3'-hydroxy-N-methyl-(S)-coclaurine 4'-O-methyltransferase
Pathways
(S)-reticuline biosynthesis (BRENDA)






EC Number
Reaction
Pathways
Reaction IDs
Stoichiometry Check
Missing Substrate
Missing Product
Commentary
Remark
S-adenosyl-L-methionine + 3'-hydroxy-N-methyl-(S)-coclaurine = S-adenosyl-L-homocysteine + (S)-reticuline
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natural substrates
(RS)-norcoclaurine 6-O-methyltransferase
S-adenosyl-L-methionine + 3'-hydroxy-N-methyl-(S)-coclaurine = S-adenosyl-L-homocysteine + (S)-reticuline
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natural substrates
N-methylcoclaurine 3'-monooxygenase
(S)-N-methylcoclaurine + [reduced NADPH-hemoprotein reductase] + O2 = (S)-3'-hydroxy-N-methylcoclaurine + [oxidized NADPH-hemoprotein reductase] + H2O
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natural substrates, generic, protein
(RS)-1-benzyl-1,2,3,4-tetrahydroisoquinoline N-methyltransferase
S-adenosyl-L-methionine + (S)-coclaurine = S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
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natural substrates
(S)-coclaurine-N-methyltransferase
S-adenosyl-L-methionine + (S)-coclaurine = S-adenosyl-L-homocysteine + (S)-N-methylcoclaurine
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natural substrates
(RS)-norcoclaurine 6-O-methyltransferase
S-adenosyl-L-methionine + (S)-norcoclaurine = S-adenosyl-L-homocysteine + (S)-coclaurine
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natural substrates
(S)-norcoclaurine synthase
4-hydroxyphenylacetaldehyde + dopamine = (S)-norcoclaurine + H2O
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natural substrates, multi-step reaction
branched-chain-2-oxoacid decarboxylase
4-hydroxyphenylpyruvate = 4-hydroxyphenylacetaldehyde + CO2
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natural substrates
indolepyruvate decarboxylase
4-hydroxyphenylpyruvate = 4-hydroxyphenylacetaldehyde + CO2
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natural substrates
4-hydroxyphenylpyruvate decarboxylase
4-hydroxyphenylpyruvate = 4-hydroxyphenylacetaldehyde + CO2
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natural substrates
aspartate transaminase
L-tyrosine + 2-oxoglutarate = 4-hydroxyphenylpyruvate + L-glutamate

Tyrosine metabolism,
Phenylalanine, tyrosine and tryptophan biosynthesis,
Novobiocin biosynthesis,
Isoquinoline alkaloid biosynthesis,
Metabolic pathways,
Biosynthesis of secondary metabolites,
2-Oxocarboxylic acid metabolism,
Biosynthesis of amino acids

(S)-reticuline biosynthesis I,
4-hydroxybenzoate biosynthesis I (eukaryotes),
rosmarinic acid biosynthesis I,
L-tyrosine biosynthesis I,
atromentin biosynthesis,
L-tyrosine degradation IV (to 4-methylphenol),
L-tyrosine degradation III,
3-(4-hydroxyphenyl)pyruvate biosynthesis,
L-tyrosine degradation I,
L-tyrosine degradation II
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natural substrates
alanine transaminase
L-tyrosine + 2-oxoglutarate = 4-hydroxyphenylpyruvate + L-glutamate

Tyrosine metabolism,
Phenylalanine, tyrosine and tryptophan biosynthesis,
Novobiocin biosynthesis,
Isoquinoline alkaloid biosynthesis,
Metabolic pathways,
Biosynthesis of secondary metabolites,
2-Oxocarboxylic acid metabolism,
Biosynthesis of amino acids

(S)-reticuline biosynthesis I,
4-hydroxybenzoate biosynthesis I (eukaryotes),
rosmarinic acid biosynthesis I,
L-tyrosine biosynthesis I,
atromentin biosynthesis,
L-tyrosine degradation IV (to 4-methylphenol),
L-tyrosine degradation III,
3-(4-hydroxyphenyl)pyruvate biosynthesis,
L-tyrosine degradation I,
L-tyrosine degradation II
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natural substrates
diiodotyrosine transaminase
L-tyrosine + 2-oxoglutarate = 4-hydroxyphenylpyruvate + L-glutamate

Tyrosine metabolism,
Phenylalanine, tyrosine and tryptophan biosynthesis,
Novobiocin biosynthesis,
Isoquinoline alkaloid biosynthesis,
Metabolic pathways,
Biosynthesis of secondary metabolites,
2-Oxocarboxylic acid metabolism,
Biosynthesis of amino acids

(S)-reticuline biosynthesis I,
4-hydroxybenzoate biosynthesis I (eukaryotes),
rosmarinic acid biosynthesis I,
L-tyrosine biosynthesis I,
atromentin biosynthesis,
L-tyrosine degradation IV (to 4-methylphenol),
L-tyrosine degradation III,
3-(4-hydroxyphenyl)pyruvate biosynthesis,
L-tyrosine degradation I,
L-tyrosine degradation II
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natural substrates
tryptophan transaminase
L-tyrosine + 2-oxoglutarate = 4-hydroxyphenylpyruvate + L-glutamate

Tyrosine metabolism,
Phenylalanine, tyrosine and tryptophan biosynthesis,
Novobiocin biosynthesis,
Isoquinoline alkaloid biosynthesis,
Metabolic pathways,
Biosynthesis of secondary metabolites,
2-Oxocarboxylic acid metabolism,
Biosynthesis of amino acids

(S)-reticuline biosynthesis I,
4-hydroxybenzoate biosynthesis I (eukaryotes),
rosmarinic acid biosynthesis I,
L-tyrosine biosynthesis I,
atromentin biosynthesis,
L-tyrosine degradation IV (to 4-methylphenol),
L-tyrosine degradation III,
3-(4-hydroxyphenyl)pyruvate biosynthesis,
L-tyrosine degradation I,
L-tyrosine degradation II
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natural substrates
2-aminoadipate transaminase
L-tyrosine + 2-oxoglutarate = 4-hydroxyphenylpyruvate + L-glutamate

Tyrosine metabolism,
Phenylalanine, tyrosine and tryptophan biosynthesis,
Novobiocin biosynthesis,
Isoquinoline alkaloid biosynthesis,
Metabolic pathways,
Biosynthesis of secondary metabolites,
2-Oxocarboxylic acid metabolism,
Biosynthesis of amino acids

(S)-reticuline biosynthesis I,
4-hydroxybenzoate biosynthesis I (eukaryotes),
rosmarinic acid biosynthesis I,
L-tyrosine biosynthesis I,
atromentin biosynthesis,
L-tyrosine degradation IV (to 4-methylphenol),
L-tyrosine degradation III,
3-(4-hydroxyphenyl)pyruvate biosynthesis,
L-tyrosine degradation I,
L-tyrosine degradation II
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natural substrates
branched-chain-amino-acid transaminase
L-tyrosine + 2-oxoglutarate = 4-hydroxyphenylpyruvate + L-glutamate

Tyrosine metabolism,
Phenylalanine, tyrosine and tryptophan biosynthesis,
Novobiocin biosynthesis,
Isoquinoline alkaloid biosynthesis,
Metabolic pathways,
Biosynthesis of secondary metabolites,
2-Oxocarboxylic acid metabolism,
Biosynthesis of amino acids

(S)-reticuline biosynthesis I,
4-hydroxybenzoate biosynthesis I (eukaryotes),
rosmarinic acid biosynthesis I,
L-tyrosine biosynthesis I,
atromentin biosynthesis,
L-tyrosine degradation IV (to 4-methylphenol),
L-tyrosine degradation III,
3-(4-hydroxyphenyl)pyruvate biosynthesis,
L-tyrosine degradation I,
L-tyrosine degradation II
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natural substrates
dihydroxyphenylalanine transaminase
L-tyrosine + 2-oxoglutarate = 4-hydroxyphenylpyruvate + L-glutamate

Tyrosine metabolism,
Phenylalanine, tyrosine and tryptophan biosynthesis,
Novobiocin biosynthesis,
Isoquinoline alkaloid biosynthesis,
Metabolic pathways,
Biosynthesis of secondary metabolites,
2-Oxocarboxylic acid metabolism,
Biosynthesis of amino acids

(S)-reticuline biosynthesis I,
4-hydroxybenzoate biosynthesis I (eukaryotes),
rosmarinic acid biosynthesis I,
L-tyrosine biosynthesis I,
atromentin biosynthesis,
L-tyrosine degradation IV (to 4-methylphenol),
L-tyrosine degradation III,
3-(4-hydroxyphenyl)pyruvate biosynthesis,
L-tyrosine degradation I,
L-tyrosine degradation II
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natural substrates
tyrosine transaminase
L-tyrosine + 2-oxoglutarate = 4-hydroxyphenylpyruvate + L-glutamate

Tyrosine metabolism,
Phenylalanine, tyrosine and tryptophan biosynthesis,
Novobiocin biosynthesis,
Isoquinoline alkaloid biosynthesis,
Metabolic pathways,
Biosynthesis of secondary metabolites,
2-Oxocarboxylic acid metabolism,
Biosynthesis of amino acids

(S)-reticuline biosynthesis I,
4-hydroxybenzoate biosynthesis I (eukaryotes),
rosmarinic acid biosynthesis I,
L-tyrosine biosynthesis I,
atromentin biosynthesis,
L-tyrosine degradation IV (to 4-methylphenol),
L-tyrosine degradation III,
3-(4-hydroxyphenyl)pyruvate biosynthesis,
L-tyrosine degradation I,
L-tyrosine degradation II
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natural substrates
aromatic-amino-acid transaminase
L-tyrosine + 2-oxoglutarate = 4-hydroxyphenylpyruvate + L-glutamate

Tyrosine metabolism,
Phenylalanine, tyrosine and tryptophan biosynthesis,
Novobiocin biosynthesis,
Isoquinoline alkaloid biosynthesis,
Metabolic pathways,
Biosynthesis of secondary metabolites,
2-Oxocarboxylic acid metabolism,
Biosynthesis of amino acids

(S)-reticuline biosynthesis I,
4-hydroxybenzoate biosynthesis I (eukaryotes),
rosmarinic acid biosynthesis I,
L-tyrosine biosynthesis I,
atromentin biosynthesis,
L-tyrosine degradation IV (to 4-methylphenol),
L-tyrosine degradation III,
3-(4-hydroxyphenyl)pyruvate biosynthesis,
L-tyrosine degradation I,
L-tyrosine degradation II
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natural substrates
kynurenine-oxoglutarate transaminase
L-tyrosine + 2-oxoglutarate = 4-hydroxyphenylpyruvate + L-glutamate

Tyrosine metabolism,
Phenylalanine, tyrosine and tryptophan biosynthesis,
Novobiocin biosynthesis,
Isoquinoline alkaloid biosynthesis,
Metabolic pathways,
Biosynthesis of secondary metabolites,
2-Oxocarboxylic acid metabolism,
Biosynthesis of amino acids

(S)-reticuline biosynthesis I,
4-hydroxybenzoate biosynthesis I (eukaryotes),
rosmarinic acid biosynthesis I,
L-tyrosine biosynthesis I,
atromentin biosynthesis,
L-tyrosine degradation IV (to 4-methylphenol),
L-tyrosine degradation III,
3-(4-hydroxyphenyl)pyruvate biosynthesis,
L-tyrosine degradation I,
L-tyrosine degradation II
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natural substrates
glutamate-prephenate aminotransferase
L-tyrosine + 2-oxoglutarate = 4-hydroxyphenylpyruvate + L-glutamate

Tyrosine metabolism,
Phenylalanine, tyrosine and tryptophan biosynthesis,
Novobiocin biosynthesis,
Isoquinoline alkaloid biosynthesis,
Metabolic pathways,
Biosynthesis of secondary metabolites,
2-Oxocarboxylic acid metabolism,
Biosynthesis of amino acids

(S)-reticuline biosynthesis I,
4-hydroxybenzoate biosynthesis I (eukaryotes),
rosmarinic acid biosynthesis I,
L-tyrosine biosynthesis I,
atromentin biosynthesis,
L-tyrosine degradation IV (to 4-methylphenol),
L-tyrosine degradation III,
3-(4-hydroxyphenyl)pyruvate biosynthesis,
L-tyrosine degradation I,
L-tyrosine degradation II
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natural substrates
histidinol-phosphate transaminase
L-tyrosine + 2-oxoglutarate = 4-hydroxyphenylpyruvate + L-glutamate

Tyrosine metabolism,
Phenylalanine, tyrosine and tryptophan biosynthesis,
Novobiocin biosynthesis,
Isoquinoline alkaloid biosynthesis,
Metabolic pathways,
Biosynthesis of secondary metabolites,
2-Oxocarboxylic acid metabolism,
Biosynthesis of amino acids

(S)-reticuline biosynthesis I,
4-hydroxybenzoate biosynthesis I (eukaryotes),
rosmarinic acid biosynthesis I,
L-tyrosine biosynthesis I,
atromentin biosynthesis,
L-tyrosine degradation IV (to 4-methylphenol),
L-tyrosine degradation III,
3-(4-hydroxyphenyl)pyruvate biosynthesis,
L-tyrosine degradation I,
L-tyrosine degradation II
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natural substrates
histidine decarboxylase
L-dopa = dopamine + CO2
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natural substrates
tyrosine decarboxylase
L-dopa = dopamine + CO2
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natural substrates
aromatic-L-amino-acid decarboxylase
L-dopa = dopamine + CO2
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natural substrates
phenylalanine decarboxylase
L-dopa = dopamine + CO2
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natural substrates
tyrosine decarboxylase
L-tyrosine = tyramine + CO2
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natural substrates
aromatic-L-amino-acid decarboxylase
L-tyrosine = tyramine + CO2
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natural substrates
tyrosine 3-monooxygenase
tyramine + tetrahydrobiopterin + O2 = dopamine + 4a-hydroxytetrahydrobiopterin
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natural substrates
L-tyrosine + H2O2 = L-dopa + H2O
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natural substrates
catechol oxidase
L-tyrosine + H2O2 = L-dopa + H2O
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natural substrates
L-tyrosine peroxygenase
L-tyrosine + H2O2 = L-dopa + H2O
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natural substrates
tyrosinase
L-tyrosine + H2O2 = L-dopa + H2O
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natural substrates
tryptophan transaminase
L-dopa + 2-oxoglutarate = 3,4-dihydroxyphenylpyruvate + L-glutamate
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natural substrates
dihydroxyphenylalanine transaminase
L-dopa + 2-oxoglutarate = 3,4-dihydroxyphenylpyruvate + L-glutamate
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natural substrates
tyrosine transaminase
L-dopa + 2-oxoglutarate = 3,4-dihydroxyphenylpyruvate + L-glutamate
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natural substrates
(S)-norcoclaurine synthase
4-(2-aminoethyl)benzene-1,2-diol + 3,4-dihydroxyphenylacetaldehyde = (S)-norlaudanosoline + H2O
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natural substrates, multi-step reaction
4-(2-aminoethyl)benzene-1,2-diol + 3,4-dihydroxyphenylacetaldehyde = (S)-norlaudanosoline + H2O
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natural substrates, multi-step reaction