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Literature summary extracted from

  • Purwanto, R.; Hori, K.; Yamada, Y.; Sato, F.
    Unraveling additional O-methylation steps in benzylisoquinoline alkaloid biosynthesis in California poppy (Eschscholzia californica) (2017), Plant Cell Physiol., 58, 1528-1540 .
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.1.1.117 2-mercaptoethanol 5 mM, 9% inhibition Eschscholzia californica subsp. californica
2.1.1.117 Ca2+ 5 mM, 7% inhibition Eschscholzia californica subsp. californica
2.1.1.117 Co2+ 5 mM, 9% inhibition Eschscholzia californica subsp. californica
2.1.1.117 Cu2+ 5 mM, 21% inhibition Eschscholzia californica subsp. californica
2.1.1.117 additional information not inhibitory: Mg2+, Mn2+, Fe2+ Eschscholzia californica subsp. californica
2.1.1.117 Ni2+ 5 mM, 18% inhibition Eschscholzia californica subsp. californica
2.1.1.117 Zn2+ 5 mM, 20% inhibition Eschscholzia californica subsp. californica

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.1.1.117 0.0093
-
 S-adenosyl-L-methionine cosubstrate (S)-scoulerine, product (S)-tetrahydrocolumbamine, pH 8.4, 35°C Eschscholzia californica subsp. californica
2.1.1.117 0.0145
-
 S-adenosyl-L-methionine cosubstrate (S)-reticuline, product codamine, pH 8.4, 35°C Eschscholzia californica subsp. californica
2.1.1.117 0.0157
-
 S-adenosyl-L-methionine cosubstrate (S)-reticuline, product norlaudanine, pH 8.4, 35°C Eschscholzia californica subsp. californica
2.1.1.117 0.0219
-
 (S)-scoulerine product 2-O-methylscoulerine, pH 8.4, 35°C Eschscholzia californica subsp. californica
2.1.1.117 0.0245
-
 (S)-scoulerine product (S)-tetrahydrocolumbamine, pH 8.4, 35°C Eschscholzia californica subsp. californica
2.1.1.117 0.0288
-
 S-adenosyl-L-methionine cosubstrate (S)-scoulerine, product 2-O-methylscoulerine, pH 8.4, 35°C Eschscholzia californica subsp. californica
2.1.1.117 0.0382
-
 (S)-norreticuline product norlaudanine, pH 8.4, 35°C Eschscholzia californica subsp. californica
2.1.1.117 0.119
-
 S-adenosyl-L-methionine cosubstrate (S)-reticuline, product laudanine, pH 8.4, 35°C Eschscholzia californica subsp. californica
2.1.1.117 0.187
-
 (S)-reticuline product codamine, pH 8.4, 35°C Eschscholzia californica subsp. californica
2.1.1.117 0.393
-
 (S)-reticuline product laudanine, pH 8.4, 35°C Eschscholzia californica subsp. californica

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
2.1.1.117 additional information divalent cations are not required Eschscholzia californica subsp. californica

Organism

EC Number Organism UniProt Comment Textmining
2.1.1.117 Eschscholzia californica subsp. californica A0A224ALZ8
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.1.1.117 additional information enzyme is a scoulerine-9-O-methyltransferase for the biosynthesis of chelerythrine in California poppy, it produces 7-O-methylated, 3'-O-methylated and dual O-methylated products from reticuline and norreticuline, and 9-O-methylated tetrahydrocolumbamine, 2-O-methylscoulerine and tetrahydropalmatine from scoulerine Eschscholzia californica subsp. californica ?
-
-
2.1.1.117 S-adenosyl-L-methionine + (S)-norreticuline
-
 Eschscholzia californica subsp. californica S-adenosyl-L-homocysteine + norcodamine + norlaudanine
-
 ?
2.1.1.117 S-adenosyl-L-methionine + (S)-reticuline
-
 Eschscholzia californica subsp. californica S-adenosyl-L-homocysteine + codamine + laudanine
-
 ?
2.1.1.117 S-adenosyl-L-methionine + (S)-scoulerine
-
 Eschscholzia californica subsp. californica S-adenosyl-L-homocysteine + (S)-tetrahydrocolumbamine + 2-O-methylscoulerine + tetrahydropalmatine
-
 ?

Synonyms

EC Number Synonyms Comment Organism
2.1.1.117 scoulerine/reticuline O-methyltransferase
-
 Eschscholzia californica subsp. californica

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.1.1.117 35
-
-
 Eschscholzia californica subsp. californica

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
2.1.1.117 0.01
-
 S-adenosyl-L-methionine cosubstrate (S)-reticuline, product norlaudanine, pH 8.4, 35°C Eschscholzia californica subsp. californica
2.1.1.117 0.01
-
 S-adenosyl-L-methionine cosubstrate (S)-scoulerine, product (S)-tetrahydrocolumbamine, pH 8.4, 35°C Eschscholzia californica subsp. californica
2.1.1.117 0.01
-
 S-adenosyl-L-methionine cosubstrate (S)-scoulerine, product 2-O-methylscoulerine, pH 8.4, 35°C Eschscholzia californica subsp. californica
2.1.1.117 0.01
-
 (S)-scoulerine product 2-O-methylscoulerine, pH 8.4, 35°C Eschscholzia californica subsp. californica
2.1.1.117 0.01
-
 (S)-norreticuline product norlaudanine, pH 8.4, 35°C Eschscholzia californica subsp. californica
2.1.1.117 0.02
-
 (S)-scoulerine product (S)-tetrahydrocolumbamine, pH 8.4, 35°C Eschscholzia californica subsp. californica
2.1.1.117 0.05
-
 (S)-reticuline product codamine, pH 8.4, 35°C Eschscholzia californica subsp. californica
2.1.1.117 0.08
-
 S-adenosyl-L-methionine cosubstrate (S)-reticuline, product codamine, pH 8.4, 35°C Eschscholzia californica subsp. californica
2.1.1.117 0.12
-
 S-adenosyl-L-methionine cosubstrate (S)-reticuline, product laudanine, pH 8.4, 35°C Eschscholzia californica subsp. californica
2.1.1.117 0.24
-
 (S)-reticuline product laudanine, pH 8.4, 35°C Eschscholzia californica subsp. californica

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
2.1.1.117 8.4
-
-
 Eschscholzia californica subsp. californica

pH Range

EC Number pH Minimum pH Maximum Comment Organism
2.1.1.117 6.8 9.6
-
 Eschscholzia californica subsp. californica

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
2.1.1.117 0.26
-
 (S)-norreticuline product norlaudanine, pH 8.4, 35°C Eschscholzia californica subsp. californica
2.1.1.117 0.27
-
 (S)-reticuline product codamine, pH 8.4, 35°C Eschscholzia californica subsp. californica
2.1.1.117 0.35
-
 S-adenosyl-L-methionine cosubstrate (S)-scoulerine, product 2-O-methylscoulerine, pH 8.4, 35°C Eschscholzia californica subsp. californica
2.1.1.117 0.46
-
 (S)-scoulerine product 2-O-methylscoulerine, pH 8.4, 35°C Eschscholzia californica subsp. californica
2.1.1.117 0.61
-
 (S)-reticuline product laudanine, pH 8.4, 35°C Eschscholzia californica subsp. californica
2.1.1.117 0.64
-
 S-adenosyl-L-methionine cosubstrate (S)-reticuline, product norlaudanine, pH 8.4, 35°C Eschscholzia californica subsp. californica
2.1.1.117 0.82
-
 (S)-scoulerine product (S)-tetrahydrocolumbamine, pH 8.4, 35°C Eschscholzia californica subsp. californica
2.1.1.117 1
-
 S-adenosyl-L-methionine cosubstrate (S)-reticuline, product laudanine, pH 8.4, 35°C Eschscholzia californica subsp. californica
2.1.1.117 1.07
-
 S-adenosyl-L-methionine cosubstrate (S)-scoulerine, product (S)-tetrahydrocolumbamine, pH 8.4, 35°C Eschscholzia californica subsp. californica
2.1.1.117 5.5
-
 S-adenosyl-L-methionine cosubstrate (S)-reticuline, product codamine, pH 8.4, 35°C Eschscholzia californica subsp. californica