2.1.1.49: amine N-methyltransferase
This is an abbreviated version!
For detailed information about amine N-methyltransferase, go to the full flat file.
Word Map on EC 2.1.1.49
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2.1.1.49
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n-methylation
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smoke
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cyp2a6
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urine
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n-methyltransferases
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flavin-containing
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monooxygenase
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udp-glucuronosyltransferases
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smoking
- 2.1.1.49
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n-methylation
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smoke
- cyp2a6
- urine
- n-methyltransferases
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flavin-containing
- monooxygenase
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udp-glucuronosyltransferases
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smoking
Reaction
Synonyms
aromatic alkylamine-N-methyltransferase, arylamine N-methyltransferase, EC 2.1.1.81, methyltransferase, tryptamine, nicotine N-methyltransferase, tryptamine methyltransferase, tryptamine N-methyltransferase
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Substrates Products
Substrates Products on EC 2.1.1.49 - amine N-methyltransferase
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REACTION DIAGRAM
(R)-isosalsoline + methyl group donor
N-methyl-(R)-isosalsoline + demethylated methyl group donor
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N-methyl-(R)-isosalsoline is enzymatically formed in liver and can be transported into the brain from blood, it may act as neurotransmitter
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S-adenosyl-L-methionine + 1,2,3,4-tetrahydroisoquinoline
S-adenosyl-L-homocysteine + N-methyl-1,2,3,4-tetrahydroisoquinoline
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amine N-methyltransferase A
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?
S-adenosyl-L-methionine + 5-methyloxytryptamine
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higher activity with transferase A
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?
S-adenosyl-L-methionine + 7,8-dichloro-1,2,3,4-tetrahydroisoquinoline
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substrate with highest apparent kcat
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?
S-adenosyl-L-methionine + alpha-N-methyltryptamine
S-adenosyl-L-homocysteine + alpha,alpha-N,N-dimethyltryptamine
S-adenosyl-L-methionine + aniline
S-adenosyl-L-homocysteine + N-methylaniline
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poor substrate
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?
S-adenosyl-L-methionine + anisidine
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higher activity with transferase B
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?
S-adenosyl-L-methionine + beta-phenylethylamine
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5-methyltetrahydrofolate can replace S-adenosyl-L-methionine as methyl donor
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?
S-adenosyl-L-methionine + imidazole
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higher activity with transferase A
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?
S-adenosyl-L-methionine + isosalsoline
S-adenosyl-L-homocysteine + N-methylisosalsoline
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isosalsoline is identical with 7-hydroxy-6-methoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline, stereospecific N-methylation by amine N-methyltransferase A, (+)-(R)-enantiomer is preferentially methylated
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?
S-adenosyl-L-methionine + N-methylbutylamine
S-adenosyl-L-homocysteine + N,N-dimethylbutylamine
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only transferase A
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?
S-adenosyl-L-methionine + N-methylcyclohexylamine
S-adenosyl-L-homocysteine + N,N-dimethylcyclohexylamine
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only transferase A
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?
S-adenosyl-L-methionine + N-methyltryptamine
S-adenosyl-L-homocysteine + N,N-dimethyltryptamine
S-adenosyl-L-methionine + phenyltetrahydropyridine
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higher activity with transferase A
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?
S-adenosyl-L-methionine + pyrazole
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higher activity with transferase A
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?
S-adenosyl-L-methionine + salsolidine
S-adenosyl-L-homocysteine + N-methylsalsolidine
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salsolidine is identical with 6,7-dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline, stereospecific N-methylation by amine N-methyltransferase A, (-)-(S)-enantiomer is preferentially methylated
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?
S-adenosyl-L-homocysteine + alpha,alpha-N,N-dimethyltryptamine
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?
S-adenosyl-L-methionine + alpha-N-methyltryptamine
S-adenosyl-L-homocysteine + alpha,alpha-N,N-dimethyltryptamine
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no methylation of indolic nitrogen
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S-adenosyl-L-methionine + alpha-N-methyltryptamine
S-adenosyl-L-homocysteine + alpha,alpha-N,N-dimethyltryptamine
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no methylation of indolic nitrogen
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S-adenosyl-L-methionine + alpha-N-methyltryptamine
S-adenosyl-L-homocysteine + alpha,alpha-N,N-dimethyltryptamine
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?
S-adenosyl-L-methionine + alpha-N-methyltryptamine
S-adenosyl-L-homocysteine + alpha,alpha-N,N-dimethyltryptamine
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N,N-dimethyltryptamine as product
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S-adenosyl-L-homocysteine + an N-methylamine
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enzymes participate in detoxication, recycling of drugs after initial demethylation
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?
S-adenosyl-L-methionine + an amine
S-adenosyl-L-homocysteine + an N-methylamine
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xenobiotic biotransforming enzyme, enzyme is leaked easily into the blood stream due to an increased membrane permeability of hepatocytes caused by cholestasis
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?
S-adenosyl-L-homocysteine + imipramine
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higher activity with transferase A
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?
S-adenosyl-L-methionine + desmethylimipramine
S-adenosyl-L-homocysteine + imipramine
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higher activity with transferase A
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?
S-adenosyl-L-homocysteine + N,N-dimethyltryptamine
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?
S-adenosyl-L-methionine + N-methyltryptamine
S-adenosyl-L-homocysteine + N,N-dimethyltryptamine
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?
S-adenosyl-L-homocysteine + alpha-N-methyltryptamine
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i.e. 3-[2-aminoethyl] indole, best substrate, two N-methyltransferases: A and B, non-specific
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?
S-adenosyl-L-methionine + tryptamine
S-adenosyl-L-homocysteine + alpha-N-methyltryptamine
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i.e. 3-[2-aminoethyl] indole, best substrate, two N-methyltransferases: A and B, non-specific
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?
S-adenosyl-L-methionine + tryptamine
S-adenosyl-L-homocysteine + alpha-N-methyltryptamine
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i.e. 3-[2-aminoethyl] indole, best substrate, two N-methyltransferases: A and B, non-specific
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?
S-adenosyl-L-methionine + tryptamine
S-adenosyl-L-homocysteine + alpha-N-methyltryptamine
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i.e. 3-[2-aminoethyl] indole, best substrate, two N-methyltransferases: A and B, non-specific
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?
S-adenosyl-L-methionine + tryptamine
S-adenosyl-L-homocysteine + alpha-N-methyltryptamine
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two N-methyltransferases, non-specific or specific for tryptamine, 5-methyltetrahydrofolate can replace S-adenosyl-L-methionine as methyl donor
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?
S-adenosyl-L-methionine + tryptamine
S-adenosyl-L-homocysteine + alpha-N-methyltryptamine
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S-adenosyl-L-methionine-dependent enzyme
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?
S-adenosyl-L-methionine + tryptamine
S-adenosyl-L-homocysteine + alpha-N-methyltryptamine
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i.e. 3-[2-aminoethyl] indole, best substrate, two N-methyltransferases: A and B, non-specific
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?
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two N-methyltransferases A and B with very broad but overlapping substrate specificity for primary and secondary amines, lipophilic substrates, overview poor substrates, no substrates: N-acetylserotonine, 4-aminoacetophenone, 4-aminophenol, benzamide, 4-chloroaniline, deoxyepinephrine, 1,4-diaminobutane, dopamine, 1-ethanol-2-amine, ethylenediamine, histamine, histidine methylester, 3-hydroxytryptamine, indole, pyrrole, methylamine, N-methyldopamine, nicotinamide, octopamine, phenylalanine, phenylethanolamine, theophylline, tryptophan, tyrosine, N,N-dimethyltryptamine
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additional information
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two N-methyltransferases A and B with very broad but overlapping substrate specificity for primary and secondary amines, lipophilic substrates, overview poor substrates, no substrates: N-acetylserotonine, 4-aminoacetophenone, 4-aminophenol, benzamide, 4-chloroaniline, deoxyepinephrine, 1,4-diaminobutane, dopamine, 1-ethanol-2-amine, ethylenediamine, histamine, histidine methylester, 3-hydroxytryptamine, indole, pyrrole, methylamine, N-methyldopamine, nicotinamide, octopamine, phenylalanine, phenylethanolamine, theophylline, tryptophan, tyrosine, N,N-dimethyltryptamine
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