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BRENDA KEGG MetaCyc

tryptophan metabolism (BRENDA)

:= BRENDA, := KEGG, := MetaCyc, := SABIO-RK
:= amino acid sequences := show the reaction diagram
EC Number
Reaction
Pathways
Reaction IDs
Stoichiometry Check
Missing Substrate
Missing Product
Commentary
Remark
2-heptyl-3-hydroxy-4(1H)-quinolone synthase
2-heptyl-4(1H)-quinolone + NADH + H+ + O2 = 2-heptyl-3-hydroxy-4(1H)-quinolone + NAD+ + H2O
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natural substrates
1-(2-aminophenyl)decane-1,3-dione = 2-heptyl-4-quinolone + H2O
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: multi-step reaction
natural substrates, multi-step reaction
2-heptyl-4(1H)-quinolone synthase
1-(2-aminophenyl)decane-1,3-dione = 2-heptyl-4-quinolone + H2O
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: multi-step reaction
natural substrates, multi-step reaction
2-heptyl-4(1H)-quinolone synthase
S-octanoyl-L-cysteinyl-[PqsC protein] + (2-aminobenzoyl)acetate = 1-(2-aminophenyl)decane-1,3-dione + CO2 + L-cysteinyl-[PqsC protein]
n.a.
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natural substrates
2-heptyl-4(1H)-quinolone synthase
octanoyl-CoA + L-cysteinyl-[PqsC protein] = S-octanoyl-L-cysteinyl-[PqsC protein] + CoA
n.a.
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natural substrates
2-aminobenzoylacetyl-CoA thioesterase
(2-aminobenzoyl)acetyl-CoA + H2O = (2-aminobenzoyl)acetate + CoA
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natural substrates
3-(aryl)acrylate reductase
3-(1H-indol-3-yl)propanoate + electron-transfer flavoprotein = 3-(indol-3-yl)acrylate + reduced electron-transfer flavoprotein
generic compounds
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natural substrates, protein
phenyllactyl-CoA dehydratase
(R)-3-(indol-3-yl)lactoyl-CoA = 3-(indol-3-yl)acryloyl-CoA + H2O
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natural substrates
3-(aryl)acryloyl-CoA:(R)-3-(aryl)lactate CoA-transferase
3-(indol-3-yl)acryloyl-CoA + (R)-3-(indol-3-yl)lactate = 3-(indol-3-yl)acrylate + (R)-3-(indol-3-yl)lactoyl-CoA
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natural substrates
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
branched-chain-amino-acid 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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: spontaneous the second step of two-step reaction (see R12688, R01956+R03445 / R12692, R01957+R03445)
: From the comments for EC 2.6.1.7: The product 4-(2-aminophenyl)-2,4-dioxobutanoate is converted into kynurenate by a spontaneous reaction.
natural substrates
0.0.0.0
spontaneous reaction
4-(2-aminophenyl)-2,4-dioxobutanoate = kynurenate + H2O + H+
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: spontaneous the second step of two-step reaction (see R12688, R01956+R03445 / R12692, R01957+R03445)
: From the comments for EC 2.6.1.7: The product 4-(2-aminophenyl)-2,4-dioxobutanoate is converted into kynurenate by a spontaneous reaction.
natural substrates
kynurenine-glyoxylate transaminase
4-(2-aminophenyl)-2,4-dioxobutanoate = kynurenate + H2O + H+
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: spontaneous the second step of two-step reaction (see R12688, R01956+R03445 / R12692, R01957+R03445)
: From the comments for EC 2.6.1.7: The product 4-(2-aminophenyl)-2,4-dioxobutanoate is converted into kynurenate by a spontaneous reaction.
natural substrates
kynurenine-oxoglutarate transaminase
4-(2-aminophenyl)-2,4-dioxobutanoate = kynurenate + H2O + H+
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: spontaneous the second step of two-step reaction (see R12688, R01956+R03445 / R12692, R01957+R03445)
: From the comments for EC 2.6.1.7: The product 4-(2-aminophenyl)-2,4-dioxobutanoate is converted into kynurenate by a spontaneous reaction.
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
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
L-glutamate gamma-semialdehyde dehydrogenase
indole-3-acetaldehyde + NAD+ + H2O = indole-3-acetate + NADH + 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-myristoyltransferase
2 acetyl-CoA = CoA + acetoacetyl-CoA
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natural substrates
acetyl-CoA C-acyltransferase
2 acetyl-CoA = CoA + acetoacetyl-CoA
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natural substrates
[acyl-carrier-protein] S-acetyltransferase
2 acetyl-CoA = CoA + acetoacetyl-CoA
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natural substrates
acetyl-CoA C-acetyltransferase
2 acetyl-CoA = CoA + acetoacetyl-CoA
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natural substrates
hydroxymethylglutaryl-CoA reductase (NADPH)
2 acetyl-CoA = CoA + acetoacetyl-CoA
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natural substrates
3-hydroxybutyryl-CoA dehydrogenase
3-hydroxybutyryl-CoA + NAD+ = acetoacetyl-CoA + NADH
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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
acetoacetyl-CoA reductase
3-hydroxybutyryl-CoA + NAD+ = acetoacetyl-CoA + NADH
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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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: subsequently R03028
natural substrates, protein
tryptophanase
L-tryptophan + H2O = indole + pyruvate + NH3
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: multi-step reaction intermediate (2-aminoacrylate Schiff base with PLP)
natural substrates, multi-step reaction
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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: a part of multi-step reaction (ec 4.2.1.20, see R02722, R02340+R00674)
natural substrates
tryptophan synthase
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate = indole + D-glyceraldehyde 3-phosphate
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: a part of multi-step reaction (ec 4.2.1.20, see R02722, R02340+R00674)
natural substrates
tryptophanase
L-serine + indole = L-tryptophan + H2O
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: multi-step reaction intermediate (2-aminoacrylate Schiff base with PLP)
natural substrates, multi-step reaction
tryptophan synthase (indole-salvaging)
L-serine + indole = L-tryptophan + H2O
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: multi-step reaction intermediate (2-aminoacrylate Schiff base with PLP)
natural substrates, multi-step reaction
tryptophan synthase
L-serine + indole = L-tryptophan + H2O
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: multi-step reaction intermediate (2-aminoacrylate Schiff base with PLP)
natural substrates, multi-step reaction
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
indole-3-acetaldehyde oxidase
(indol-3-yl)acetaldehyde + H2O + O2 = (indol-3-yl)acetate + H2O2
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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
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
BR50show the reaction diagram
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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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: the first step of two-step reaction (see R12688, R01956+R03445)
natural substrates
cysteine-conjugate transaminase
L-kynurenine + 2-oxoglutarate = 4-(2-aminophenyl)-2,4-dioxobutanoate + L-glutamate
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: the first step of two-step reaction (see R12688, R01956+R03445)
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
anthraniloyl-CoA anthraniloyltransferase
anthraniloyl-CoA + L-cysteinyl-[PqsD protein] = S-anthraniloyl-L-cysteinyl-[PqsD protein] + CoA
n.a.
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natural substrates