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Literature summary extracted from

  • Liscombe, D.K.; Facchini, P.J.
    Molecular cloning and characterization of tetrahydroprotoberberine cis-N-methyltransferase, an enzyme involved in alkaloid biosynthesis in opium poppy (2007), J. Biol. Chem., 282, 14741-14751.
    View publication on PubMed

Activating Compound

EC Number Activating Compound Comment Organism Structure
2.1.1.122 additional information induced by elicitor prepared from mycelia of Botrytis cinerea Papaver somniferum
2.1.1.122 additional information induced by elicitor prepared from mycelia of Botrytis cinerea Papaver bracteatum

Application

EC Number Application Comment Organism
2.1.1.122 additional information low TNMT activity Thalictrum flavum

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.1.1.122 Escherichia coli strain ER2566 pLysS transformed with pTNMT plasmid Papaver somniferum
2.1.1.122 expressed in Escherichia coli ER2566 pLysS cells, pRSETB vector Papaver somniferum
2.1.1.140 expressed in Escherichia coli Papaver somniferum

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.1.1.122 Ca2+ inhibits activity by 62%, inhibition prevented by inclusion of 10 mM EDTA; inhibits TNMT activity by 62%, can be prevented by the inclusion of EDTA Papaver somniferum
2.1.1.122 Co2+ inhibits activity by 71%, inhibition prevented by inclusion of 10 mM EDTA; inhibits TNMT activity by 71%, can be prevented by the inclusion of EDTA Papaver somniferum
2.1.1.122 Mn2+ inhibits activity by 41%, inhibition prevented by inclusion of 10 mM EDTA; inhibits TNMT activity by 41%, can be prevented by the inclusion of EDTA Papaver somniferum
2.1.1.122 additional information not inhibited by MgCl2 Papaver somniferum
2.1.1.122 Ni2+ inhibits activity by 72%, inhibition prevented by inclusion of 10 mM EDTA; inhibits TNMT activity by 72%, can be prevented by the inclusion of EDTA Papaver somniferum

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.1.1.122 0.0006
-
 (S)-Stylopine
-
 Papaver somniferum
2.1.1.122 0.0006
-
 (R,S)-stylopine varying concentration from 0.5 to 32 microM at a saturating concentration of 20 microM of S-adenosyl-L-methionine Papaver somniferum
2.1.1.122 0.0115
-
 S-adenosyl-L-methionine
-
 Papaver somniferum
2.1.1.122 0.0115
-
 S-adenosyl-L-methionine varying concentration from 0.625 to 40 microM, at a saturating concentration of 50 microM of (R,S)-stylopine Papaver somniferum

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
2.1.1.122 cytosol
-
 Papaver somniferum 5829
-

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
2.1.1.122 Mg2+ no effect on activity Papaver somniferum

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
2.1.1.122 48000
-
-
 Papaver somniferum

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.1.1.140 S-adenosyl-L-methionine + (S)-coclaurine Papaver somniferum
-
 S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
2.1.1.122 Argemone mexicana
-
-
-
2.1.1.122 Chelidonium majus
-
-
-
2.1.1.122 Eschscholzia californica
-
-
-
2.1.1.122 no activity in Nandina domestica
-
-
-
2.1.1.122 no activity in Nicotiana tabacum
-
-
-
2.1.1.122 no activity in Tinospora cordifolia
-
-
-
2.1.1.122 Papaver bracteatum
-
-
-
2.1.1.122 Papaver somniferum
-
-
-
2.1.1.122 Papaver somniferum Q108P1 cv. Marianne, opium poppy
-
2.1.1.122 Sanguinaria canadensis
-
-
-
2.1.1.122 Thalictrum flavum
-
-
-
2.1.1.140 Papaver somniferum Q7XB08 cv. Marianne, opium poppy
-

Purification (Commentary)

EC Number Purification (Comment) Organism
2.1.1.122 by nickel affinity chromatography Papaver somniferum
2.1.1.122 recombinant protein, gel filtration and SDS-PAGE Papaver somniferum

Source Tissue

EC Number Source Tissue Comment Organism Textmining
2.1.1.122 cell culture elicitor treatment Papaver somniferum
-
2.1.1.122 flower bud TNMTgene transcripts at lower levels, but lower levels of TNMT activity Papaver somniferum
-
2.1.1.122 leaf TNMTgene transcripts to a lesser extent, but highest levels of TNMT activity Papaver somniferum
-
2.1.1.122 root TNMTgene transcripts most abundantly, but lower levels of TNMT activity Papaver somniferum
-
2.1.1.122 seedling neither TNMT transcripts nor enzyme activity in seedlings 1 day after seed inbibition, whereas both TNMT transcript levels and enzyme activity 4 days after inbibition, remaining relatively constant during seedling growth Papaver somniferum
-
2.1.1.122 seedling transcripts and enzyme activity in Papaver somniferum
-
2.1.1.122 stem TNMTgene transcripts at lower levels, but highest levels of TNMT activity Papaver somniferum
-
2.1.1.122 whole plant transcripts and enzyme activity in Papaver somniferum
-
2.1.1.140 root sequence comparison Papaver somniferum
-

Specific Activity [micromol/min/mg]

EC Number Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
2.1.1.122 additional information
-
 phylogenetic analysis to examine possible evolutionary relationships, strict substrate specificity of recombinant enzyme, expression induced in cultured cells after treatment with a fungal elicitor Papaver somniferum
2.1.1.140 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 Papaver somniferum

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.1.1.122 additional information dimethoxytetrahydroisoquinoline and methylisoquinolinediol, norlaudanosoline, (R,S)-tetrahydroxyberbine and (S)-scoulerine, or (R,S)-pavine are not accepted as substrates Papaver somniferum ?
-
 ?
2.1.1.122 S-adenosyl-L-methionine + (R,S)-canadine
-
 Papaver somniferum ?
-
 ?
2.1.1.122 S-adenosyl-L-methionine + (R,S)-stylopine
-
 Sanguinaria canadensis ?
-
 ?
2.1.1.122 S-adenosyl-L-methionine + (R,S)-stylopine
-
 Eschscholzia californica ?
-
 ?
2.1.1.122 S-adenosyl-L-methionine + (R,S)-stylopine
-
 Papaver somniferum ?
-
 ?
2.1.1.122 S-adenosyl-L-methionine + (R,S)-stylopine
-
 Chelidonium majus ?
-
 ?
2.1.1.122 S-adenosyl-L-methionine + (R,S)-stylopine
-
 Papaver bracteatum ?
-
 ?
2.1.1.122 S-adenosyl-L-methionine + (R,S)-stylopine
-
 Argemone mexicana ?
-
 ?
2.1.1.122 S-adenosyl-L-methionine + (R,S)-stylopine strict substrate specificity, protoberberine alkaloids tetrahydroxyberbine and scoulerine, simple isoquinoline, benzylisoquinoline, and pavine alkaloids not accepted as substrates Papaver somniferum ?
-
 ?
2.1.1.122 S-adenosyl-L-methionine + (R,S)-tetrahydropalmatine
-
 Papaver somniferum ?
-
 ?
2.1.1.122 S-adenosyl-L-methionine + (R,S)-tetrahydropalmatine used for product identification Papaver somniferum ?
-
 ?
2.1.1.122 S-Adenosyl-L-methionine + (S)-stylopine
-
 Papaver somniferum ?
-
 ?
2.1.1.140 S-adenosyl-L-methionine + (S)-coclaurine
-
 Papaver somniferum S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
 ?
2.1.1.140 S-adenosyl-L-methionine + (S)-coclaurine analysis of the evolutionary recruitment of enzymes into plant alkaloid pathways Papaver somniferum S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
-
 ?

Synonyms

EC Number Synonyms Comment Organism
2.1.1.122 (S)-tetrahydroprotoberberine cis-N-methyltransferase
-
 Sanguinaria canadensis
2.1.1.122 (S)-tetrahydroprotoberberine cis-N-methyltransferase
-
 Eschscholzia californica
2.1.1.122 (S)-tetrahydroprotoberberine cis-N-methyltransferase
-
 Papaver somniferum
2.1.1.122 (S)-tetrahydroprotoberberine cis-N-methyltransferase
-
 Chelidonium majus
2.1.1.122 (S)-tetrahydroprotoberberine cis-N-methyltransferase
-
 Papaver bracteatum
2.1.1.122 (S)-tetrahydroprotoberberine cis-N-methyltransferase
-
 Thalictrum flavum
2.1.1.122 (S)-tetrahydroprotoberberine cis-N-methyltransferase
-
 Argemone mexicana
2.1.1.122 S-adenosyl-L-methionine:tetrahydroprotoberberine cis-N-methyltransferase
-
 Sanguinaria canadensis
2.1.1.122 S-adenosyl-L-methionine:tetrahydroprotoberberine cis-N-methyltransferase
-
 Eschscholzia californica
2.1.1.122 S-adenosyl-L-methionine:tetrahydroprotoberberine cis-N-methyltransferase
-
 Papaver somniferum
2.1.1.122 S-adenosyl-L-methionine:tetrahydroprotoberberine cis-N-methyltransferase
-
 Chelidonium majus
2.1.1.122 S-adenosyl-L-methionine:tetrahydroprotoberberine cis-N-methyltransferase
-
 Papaver bracteatum
2.1.1.122 S-adenosyl-L-methionine:tetrahydroprotoberberine cis-N-methyltransferase
-
 Thalictrum flavum
2.1.1.122 S-adenosyl-L-methionine:tetrahydroprotoberberine cis-N-methyltransferase
-
 Argemone mexicana
2.1.1.122 TNMT
-
 Sanguinaria canadensis
2.1.1.122 TNMT
-
 Eschscholzia californica
2.1.1.122 TNMT
-
 Papaver somniferum
2.1.1.122 TNMT
-
 Chelidonium majus
2.1.1.122 TNMT
-
 Papaver bracteatum
2.1.1.122 TNMT
-
 Thalictrum flavum
2.1.1.122 TNMT
-
 Argemone mexicana
2.1.1.140 (S)-Coclaurine N-methyltransferase
-
 Papaver somniferum
2.1.1.140 CNMT
-
 Papaver somniferum

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.1.1.122 37
-
-
 Papaver somniferum
2.1.1.122 37
-
 assay at Papaver somniferum

Temperature Range [°C]

EC Number Temperature Minimum [°C] Temperature Maximum [°C] Comment Organism
2.1.1.122 4 50 recombinant protein, half-maximal activity estimated at 12°C and 47°C Papaver somniferum

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
2.1.1.122 7.5
-
-
 Papaver somniferum
2.1.1.122 7.5
-
 determined by using 100 mM sodium phosphate (pH 5-7) and 100 mM Tris-HCl (pH 7-9) containing 12 mM beta-mercaptoethanol Papaver somniferum

pH Range

EC Number pH Minimum pH Maximum Comment Organism
2.1.1.122 5 9 recombinant protein, half-maximal activity estimated at pH 6.8 and 8.2 Papaver somniferum