Pathways
tryptophan metabolism (BRENDA)






EC Number
Reaction
Pathways
Reaction IDs
Stoichiometry Check
Missing Substrate
Missing Product
Commentary
Remark
2-aminobenzoylacetyl-CoA = 4-hydroxy-2(1H)-quinolone + CoA
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-
natural substrates
0.0.0.0
spontaneous reaction
2-aminobenzoylacetyl-CoA = 4-hydroxy-2(1H)-quinolone + CoA
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natural substrates
anthraniloyl-CoA anthraniloyltransferase
S-anthraniloyl-L-cysteinyl-[PqsD protein] + malonyl-CoA = 2-aminobenzoylacetyl-CoA + CO2 + L-cysteinyl-[PqsD protein]
n.a.
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natural substrates
tryptophan-phenylpyruvate transaminase
L-tryptophan + pyruvate = indole-3-pyruvate + L-alanine
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natural substrates
alanine-glyoxylate transaminase
L-tryptophan + pyruvate = indole-3-pyruvate + L-alanine
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-
natural substrates
tyrosine transaminase
L-tryptophan + pyruvate = indole-3-pyruvate + L-alanine
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-
natural substrates
serine-pyruvate transaminase
L-tryptophan + pyruvate = indole-3-pyruvate + L-alanine
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-
natural substrates
aromatic-amino-acid transaminase
L-tryptophan + pyruvate = indole-3-pyruvate + L-alanine
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natural substrates
glutamine-phenylpyruvate transaminase
L-tryptophan + pyruvate = indole-3-pyruvate + L-alanine
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natural substrates
L-tryptophan-pyruvate aminotransferase
L-tryptophan + pyruvate = indole-3-pyruvate + L-alanine
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natural substrates
SPONTANEOUS
4-(2-aminophenyl)-2,4-dioxobutanoate = kynurenate + H2O + H+
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natural substrates
0.0.0.0
spontaneous reaction
4-(2-aminophenyl)-2,4-dioxobutanoate = kynurenate + H2O + H+
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natural substrates
anthranilate 3-monooxygenase (FAD)
anthranilate + FADH2 + O2 = 3-hydroxyanthranilate + FAD + H2O
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natural substrates
tryptophan-phenylpyruvate transaminase
L-tryptophan + phenylpyruvate = (indol-3-yl)pyruvate + L-phenylalanine
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natural substrates
aromatic-amino-acid transaminase
L-tryptophan + phenylpyruvate = (indol-3-yl)pyruvate + L-phenylalanine
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natural substrates
glutamine-phenylpyruvate transaminase
L-tryptophan + phenylpyruvate = (indol-3-yl)pyruvate + L-phenylalanine
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natural substrates
aspartate-phenylpyruvate transaminase
L-tryptophan + phenylpyruvate = (indol-3-yl)pyruvate + L-phenylalanine
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natural substrates
L-tryptophan-pyruvate aminotransferase
L-tryptophan + phenylpyruvate = (indol-3-yl)pyruvate + L-phenylalanine
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natural substrates
pyruvate decarboxylase
3-(indol-3-yl)pyruvate = 2-(indol-3-yl)acetaldehyde + CO2
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natural substrates
phenylpyruvate decarboxylase
3-(indol-3-yl)pyruvate = 2-(indol-3-yl)acetaldehyde + CO2
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natural substrates
branched-chain-2-oxoacid decarboxylase
3-(indol-3-yl)pyruvate = 2-(indol-3-yl)acetaldehyde + CO2
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natural substrates
indolepyruvate decarboxylase
3-(indol-3-yl)pyruvate = 2-(indol-3-yl)acetaldehyde + CO2
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natural substrates
(indol-3-yl)ethanol + NADP+ = (indol-3-yl)acetaldehyde + NADPH + H+
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natural substrates
indole-3-acetaldehyde reductase (NADPH)
(indol-3-yl)ethanol + NADP+ = (indol-3-yl)acetaldehyde + NADPH + H+
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natural substrates
alcohol dehydrogenase (NADP+)
(indol-3-yl)ethanol + NADP+ = (indol-3-yl)acetaldehyde + NADPH + H+
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natural substrates
aldose reductase
(indol-3-yl)ethanol + NADP+ = (indol-3-yl)acetaldehyde + NADPH + H+
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natural substrates
tryptophan 2'-dioxygenase
L-tryptophan + O2 = (indol-3-yl)glycolaldehyde + CO2 + NH3
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natural substrates
acetyl-CoA C-acetyltransferase
2 acetyl-CoA = CoA + acetoacetyl-CoA

Synthesis and degradation of ketone bodies,
Valine, leucine and isoleucine degradation,
Lysine degradation,
Benzoate degradation,
Tryptophan metabolism,
Pyruvate metabolism,
Glyoxylate and dicarboxylate metabolism,
Propanoate metabolism,
Butanoate metabolism,
Carbon fixation pathways in prokaryotes,
Terpenoid backbone biosynthesis,
Metabolic pathways,
Biosynthesis of secondary metabolites,
Microbial metabolism in diverse environments,
Carbon metabolism,
Fatty acid metabolism

pyruvate fermentation to hexanol (engineered),
2-deoxy-D-ribose degradation II,
L-glutamate degradation V (via hydroxyglutarate),
3-hydroxypropanoate/4-hydroxybutanate cycle,
crotonate fermentation (to acetate and cyclohexane carboxylate),
methyl tert-butyl ether degradation,
2-methylpropene degradation,
mevalonate pathway III (archaea),
mevalonate pathway I,
ethylmalonyl-CoA pathway,
glutaryl-CoA degradation,
isoprene biosynthesis II (engineered),
(R)- and (S)-3-hydroxybutanoate biosynthesis (engineered),
pyruvate fermentation to butanol II (engineered),
isopropanol biosynthesis (engineered),
polyhydroxybutanoate biosynthesis,
acetyl-CoA fermentation to butanoate II,
pyruvate fermentation to acetone,
pyruvate fermentation to butanoate,
pyruvate fermentation to butanol I,
ketolysis,
ketogenesis,
mevalonate pathway II (archaea),
L-lysine fermentation to acetate and butanoate,
acetoacetate degradation (to acetyl CoA)
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natural substrates
hydroxymethylglutaryl-CoA reductase (NADPH)
2 acetyl-CoA = CoA + acetoacetyl-CoA

Synthesis and degradation of ketone bodies,
Valine, leucine and isoleucine degradation,
Lysine degradation,
Benzoate degradation,
Tryptophan metabolism,
Pyruvate metabolism,
Glyoxylate and dicarboxylate metabolism,
Propanoate metabolism,
Butanoate metabolism,
Carbon fixation pathways in prokaryotes,
Terpenoid backbone biosynthesis,
Metabolic pathways,
Biosynthesis of secondary metabolites,
Microbial metabolism in diverse environments,
Carbon metabolism,
Fatty acid metabolism

pyruvate fermentation to hexanol (engineered),
2-deoxy-D-ribose degradation II,
L-glutamate degradation V (via hydroxyglutarate),
3-hydroxypropanoate/4-hydroxybutanate cycle,
crotonate fermentation (to acetate and cyclohexane carboxylate),
methyl tert-butyl ether degradation,
2-methylpropene degradation,
mevalonate pathway III (archaea),
mevalonate pathway I,
ethylmalonyl-CoA pathway,
glutaryl-CoA degradation,
isoprene biosynthesis II (engineered),
(R)- and (S)-3-hydroxybutanoate biosynthesis (engineered),
pyruvate fermentation to butanol II (engineered),
isopropanol biosynthesis (engineered),
polyhydroxybutanoate biosynthesis,
acetyl-CoA fermentation to butanoate II,
pyruvate fermentation to acetone,
pyruvate fermentation to butanoate,
pyruvate fermentation to butanol I,
ketolysis,
ketogenesis,
mevalonate pathway II (archaea),
L-lysine fermentation to acetate and butanoate,
acetoacetate degradation (to acetyl CoA)
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natural substrates
acetyl-CoA C-myristoyltransferase
2 acetyl-CoA = CoA + acetoacetyl-CoA

Synthesis and degradation of ketone bodies,
Valine, leucine and isoleucine degradation,
Lysine degradation,
Benzoate degradation,
Tryptophan metabolism,
Pyruvate metabolism,
Glyoxylate and dicarboxylate metabolism,
Propanoate metabolism,
Butanoate metabolism,
Carbon fixation pathways in prokaryotes,
Terpenoid backbone biosynthesis,
Metabolic pathways,
Biosynthesis of secondary metabolites,
Microbial metabolism in diverse environments,
Carbon metabolism,
Fatty acid metabolism

pyruvate fermentation to hexanol (engineered),
2-deoxy-D-ribose degradation II,
L-glutamate degradation V (via hydroxyglutarate),
3-hydroxypropanoate/4-hydroxybutanate cycle,
crotonate fermentation (to acetate and cyclohexane carboxylate),
methyl tert-butyl ether degradation,
2-methylpropene degradation,
mevalonate pathway III (archaea),
mevalonate pathway I,
ethylmalonyl-CoA pathway,
glutaryl-CoA degradation,
isoprene biosynthesis II (engineered),
(R)- and (S)-3-hydroxybutanoate biosynthesis (engineered),
pyruvate fermentation to butanol II (engineered),
isopropanol biosynthesis (engineered),
polyhydroxybutanoate biosynthesis,
acetyl-CoA fermentation to butanoate II,
pyruvate fermentation to acetone,
pyruvate fermentation to butanoate,
pyruvate fermentation to butanol I,
ketolysis,
ketogenesis,
mevalonate pathway II (archaea),
L-lysine fermentation to acetate and butanoate,
acetoacetate degradation (to acetyl CoA)
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natural substrates
acetyl-CoA C-acyltransferase
2 acetyl-CoA = CoA + acetoacetyl-CoA

Synthesis and degradation of ketone bodies,
Valine, leucine and isoleucine degradation,
Lysine degradation,
Benzoate degradation,
Tryptophan metabolism,
Pyruvate metabolism,
Glyoxylate and dicarboxylate metabolism,
Propanoate metabolism,
Butanoate metabolism,
Carbon fixation pathways in prokaryotes,
Terpenoid backbone biosynthesis,
Metabolic pathways,
Biosynthesis of secondary metabolites,
Microbial metabolism in diverse environments,
Carbon metabolism,
Fatty acid metabolism

pyruvate fermentation to hexanol (engineered),
2-deoxy-D-ribose degradation II,
L-glutamate degradation V (via hydroxyglutarate),
3-hydroxypropanoate/4-hydroxybutanate cycle,
crotonate fermentation (to acetate and cyclohexane carboxylate),
methyl tert-butyl ether degradation,
2-methylpropene degradation,
mevalonate pathway III (archaea),
mevalonate pathway I,
ethylmalonyl-CoA pathway,
glutaryl-CoA degradation,
isoprene biosynthesis II (engineered),
(R)- and (S)-3-hydroxybutanoate biosynthesis (engineered),
pyruvate fermentation to butanol II (engineered),
isopropanol biosynthesis (engineered),
polyhydroxybutanoate biosynthesis,
acetyl-CoA fermentation to butanoate II,
pyruvate fermentation to acetone,
pyruvate fermentation to butanoate,
pyruvate fermentation to butanol I,
ketolysis,
ketogenesis,
mevalonate pathway II (archaea),
L-lysine fermentation to acetate and butanoate,
acetoacetate degradation (to acetyl CoA)
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natural substrates
[acyl-carrier-protein] S-acetyltransferase
2 acetyl-CoA = CoA + acetoacetyl-CoA

Synthesis and degradation of ketone bodies,
Valine, leucine and isoleucine degradation,
Lysine degradation,
Benzoate degradation,
Tryptophan metabolism,
Pyruvate metabolism,
Glyoxylate and dicarboxylate metabolism,
Propanoate metabolism,
Butanoate metabolism,
Carbon fixation pathways in prokaryotes,
Terpenoid backbone biosynthesis,
Metabolic pathways,
Biosynthesis of secondary metabolites,
Microbial metabolism in diverse environments,
Carbon metabolism,
Fatty acid metabolism

pyruvate fermentation to hexanol (engineered),
2-deoxy-D-ribose degradation II,
L-glutamate degradation V (via hydroxyglutarate),
3-hydroxypropanoate/4-hydroxybutanate cycle,
crotonate fermentation (to acetate and cyclohexane carboxylate),
methyl tert-butyl ether degradation,
2-methylpropene degradation,
mevalonate pathway III (archaea),
mevalonate pathway I,
ethylmalonyl-CoA pathway,
glutaryl-CoA degradation,
isoprene biosynthesis II (engineered),
(R)- and (S)-3-hydroxybutanoate biosynthesis (engineered),
pyruvate fermentation to butanol II (engineered),
isopropanol biosynthesis (engineered),
polyhydroxybutanoate biosynthesis,
acetyl-CoA fermentation to butanoate II,
pyruvate fermentation to acetone,
pyruvate fermentation to butanoate,
pyruvate fermentation to butanol I,
ketolysis,
ketogenesis,
mevalonate pathway II (archaea),
L-lysine fermentation to acetate and butanoate,
acetoacetate degradation (to acetyl CoA)
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natural substrates
3-hydroxy-2-methylbutyryl-CoA dehydrogenase
3-hydroxybutyryl-CoA + NAD+ = acetoacetyl-CoA + NADH
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natural substrates
long-chain-3-hydroxyacyl-CoA dehydrogenase
3-hydroxybutyryl-CoA + NAD+ = acetoacetyl-CoA + NADH
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natural substrates
3-oxoacyl-[acyl-carrier-protein] reductase (NADH)
3-hydroxybutyryl-CoA + NAD+ = acetoacetyl-CoA + NADH
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natural substrates
3-hydroxyacyl-CoA dehydrogenase
3-hydroxybutyryl-CoA + NAD+ = acetoacetyl-CoA + NADH
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natural substrates
enoyl-CoA hydratase 2
(3R)-3-hydroxybutanoyl-CoA = crotonoyl-CoA + H2O
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natural substrates
short-chain-enoyl-CoA hydratase
(3R)-3-hydroxybutanoyl-CoA = crotonoyl-CoA + H2O
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natural substrates
enoyl-CoA hydratase
(3R)-3-hydroxybutanoyl-CoA = crotonoyl-CoA + H2O
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natural substrates
3-hydroxybutyryl-CoA dehydratase
(3R)-3-hydroxybutanoyl-CoA = crotonoyl-CoA + H2O
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natural substrates
3-hydroxyacyl-[acyl-carrier-protein] dehydratase
(3R)-3-hydroxybutanoyl-CoA = crotonoyl-CoA + H2O
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natural substrates
7.2.4.5
glutaconyl-CoA decarboxylase
(2E)-4-carboxybut-2-enoyl-CoA + Na+[side 1] = (2E)-but-2-enoyl-CoA + CO2 + Na+[side 2]
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natural substrates
glutaryl-CoA dehydrogenase (ETF)
glutaryl-CoA + electron-transfer flavoprotein = (E)-glutaconyl-CoA + reduced electron-transfer flavoprotein
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natural substrates, protein
aminomuconate-semialdehyde dehydrogenase
2-aminomuconate 6-semialdehyde + NAD+ + H2O = 2-aminomuconate + NADH + H+
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natural substrates
aminocarboxymuconate-semialdehyde decarboxylase
2-amino-3-(3-oxoprop-1-en-1-yl)but-2-enedioate = 2-aminomuconate semialdehyde + CO2
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natural substrates
3-hydroxyanthranilate 3,4-dioxygenase
3-hydroxyanthranilate + O2 = 2-amino-3-carboxymuconate semialdehyde
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natural substrates
kynurenine 3-monooxygenase
L-kynurenine + NADPH + H+ + O2 = 3-hydroxy-L-kynurenine + NADP+ + H2O
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natural substrates
tryptophanase
L-tryptophan + H2O = indole + pyruvate + NH3
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natural substrates, multi-step reaction
anthranilate synthase
chorismate + L-glutamine = anthranilate + pyruvate + L-glutamate
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natural substrates
anthranilate phosphoribosyltransferase
N-(5-phospho-D-ribosyl)-anthranilate + diphosphate = anthranilate + 5-phospho-alpha-D-ribose 1-diphosphate
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natural substrates
phosphoribosylanthranilate isomerase
N-(5-phospho-beta-D-ribosyl)anthranilate = 1-(2-carboxyphenylamino)-1-deoxy-D-ribulose 5-phosphate
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natural substrates
indole-3-glycerol-phosphate synthase
1-(2-carboxyphenylamino)-1-deoxy-D-ribulose 5-phosphate = 1-C-(indol-3-yl)glycerol 3-phosphate + CO2 + H2O
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natural substrates
indole-3-glycerol-phosphate lyase
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate = indole + D-glyceraldehyde 3-phosphate
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natural substrates
tryptophan synthase
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate = indole + D-glyceraldehyde 3-phosphate
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natural substrates
tryptophanase
L-serine + indole = L-tryptophan + H2O
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natural substrates, multi-step reaction
tryptophan synthase (indole-salvaging)
L-serine + indole = L-tryptophan + H2O
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natural substrates, multi-step reaction
tryptophan synthase
L-serine + indole = L-tryptophan + H2O
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natural substrates, multi-step reaction
arylformamidase
N-formyl-L-kynurenine + H2O = formate + L-kynurenine
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natural substrates
kynureninase
L-kynurenine + H2O = anthranilate + L-alanine
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natural substrates
aspartate transaminase
L-tryptophan + 2-oxoglutarate = (indol-3-yl)pyruvate + L-glutamate
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natural substrates
diiodotyrosine transaminase
L-tryptophan + 2-oxoglutarate = (indol-3-yl)pyruvate + L-glutamate
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natural substrates
thyroid-hormone transaminase
L-tryptophan + 2-oxoglutarate = (indol-3-yl)pyruvate + L-glutamate
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natural substrates
tryptophan transaminase
L-tryptophan + 2-oxoglutarate = (indol-3-yl)pyruvate + L-glutamate
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natural substrates
tryptophan-phenylpyruvate transaminase
L-tryptophan + 2-oxoglutarate = (indol-3-yl)pyruvate + L-glutamate
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natural substrates
2-aminoadipate transaminase
L-tryptophan + 2-oxoglutarate = (indol-3-yl)pyruvate + L-glutamate
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natural substrates
branched-chain-amino-acid transaminase
L-tryptophan + 2-oxoglutarate = (indol-3-yl)pyruvate + L-glutamate
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natural substrates
tyrosine transaminase
L-tryptophan + 2-oxoglutarate = (indol-3-yl)pyruvate + L-glutamate
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natural substrates
aromatic-amino-acid transaminase
L-tryptophan + 2-oxoglutarate = (indol-3-yl)pyruvate + L-glutamate
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natural substrates
kynurenine-oxoglutarate transaminase
L-tryptophan + 2-oxoglutarate = (indol-3-yl)pyruvate + L-glutamate
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natural substrates
histidinol-phosphate transaminase
L-tryptophan + 2-oxoglutarate = (indol-3-yl)pyruvate + L-glutamate
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natural substrates
aromatic 2-oxoacid reductase
(R)-(indol-3-yl)lactate + NAD+ = (indol-3-yl)pyruvate + NADH + H+
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natural substrates
L-tryptophan decarboxylase
L-tryptophan = tryptamine + CO2
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natural substrates
aromatic-L-amino-acid decarboxylase
L-tryptophan = tryptamine + CO2
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natural substrates
phenylalanine decarboxylase
L-tryptophan = tryptamine + CO2
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natural substrates
putrescine oxidase
tryptamine + H2O + O2 = 1H-indol-3-yl-acetaldehyde + NH3 + H2O2
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natural substrates
primary-amine oxidase
tryptamine + H2O + O2 = 1H-indol-3-yl-acetaldehyde + NH3 + H2O2
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natural substrates
diamine oxidase
tryptamine + H2O + O2 = 1H-indol-3-yl-acetaldehyde + NH3 + H2O2
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natural substrates
monoamine oxidase
tryptamine + H2O + O2 = 1H-indol-3-yl-acetaldehyde + NH3 + H2O2
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natural substrates
pyridoxal 5'-phosphate synthase
tryptamine + H2O + O2 = 1H-indol-3-yl-acetaldehyde + NH3 + H2O2
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natural substrates
non-specific polyamine oxidase
tryptamine + H2O + O2 = 1H-indol-3-yl-acetaldehyde + NH3 + H2O2
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natural substrates
aldehyde oxidase
(indol-3-yl)acetaldehyde + H2O + O2 = (indol-3-yl)acetate + H2O2
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natural substrates
indole-3-acetaldehyde oxidase
(indol-3-yl)acetaldehyde + H2O + O2 = (indol-3-yl)acetate + H2O2
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natural substrates
(indol-3-yl)ethanol + NAD+ = (indol-3-yl)acetaldehyde + NADH + H+
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natural substrates
alcohol dehydrogenase
(indol-3-yl)ethanol + NAD+ = (indol-3-yl)acetaldehyde + NADH + H+
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natural substrates
indole-3-acetaldehyde reductase (NADH)
(indol-3-yl)ethanol + NAD+ = (indol-3-yl)acetaldehyde + NADH + H+
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natural substrates
aldose reductase
(indol-3-yl)ethanol + NAD+ = (indol-3-yl)acetaldehyde + NADH + H+
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natural substrates
2-aminomuconate deaminase (2-hydroxymuconate-forming)
2-aminomuconate + H2O = (2Z,4E)-2-hydroxyhexa-2,4-dienedioate + NH3
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natural substrates
2-aminomuconate deaminase
2-aminomuconate + H2O = (2Z,4E)-2-hydroxyhexa-2,4-dienedioate + NH3
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natural substrates
2-oxo-3-hexenedioate decarboxylase
4-Oxalocrotonate = 2-Oxopent-4-enoate + CO2
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natural substrates
3-methyl-2-oxobutanoate dehydrogenase (ferredoxin)
(indol-3-yl)pyruvate + CoA + 2 oxidized ferredoxin = S-2-(indol-3-yl)acetyl-CoA + CO2 + 2 reduced ferredoxin + 2 H+
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natural substrates, generic, protein
indolepyruvate ferredoxin oxidoreductase
(indol-3-yl)pyruvate + CoA + 2 oxidized ferredoxin = S-2-(indol-3-yl)acetyl-CoA + CO2 + 2 reduced ferredoxin + 2 H+
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natural substrates, generic, protein
glutaryl-CoA dehydrogenase (ETF)
glutaryl-CoA + electron-transfer flavoprotein = crotonyl-CoA + CO2 + reduced electron-transfer flavoprotein
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natural substrates, protein
tryptophan-tRNA ligase
ATP + L-tryptophan + tRNATrp = AMP + diphosphate + L-tryptophyl-tRNATrp
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natural substrates, nucleotide
kynurenine-oxoglutarate transaminase
L-kynurenine + 2-oxoglutarate = 4-(2-aminophenyl)-2,4-dioxobutanoate + L-glutamate
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natural substrates
cysteine-conjugate transaminase
L-kynurenine + 2-oxoglutarate = 4-(2-aminophenyl)-2,4-dioxobutanoate + L-glutamate
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natural substrates
cyclopeptine synthase
2 ATP + S-adenosyl-L-methionine + anthranilate + L-phenylalanine = cyclopeptine + 2 AMP + 2 diphosphate + S-adenosyl-L-homocysteine
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natural substrates
medium-chain acyl-CoA ligase
ATP + anthranilate + CoA = AMP + diphosphate + anthraniloyl-CoA
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natural substrates
benzoate-CoA ligase
ATP + anthranilate + CoA = AMP + diphosphate + anthraniloyl-CoA
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natural substrates
anthranilate-CoA ligase
ATP + anthranilate + CoA = AMP + diphosphate + anthraniloyl-CoA
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natural substrates
anthraniloyl-CoA anthraniloyltransferase
anthraniloyl-CoA + L-cysteinyl-[PqsD protein] = S-anthraniloyl-L-cysteinyl-[PqsD protein] + CoA
n.a.
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natural substrates
2-aminomuconate deaminase
2-aminomuconate + H2O = (3E)-2-oxohex-3-enedioate + NH3
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natural substrates