6,7-dimethoxy-N-methyl-1,2,3,4-tetrahydroisoquinoline
S-adenosyl-L-homocysteine + 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline
-
180% of the activity with (R,S)-norreticuline
-
-
?
S-adenosyl-L-methionine + heliamine
S-adenosyl-L-homocysteine + N-methylheliamine
-
-
-
?
additional information
?
-
(S)-coclaurine + S-adenosyl-L-methionine

S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
Berberis koetineana
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
Bocconia cordata
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
Corydalis vaginans
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
Thalictrum glaucum
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
strictly stereospecific, only (S)-coclaurine is N-methylated
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
Tinospora fragosa
-
-
-
?
S-adenosyl-L-methionine + (R)-coclaurine

S-adenosyl-L-homocysteine + (R)-N-methylcoclaurine
-
122% of the activity with (S)-coclaurine
-
-
?
S-adenosyl-L-methionine + (R)-coclaurine
S-adenosyl-L-homocysteine + (R)-N-methylcoclaurine
-
240% of the activity with (R,S)-norreticuline
-
-
?
S-adenosyl-L-methionine + (R)-coclaurine
S-adenosyl-L-homocysteine + (R)-N-methylcoclaurine
-
-
-
?
S-adenosyl-L-methionine + (R,S)-6-O-methylnorlaudanosoline

S-adenosyl-L-homocysteine + (R,S)-N-methyl-6-O-methylnorlaudanosoline
-
38% of the activity with (S)-coclaurine
-
-
?
S-adenosyl-L-methionine + (R,S)-6-O-methylnorlaudanosoline
S-adenosyl-L-homocysteine + (R,S)-N-methyl-6-O-methylnorlaudanosoline
-
69% of the activity with (R,S)-norreticuline
-
-
?
S-adenosyl-L-methionine + (R,S)-norlaudanosoline

S-adenosyl-L-homocysteine + (R,S)-N-methylnorlaudanosoline
-
48% of the activity with (S)-coclaurine
-
-
?
S-adenosyl-L-methionine + (R,S)-norlaudanosoline
S-adenosyl-L-homocysteine + (R,S)-N-methylnorlaudanosoline
-
49% of the activity with (R,S)-norreticuline
-
-
?
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
-
-
?
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
-
-
?
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
-
-
?
S-adenosyl-L-methionine + (S)-coclaurine

S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
-
-
?
S-adenosyl-L-methionine + (S)-coclaurine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
isoquinoline alkaloid biosynthesis
-
-
?
S-adenosyl-L-methionine + (S)-coclaurine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
sequential bi-substrate mechanism, ordered bi bi or rapid equilibrium random bi bi
-
-
?
S-adenosyl-L-methionine + (S)-coclaurine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
sequential mechanism, 153% of the activity with (R,S)-norreticuline
-
-
?
S-adenosyl-L-methionine + (S)-coclaurine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
isoquinoline alkaloid biosynthesis
-
-
?
S-adenosyl-L-methionine + (S)-coclaurine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
expression systems tested by analyzing recombinant CMT protein
-
-
?
S-adenosyl-L-methionine + (S)-coclaurine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
-
-
-
?
S-adenosyl-L-methionine + (S)-coclaurine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
-
-
?
S-adenosyl-L-methionine + (S)-coclaurine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
analysis of the evolutionary recruitment of enzymes into plant alkaloid pathways
-
-
?
S-Adenosyl-L-methionine + (S)-coclaurine

S-Adenosyl-L-homocysteine + N-methylcoclaurine
-
-
-
?
S-Adenosyl-L-methionine + (S)-coclaurine
S-Adenosyl-L-homocysteine + N-methylcoclaurine
-
-
-
?
S-Adenosyl-L-methionine + (S)-coclaurine
S-Adenosyl-L-homocysteine + N-methylcoclaurine
-
-
-
?
S-adenosyl-L-methionine + 1-methyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline

S-adenosyl-L-homocysteine + 6,7-dihydroxy-1,N-dimethyl-1,2,3,4-tetrahydroisoquinoline
-
10% of the activity with (S)-coclaurine
-
-
?
S-adenosyl-L-methionine + 1-methyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline
S-adenosyl-L-homocysteine + 6,7-dihydroxy-1,N-dimethyl-1,2,3,4-tetrahydroisoquinoline
-
15% of the activity with (R,S)-norreticuline
-
-
?
additional information

?
-
-
no activity with (R,S)-scoulerine, 1,2,3,4-tetrahydroisoquinoline, 1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid or (+)-emetine
-
-
?
additional information
?
-
-
no activity with: (R,S)-scoulerine, 1,2,3,4-tetrahydroisoquinoline and 1,2,3,4-tetrahydro-3-isoquinoline carboxylic acid (+)-emetine
-
-
?
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
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
S-Adenosyl-L-methionine + (S)-coclaurine
?
S-adenosyl-L-methionine + (S)-coclaurine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
(S)-coclaurine + S-adenosyl-L-methionine

S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
Berberis koetineana
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
Bocconia cordata
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
Corydalis vaginans
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
Thalictrum glaucum
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
-
-
?
(S)-coclaurine + S-adenosyl-L-methionine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
Tinospora fragosa
-
-
-
?
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
-
-
?
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
-
-
?
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
-
-
?
S-adenosyl-L-methionine + (S)-coclaurine

S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
isoquinoline alkaloid biosynthesis
-
-
?
S-adenosyl-L-methionine + (S)-coclaurine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
isoquinoline alkaloid biosynthesis
-
-
?
S-adenosyl-L-methionine + (S)-coclaurine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
-
-
-
?
S-adenosyl-L-methionine + (S)-coclaurine
S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
-
-
?
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0.0001
-
enzyme extract of cell culture, (S)-coclaurine, (R)coclaurine is not methylated
0.0003
-
enzyme extract of cell culture, (S)-coclaurine, (R)coclaurine is not methylated
0.00065
Thalictrum glaucum
-
enzyme extract of cell culture, (S)-coclaurine, (R)coclaurine is not methylated
0.00066
-
enzyme extract of cell culture, (S)-coclaurine, (R)coclaurine is not methylated
0.0007
Corydalis vaginans
-
enzyme extract of cell culture, (S)-coclaurine, (R)coclaurine is not methylated
0.00075
Bocconia cordata
-
enzyme extract of cell culture, (S)-coclaurine, (R)coclaurine is not methylated
0.00077
-
enzyme extract of cell culture, (S)-coclaurine, (R)coclaurine is not methylated
0.0008
-
enzyme extract of cell culture, (S)-coclaurine
0.0013
-
enzyme extract of cell culture, (S)-coclaurine, (R)coclaurine is not methylated
0.003
Tinospora fragosa
-
enzyme extract of cell culture, (S)-coclaurine, (R)coclaurine is not methylated
0.0036
-
enzyme extract of cell culture, (S)-coclaurine
0.000096

-
enzyme extract of cell culture, (S)-coclaurine, (R)coclaurine is not methylated
0.000096
-
enzyme extract of cell culture, (S)-coclaurine, (R)coclaurine is not methylated
0.002

-
enzyme extract of cell culture, (S)-coclaurine
0.002
Berberis koetineana
-
enzyme extract of cell culture, (S)-coclaurine
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
additional information
-
analysis of inducible expression systems, production of recombinant CMT protein from PprpB promoter 2fold to 4fold higher than that from PT7 promoter, cell growth not reduced after expression form PprpB promoter even when highly induced, propionate-inducible system efficient for protein overproduction that result in growth inhibition, auto-induction experiments performed and protein production monitored
additional information
phylogenetic analysis reveales a monophyletic clade for (S)-coclaurine N-methyltransferase (CNMT) and (S)-tetrahydroprotoberberine cis-N-methyltransferase (TNMT), 48% identity of amino acid sequence, downstream metabolic role suggests that TNMT derives from gene duplication after more ancient recruitment of CNMT, phylogenetic relationship between CNMT and TNMT provides new insights into evolutionary recruitment of enzymes into plant alkaloid pathways
additional information
-
phylogenetic analysis reveales a monophyletic clade for (S)-coclaurine N-methyltransferase (CNMT) and (S)-tetrahydroprotoberberine cis-N-methyltransferase (TNMT), 48% identity of amino acid sequence, downstream metabolic role suggests that TNMT derives from gene duplication after more ancient recruitment of CNMT, phylogenetic relationship between CNMT and TNMT provides new insights into evolutionary recruitment of enzymes into plant alkaloid pathways
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Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.