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Literature summary extracted from

  • 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 (2003), Plant J., 36, 808-819.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.1.1.291 the recombinant protein is then expressed in Spodoptera frugiperda Sf9 cells in a baculovirus expression vector Papaver somniferum

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.1.1.291 0.014
-
 isovanillic acid pH 8.0, 35°C Papaver somniferum
2.1.1.291 0.016
-
 (S)-reticuline pH 8.0, 35°C Papaver somniferum
2.1.1.291 0.017
-
 guaiacol pH 8.0, 35°C Papaver somniferum
2.1.1.291 0.017
-
 (R)-reticuline pH 8.0, 35°C Papaver somniferum
2.1.1.291 0.15
-
 S-adenosyl-L-methionine pH 8.0, 35°C, cosubstrate isovanillic acid Papaver somniferum
2.1.1.291 0.31
-
 S-adenosyl-L-methionine pH 8.0, 35°C, cosubstrate guaiacol or (R)-reticuline Papaver somniferum
2.1.1.291 0.36
-
 S-adenosyl-L-methionine pH 8.0, 35°C, cosubstrate (S)-reticuline Papaver somniferum

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
2.1.1.291 39841
-
 2 * 39841, calculated from sequence Papaver somniferum
2.1.1.291 43000
-
 2 * 43000, SDS-PAGE Papaver somniferum
2.1.1.291 85000
-
 gel filtration Papaver somniferum

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.1.1.291 S-adenosyl-L-methionine + (R)-reticuline Papaver somniferum the enzyme is involved in tetrahydrobenzylisoquinoline biosynthesis S-adenosyl-L-homocysteine + (R)-laudanine
-
 ?
2.1.1.291 S-adenosyl-L-methionine + (S)-reticuline Papaver somniferum the enzyme is involved in tetrahydrobenzylisoquinoline biosynthesis S-adenosyl-L-homocysteine + (S)-laudanine
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
2.1.1.291 Papaver somniferum Q6WUC2
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
2.1.1.291
-
 Papaver somniferum

Reaction

EC Number Reaction Comment Organism Reaction ID
2.1.1.291 S-adenosyl-L-methionine + (S)-reticuline = S-adenosyl-L-homocysteine + (S)-laudanine (1) Papaver somniferum
a

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.1.1.291 additional information (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 Papaver somniferum ?
-
 ?
2.1.1.291 S-adenosyl-L-methionine + (R)-reticuline the enzyme is involved in tetrahydrobenzylisoquinoline biosynthesis Papaver somniferum S-adenosyl-L-homocysteine + (R)-laudanine
-
 ?
2.1.1.291 S-adenosyl-L-methionine + (R)-reticuline the enzyme methylates (S)- and (R)-reticuline with equal efficiency Papaver somniferum S-adenosyl-L-homocysteine + (R)-laudanine
-
 ?
2.1.1.291 S-adenosyl-L-methionine + (R,S)-orientaline
-
 Papaver somniferum ?
-
 ?
2.1.1.291 S-adenosyl-L-methionine + (S)-reticuline the enzyme is involved in tetrahydrobenzylisoquinoline biosynthesis Papaver somniferum S-adenosyl-L-homocysteine + (S)-laudanine
-
 ?
2.1.1.291 S-adenosyl-L-methionine + (S)-reticuline the enzyme methylates (S)- and (R)-reticuline with equal efficiency Papaver somniferum S-adenosyl-L-homocysteine + (S)-laudanine
-
 ?
2.1.1.291 S-adenosyl-L-methionine + guaiacol
-
 Papaver somniferum ?
-
 ?
2.1.1.291 S-adenosyl-L-methionine + isovanillic acid
-
 Papaver somniferum ?
-
 ?

Subunits

EC Number Subunits Comment Organism
2.1.1.291 dimer 2 * 43000, SDS-PAGE Papaver somniferum
2.1.1.291 dimer 2 * 39841, calculated from sequence Papaver somniferum

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.1.1.291 37
-
 methylation of guaiacol, (R)-reticuline and (S)-reticuline Papaver somniferum
2.1.1.291 37 41 methylation of (R,S)-isoorientaline and isovanillic acid Papaver somniferum
2.1.1.291 39
-
 methylation of (R)-protosinomenine Papaver somniferum

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
2.1.1.291 0.02
-
 isovanillic acid pH 8.0, 35°C Papaver somniferum
2.1.1.291 0.07
-
 (S)-reticuline pH 8.0, 35°C Papaver somniferum
2.1.1.291 0.07
-
 (R)-reticuline pH 8.0, 35°C Papaver somniferum
2.1.1.291 0.1
-
 guaiacol pH 8.0, 35°C Papaver somniferum

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
2.1.1.291 7.5 9 methylation of (R,S)-isoorientaline Papaver somniferum
2.1.1.291 7.5
-
 isovanillic acid Papaver somniferum
2.1.1.291 8
-
 methylation of guaiacol, (R)-reticuline and (S)-reticuline Papaver somniferum
2.1.1.291 9
-
 methylation of (R)-protosinomenine Papaver somniferum

General Information

EC Number General Information Comment Organism
2.1.1.291 physiological function the enzyme is involved in in tetrahydrobenzylisoquinoline biosynthesis Papaver somniferum

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
2.1.1.291 4.2
-
 (R)-reticuline pH 8.0, 35°C Papaver somniferum
2.1.1.291 4.5
-
 (S)-reticuline pH 8.0, 35°C Papaver somniferum
2.1.1.291 5.9
-
 guaiacol pH 8.0, 35°C Papaver somniferum