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Literature summary extracted from

  • Morris, J.; Yu, L.; Facchini, P.
    A single residue determines substrate preference in benzylisoquinoline alkaloid N-methyltransferases (2020), Phytochemistry, 170, 112193 .
    View publication on PubMed

Protein Variants

EC Number Protein Variants Comment Organism
2.1.1.140 E204G mutation to the corresponding residue of Papaver somniferum reticuline N-methyltransferase. Mutant shows a weak activity with (S)-coclaurine and a more substantial activity with (S)-N-methylcoclaurine. Compared to wild-type, activity with (S)-reticuline is 35fold improved Coptis japonica
2.1.1.337 E204G mutation to the corresponding residue of Coptis japonica coclaurine N-methyltransferase. The mutation has similarly modest (negative) effects on Km and kcat for (S)-N-methylcoclaurine, but with respect to (S)-coclaurine has a substantial (positive) effect only on kcat Papaver somniferum
2.1.1.337 G204E the mutation results in an enzyme with reduced canonical reticuline N-methyltransferase activity and increased canonical coclaurine N-methyltransferase activity. The mutant enzyme shows activity with (S)-coclaurine, which is modestly better than with (S)-N-methylcoclaurine but worse than with (S)-reticuline. A G204E substitution has no appreciable effect on Km for (S)-coclaurine but increases Km for (S)-N-methylcoclaurine approximately 4fold. kcat for (S)-coclaurine is 10fold greater while that for (S)-N-methylcoclaurine decreases 4fold. The G204E substitution has similarly modest (negative) effects on Km and kcat for (S)-N-methylcoclaurine, but with respect to (S)-coclaurine has a substantial (positive) effect only on kcat Papaver somniferum

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.1.1.140 0.0102
-
 (S)-Coclaurine wild-type, pH 8.0, 30°C Coptis japonica
2.1.1.140 0.0559
-
 (S)-N-methylcoclaurine mutant E204G, pH 8.0, 30°C Coptis japonica
2.1.1.140 0.072
-
 (S)-N-methylcoclaurine wild-type, pH 8.0, 30°C Coptis japonica
2.1.1.140 0.0799
-
 (S)-Coclaurine mutant E204G, pH 8.0, 30°C Coptis japonica
2.1.1.337 0.0508
-
 (S)-Coclaurine pH 8.0, 37°C, wild-type enzyme Papaver somniferum
2.1.1.337 0.0508
-
 (S)-Coclaurine mutant G204E, pH 8.0, 30°C Papaver somniferum
2.1.1.337 0.0624
-
 (S)-Coclaurine wild-type, pH 8.0, 30°C Papaver somniferum
2.1.1.337 0.0624
-
 (S)-Coclaurine pH 8.0, 37°C, mutant enzyme G204E Papaver somniferum
2.1.1.337 0.115
-
 (S)-N-methylcoclaurine pH 8.0, 37°C, wild-type enzyme Papaver somniferum
2.1.1.337 0.115
-
 (S)-N-methylcoclaurine mutant G204E, pH 8.0, 30°C Papaver somniferum
2.1.1.337 0.439
-
 (S)-N-methylcoclaurine wild-type, pH 8.0, 30°C Papaver somniferum
2.1.1.337 0.439
-
 (S)-N-methylcoclaurine pH 8.0, 37°C, mutant enzyme G204E Papaver somniferum

Organism

EC Number Organism UniProt Comment Textmining
2.1.1.140 Coptis japonica Q948P7
-
-
2.1.1.337 Papaver somniferum A0A1C9U5X5
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.1.1.140 S-adenosyl-L-methionine + (S)-coclaurine
-
 Coptis japonica S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
 ?
2.1.1.140 S-adenosyl-L-methionine + (S)-N-methylcoclaurine weak activity Coptis japonica S-adenosyl-L-homocysteine + ?
-
 ?
2.1.1.140 S-adenosyl-L-methionine + (S)-reticuline
-
 Coptis japonica S-adenosyl-L-homocysteine + (S)-tembetarine
-
 ?
2.1.1.337 2 S-adenosyl-L-methionine + (S)-coclaurine the mutant enzyme G204E produces (S)-N-methylcoclaurine and (S)-N,N-dimethylcoclaurine in a roughly 2:1 ratio Papaver somniferum 2 S-adenosyl-L-homocysteine + (S)-N,N-dimethylcoclaurine
-
 ?
2.1.1.337 S-adenosyl-L-methionine + (S)-coclaurine reaction of EC 2.1.1.140 Papaver somniferum S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
 ?
2.1.1.337 S-adenosyl-L-methionine + (S)-coclaurine the mutant enzyme G204E produces (S)-N-methylcoclaurine and (S)-N,N-dimethylcoclaurine in a roughly 2:1 ratio Papaver somniferum S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
 ?
2.1.1.337 S-adenosyl-L-methionine + (S)-N-methylcoclaurine
-
 Papaver somniferum S-adenosyl-L-homocysteine + (S)-N,N-dimethylcoclaurine
-
 ?
2.1.1.337 S-adenosyl-L-methionine + (S)-N-methylcoclaurine reaction of EC 2.1.1.140 Papaver somniferum S-adenosyl-L-homocysteine + ?
-
 ?
2.1.1.337 S-adenosyl-L-methionine + (S)-reticuline
-
 Papaver somniferum S-adenosyl-L-homocysteine + (S)-tembetarine
-
 ?

Synonyms

EC Number Synonyms Comment Organism
2.1.1.337 RNMT
-
 Papaver somniferum

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
2.1.1.140 0.00031
-
 (S)-N-methylcoclaurine wild-type, pH 8.0, 30°C Coptis japonica
2.1.1.140 0.249
-
 (S)-Coclaurine mutant E204G, pH 8.0, 30°C Coptis japonica
2.1.1.140 0.436
-
 (S)-N-methylcoclaurine mutant E204G, pH 8.0, 30°C Coptis japonica
2.1.1.140 6.28
-
 (S)-Coclaurine wild-type, pH 8.0, 30°C Coptis japonica
2.1.1.337 0.00004
-
 (S)-Coclaurine mutant G204E, pH 8.0, 30°C Papaver somniferum
2.1.1.337 0.0000404
-
 (S)-Coclaurine pH 8.0, 37°C, wild-type enzyme Papaver somniferum
2.1.1.337 0.000298
-
 (S)-N-methylcoclaurine pH 8.0, 37°C, mutant enzyme G204E Papaver somniferum
2.1.1.337 0.0003
-
 (S)-N-methylcoclaurine wild-type, pH 8.0, 30°C Papaver somniferum
2.1.1.337 0.0003
-
 (S)-Coclaurine wild-type, pH 8.0, 30°C Papaver somniferum
2.1.1.337 0.000331
-
 (S)-Coclaurine pH 8.0, 37°C, mutant enzyme G204E Papaver somniferum
2.1.1.337 0.0011
-
 (S)-N-methylcoclaurine mutant G204E, pH 8.0, 30°C Papaver somniferum
2.1.1.337 0.00113
-
 (S)-N-methylcoclaurine pH 8.0, 37°C, wild-type enzyme Papaver somniferum