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EC Tree
IUBMB Comments The enzyme from the plant Papaver somniferum (opium poppy) methylates (S)- and (R)-reticuline with equal efficiency and is involved in the biosynthesis of tetrahydrobenzylisoquinoline alkaloids.
The enzyme appears in viruses and cellular organisms
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S-adenosyl-L-methionine + (R)-reticuline = S-adenosyl-L-homocysteine + (R)-laudanine
(2)
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S-adenosyl-L-methionine + (S)-reticuline = S-adenosyl-L-homocysteine + (S)-laudanine
S-adenosyl-L-methionine + (S)-reticuline = S-adenosyl-L-homocysteine + (S)-laudanine
(1)
S-adenosyl-L-methionine + (S)-reticuline = S-adenosyl-L-homocysteine + (S)-laudanine
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S-adenosyl-L-methionine:(R,S)-reticuline 7-O-methyltransferase
The enzyme from the plant Papaver somniferum (opium poppy) methylates (S)- and (R)-reticuline with equal efficiency and is involved in the biosynthesis of tetrahydrobenzylisoquinoline alkaloids.
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S-adenosyl-L-methionine + (R)-reticuline
S-adenosyl-L-homocysteine + (R)-laudanine
S-adenosyl-L-methionine + (R,S)-orientaline
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S-adenosyl-L-methionine + (S)-reticuline
S-adenosyl-L-homocysteine + (S)-laudanine
S-adenosyl-L-methionine + guaiacol
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S-adenosyl-L-methionine + isovanillic acid
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additional information
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S-adenosyl-L-methionine + (R)-reticuline
S-adenosyl-L-homocysteine + (R)-laudanine
the enzyme is involved in tetrahydrobenzylisoquinoline biosynthesis
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S-adenosyl-L-methionine + (R)-reticuline
S-adenosyl-L-homocysteine + (R)-laudanine
the enzyme methylates (S)- and (R)-reticuline with equal efficiency
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S-adenosyl-L-methionine + (S)-reticuline
S-adenosyl-L-homocysteine + (S)-laudanine
the enzyme is involved in tetrahydrobenzylisoquinoline biosynthesis
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S-adenosyl-L-methionine + (S)-reticuline
S-adenosyl-L-homocysteine + (S)-laudanine
the enzyme methylates (S)- and (R)-reticuline with equal efficiency
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additional information
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(R)-protosinomenine and (R,S)-isoorientaline are O-methylated at C-6. The ration of kcat/Km for C-7 O-methylation compared to C6-O-methylation is 3.8:1
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additional information
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(R)-protosinomenine and (R,S)-isoorientaline are O-methylated at C-6. The ration of kcat/Km for C-7 O-methylation compared to C6-O-methylation is 3.8:1
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S-adenosyl-L-methionine + (R)-reticuline
S-adenosyl-L-homocysteine + (R)-laudanine
the enzyme is involved in tetrahydrobenzylisoquinoline biosynthesis
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S-adenosyl-L-methionine + (S)-reticuline
S-adenosyl-L-homocysteine + (S)-laudanine
the enzyme is involved in tetrahydrobenzylisoquinoline biosynthesis
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0.017
(R)-reticuline
pH 8.0, 35°C
0.016
(S)-reticuline
pH 8.0, 35°C
0.017
guaiacol
pH 8.0, 35°C
0.014
isovanillic acid
pH 8.0, 35°C
0.15 - 0.36
S-adenosyl-L-methionine
0.15
S-adenosyl-L-methionine
pH 8.0, 35°C, cosubstrate isovanillic acid
0.31
S-adenosyl-L-methionine
pH 8.0, 35°C, cosubstrate guaiacol or (R)-reticuline
0.36
S-adenosyl-L-methionine
pH 8.0, 35°C, cosubstrate (S)-reticuline
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0.07
(R)-reticuline
pH 8.0, 35°C
0.07
(S)-reticuline
pH 8.0, 35°C
0.1
guaiacol
pH 8.0, 35°C
0.02
isovanillic acid
pH 8.0, 35°C
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4.2
(R)-reticuline
pH 8.0, 35°C
4.5
(S)-reticuline
pH 8.0, 35°C
5.9
guaiacol
pH 8.0, 35°C
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7.5 - 9
methylation of (R,S)-isoorientaline
8
methylation of guaiacol, (R)-reticuline and (S)-reticuline
9
methylation of (R)-protosinomenine
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37
methylation of guaiacol, (R)-reticuline and (S)-reticuline
37 - 41
methylation of (R,S)-isoorientaline and isovanillic acid
39
methylation of (R)-protosinomenine
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UniProt
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the enzyme is found predominantly in parenchyma cells within the vascular bundle
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the enzyme is found in the pericycle within the stele
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the enzyme is found predominantly in parenchyma cells within the vascular bundle
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the enzyme is found predominantly in parenchyma cells within the vascular bundle
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physiological function
the enzyme is involved in in tetrahydrobenzylisoquinoline biosynthesis
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7OMT_PAPSO
355
0
39842
Swiss-Prot
other Location (Reliability: 2 )
A0A2P6S320_ROSCH
92
0
10409
TrEMBL
other Location (Reliability: 2 )
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39841
2 * 39841, calculated from sequence
43000
2 * 43000, SDS-PAGE
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dimer
2 * 43000, SDS-PAGE
dimer
2 * 39841, calculated from sequence
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the recombinant protein is then expressed in Spodoptera frugiperda Sf9 cells in a baculovirus expression vector
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Weid, M.; Ziegler, J.; Kutchan, T.M.
The roles of latex and the vascular bundle in morphine biosynthesis in the opium poppy, Papaver somniferum
Proc. Natl. Acad. Sci. USA
101
13957-13962
2004
Papaver somniferum
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Ounaroon, A.; Decker, G.; Schmidt, J.; Lottspeich, F.; Kutchan, T.M.
(R,S)-Reticuline 7-O-methyltransferase and (R,S)-norcoclaurine 6-O-methyltransferase of Papaver somniferum - cDNA cloning and characterization of methyl transfer enzymes of alkaloid biosynthesis in opium poppy
Plant J.
36
808-819
2003
Papaver somniferum (Q6WUC2), Papaver somniferum
brenda
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History
Enzyme Nomenclature
2.1.1.291 (R,S)-reticuline 7-O-methyltransferase
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