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Literature summary for 2.1.1.122 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

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

Application

Application Comment Organism
additional information low TNMT activity Thalictrum flavum

Cloned(Commentary)

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

Inhibitors

Inhibitors Comment Organism Structure
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
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
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
additional information not inhibited by MgCl2 Papaver somniferum
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]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.0006
-
(S)-Stylopine
-
Papaver somniferum
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
0.0115
-
S-adenosyl-L-methionine
-
Papaver somniferum
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

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

Metals/Ions

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

Molecular Weight [Da]

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

Organism

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

Purification (Commentary)

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

Source Tissue

Source Tissue Comment Organism Textmining
cell culture elicitor treatment Papaver somniferum
-
flower bud TNMTgene transcripts at lower levels, but lower levels of TNMT activity Papaver somniferum
-
leaf TNMTgene transcripts to a lesser extent, but highest levels of TNMT activity Papaver somniferum
-
root TNMTgene transcripts most abundantly, but lower levels of TNMT activity Papaver somniferum
-
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
-
seedling transcripts and enzyme activity in Papaver somniferum
-
stem TNMTgene transcripts at lower levels, but highest levels of TNMT activity Papaver somniferum
-
whole plant transcripts and enzyme activity in Papaver somniferum
-

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
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

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
additional information dimethoxytetrahydroisoquinoline and methylisoquinolinediol, norlaudanosoline, (R,S)-tetrahydroxyberbine and (S)-scoulerine, or (R,S)-pavine are not accepted as substrates Papaver somniferum ?
-
?
S-adenosyl-L-methionine + (R,S)-canadine
-
Papaver somniferum ?
-
?
S-adenosyl-L-methionine + (R,S)-stylopine
-
Sanguinaria canadensis ?
-
?
S-adenosyl-L-methionine + (R,S)-stylopine
-
Eschscholzia californica ?
-
?
S-adenosyl-L-methionine + (R,S)-stylopine
-
Papaver somniferum ?
-
?
S-adenosyl-L-methionine + (R,S)-stylopine
-
Chelidonium majus ?
-
?
S-adenosyl-L-methionine + (R,S)-stylopine
-
Papaver bracteatum ?
-
?
S-adenosyl-L-methionine + (R,S)-stylopine
-
Argemone mexicana ?
-
?
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 ?
-
?
S-adenosyl-L-methionine + (R,S)-tetrahydropalmatine
-
Papaver somniferum ?
-
?
S-adenosyl-L-methionine + (R,S)-tetrahydropalmatine used for product identification Papaver somniferum ?
-
?
S-Adenosyl-L-methionine + (S)-stylopine
-
Papaver somniferum ?
-
?

Synonyms

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

Temperature Optimum [°C]

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

Temperature Range [°C]

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

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.5
-
-
Papaver somniferum
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

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