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Ligand L-tryptophan
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Basic Ligand Information
(2S)-2-amino-3-(1H-indol-3-yl)propanoate, (2S)-2-amino-3-(1H-indol-3-yl)propanoic acid, L-Trp, L-tryptophan[side 2], Trp, tryptophan
BRENDA
KEGG
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Show all BRENDA pathways known for L-tryptophan
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open all tablesRoles as Enzyme Ligand
In Vivo Substrate in Enzyme-catalyzed Reactions (59 results)
top
EC NUMBER 
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
L-tryptophan + O2 = N-formyl-L-kynurenine
765516, 763893, 765204, 743005, 764385, 742114, 741938, 743064, 743153, 743760, 743821, 763817, 764108, 764267, 764295, 764645, 765225, 765422, 765688, 765754, 765327, 764174
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L-Trp + O2 = L-formylkynurenine
395452, 395468, 395473, 395465, 395466, 395474, 395470, 395464, 395501, 395503, 395495, 395496, 395478, 395481, 395500, 395471, 395461, 395459, 395499, 395467, 659625, 657494, 657496
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L-tryptophan + O2 = N-formyl-L-kynurenine
663820, 665204, 666461, 666895, 687116, 710831, 711165, 712112, 712152, 712821, 713412, 713448, 713586, 395469, 657496, 660498, 664443, 665164, 666239, 666378, 666763, 711247, 711422, 711580, 711776, 711952, 712172, 712173, 712230, 712250, 712647, 712820, 712832, 712945, 712947, 713489, 724912, 666138, 713591, 395458, 663564, 663995, 663996, 665448, 724301, 743005, 725837, 742114, 711229, 711910, 712694, 712906, 724429, 741581, 741770, 741926, 742005, 742073, 742442, 742634, 742699, 742885, 743064, 743296, 743654, 764273, 764286, 764287, 764291, 764292, 764294, 764301, 764396, 764463, 765149, 765221, 765422, 765516, 665145, 712243, 724913, 725434, 712244, 764688, 764014, 395457, 395466, 672226, 680422, 688917, 686721, 687590, 688601, 687095, 713484, 711218, 723923, 726383
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L-tryptophan + O2 = indole-3-acetamide + CO2 + H2O
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L-tryptophan + (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin + O2 = 5-hydroxy-L-tryptophan + 4a-hydroxytetrahydrobiopterin
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L-tryptophan + tetrahydrobiopterin + O2 = 5-hydroxy-L-tryptophan + 4a-hydroxytetrahydrobiopterin
686011, 728061, 744443, 745572, 744234, 744509, 744916, 744985, 746550, 688507, 744508, 727949, 685471, 689086, 689363, 684737, 687219, 746183, 689089, 687704, 688501, 689869, 688281, 688604, 688504, 689232, 690035, 687220, 688946, 686289, 688503, 675511, 684993, 688765, 689991, 689233, 684239, 689206, 689088, 689228, 689087, 689062, 684359, 688062, 684286, 687985, 686410, 689210, 689229, 689828, 687038, 676184, 685473, 685474, 689230, 685470, 687604
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L-tryptophan + tetrahydropteridine + O2 = 5-hydroxy-L-tryptophan + dihydropteridine + H2O
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L-tryptophan + FADH2 + Cl- + O2 + H+ = 5-chloro-L-tryptophan + FAD + 2 H2O
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L-tryptophan + FADH2 + chloride + O2 + H+ = 6-chloro-L-tryptophan + FAD + 2 H2O
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L-tryptophan + FADH2 + chloride + O2 + H+ = 7-chloro-L-tryptophan + FAD + 2 H2O
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L-tryptophan + NAD+ + H2O = (indol-3-yl)pyruvate + NH3 + NADH + H+
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S-adenosyl-L-methionine + L-tryptophan = S-adenosyl-L-homocysteine + L-2-methyltryptophan
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dimethylallyl diphosphate + L-tryptophan = diphosphate + 4-(3-methylbut-2-enyl)-L-tryptophan
721293, 723104, 758680, 721373, 723326, 722452, 726466, 737407, 737837, 738647, 722461, 659893, 737544, 739221, 758673
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dimethylallyl diphosphate + L-tryptophan = diphosphate + L-4-(gamma,gamma-dimethylallyl)tryptophan
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dimethylallyl diphosphate + L-tryptophan = diphosphate + 7-(3-methylbut-2-enyl)-L-tryptophan
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dimethylallyl diphosphate + L-tryptophan = diphosphate + 5-(3-methylbut-2-enyl)-L-tryptophan
-
dimethylallyl diphosphate + L-tryptophan = diphosphate + 1-(2-methylbut-3-en-2-yl)-L-tryptophan
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L-tryptophan + 2-oxoglutarate = L-glutamate + 3-indole-2-oxopropanoate
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L-tryptophan + pyruvate = indole-3-pyruvate + L-alanine
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L-tryptophan = tryptamine + CO2
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L-tryptophan = tryptamine + CO2
653352, 653356, 650868, 653366, 649601, 649696, 650410, 653443, 651068, 716467, 743977, 743978, 744251, 650436, 744008, 650450, 653288, 743976, 653528, 651417
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L-Trp + H2O = indole + pyruvate + NH4+
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L-tryptophan + H2O = indole + pyruvate + NH3
726660, 727478, 728262, 726995, 746632, 746742, 746909, 746654, 747414, 747167, 746778, 746875, 746651, 747245
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L-tryptophan + D-ribulose 5-phosphate = (2S)-3-(1H-indol-3-yl)-2-isocyanopropanoate + hydroxyacetone + formaldehyde + phosphate + H2O
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ATP + L-tryptophan + tRNATrp = AMP + diphosphate + L-tryptophan-tRNATrp
651316, 649736, 650171, 650759, 653176, 653740, 651999, 652565, 653590, 652900, 650562, 650116, 653177, 653395
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ATP + L-tryptophan + tRNATrp = AMP + diphosphate + L-tryptophanyl-tRNATrp
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In Vivo Product in Enzyme-catalyzed Reactions (12 results)
EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate + L-serine = L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
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1-(indol-3-yl)glycerol 3-phosphate + L-serine = L-tryptophan + D-glyceraldehyde 3-phosphate
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1-(indol-3-yl)glycerol 3-phosphate + L-serine = L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
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L-serine + 1-C-(indol-3-yl)glycerol 3-phosphate = L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
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L-serine + 1-C-(indol-3-yl)glycerol 3-phosphate = L-tryptophan + glyceraldehyde 3-phosphate + H2O
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ATP + H2O + L-tryptophan-[L-tryptophan-binding protein][side 1] = ADP + phosphate + L-tryptophan[side 2] + [L-tryptophan-binding protein][side 1]
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Substrate in Enzyme-catalyzed Reactions (295 results)
EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
L-tryptophan + O2 = 3alpha-hydroxyhexahydropyrrolo[2,3-b]indole-2-carboxylic acid
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L-tryptophan + O2 = N-formyl-L-kynurenine
765516, 763893, 765204, 743005, 764385, 742114, 741938, 743064, 743153, 743358, 743760, 743821, 763817, 764108, 764267, 764295, 764645, 765225, 765422, 765688, 765754, 765327, 764174
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L-tryptophan + O2 = formylkynurenine
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L-Trp + O2 = L-formylkynurenine
395451, 395455, 395467, 395463, 395465, 395468, 395471, 395472, 395473, 395475, 395496, 671714, 675506, 395452, 395453, 395456, 395464, 395470, 395476, 395477, 395478, 395479, 395481, 395486, 395487, 395488, 395495, 395497, 673130, 395457, 395458, 395459, 395460, 395462, 395474, 395491, 395483, 395494, 395484, 395485, 395492, 395454, 395493, 657865, 395480, 395461, 395489, 395466, 395490, 395482, 395501, 395503, 395500, 395499, 659625, 657494, 657496, 676846
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L-tryptophan + O2 = N-formyl-L-kynurenine
663820, 663910, 665204, 665457, 666461, 666895, 684391, 686721, 687116, 710831, 711165, 712112, 712152, 712821, 713412, 713448, 713586, 395463, 395469, 395472, 657496, 659233, 660498, 664443, 665164, 666239, 666378, 666763, 671990, 685239, 687297, 687590, 696151, 700405, 711247, 711422, 711580, 711776, 711952, 712172, 712173, 712230, 712250, 712647, 712820, 712832, 712945, 712947, 713489, 724912, 666138, 713591, 395458, 663564, 663995, 663996, 665448, 724301, 743005, 687095, 688917, 725837, 673476, 688457, 742114, 672196, 700604, 711229, 711910, 712694, 712906, 724429, 741581, 741770, 741926, 742005, 742073, 742442, 742634, 742699, 742885, 743064, 743296, 743654, 764273, 764286, 764287, 764291, 764292, 764294, 764301, 764396, 764463, 765149, 765221, 765422, 765516, 665145, 712243, 724913, 725434, 672226, 743358, 712244, 764688, 764014, 395457, 395466, 680422, 688601, 687283, 684739, 713484, 711218, 723923, 726383
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L-tryptophan + O2 = N-formylkynurenine
696151, 695525, 697465, 685240, 696734, 696944, 698485, 698662, 698952, 699473, 696143, 699438, 696219
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L-tryptophan + O2 = indole-3-acetamide + CO2 + H2O
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L-tryptophan + O2 = 3-indoleglycolaldehyde + CO2 + NH3
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L-tryptophan + 2 [reduced NADPH-hemoprotein reductase] + 2 O2 = (E)-indol-3-ylacetaldoxime + 2 [oxidized NADPH-hemoprotein reductase] + CO2 + 3 H2O
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L-tryptophan + 5,6,7,8-tetrahydrobiopterin + O2 = 5-hydroxy-L-tryptophan + 4a-hydroxytetrahydrobiopterin
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L-tryptophan + tetrahydrobiopterin + O2 = 5-hydroxytryptophan + 4a-hydroxytetrahydrobiopterin
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L-tryptophan + (6R)-L-erytho-5,6,7,8-tetrahydrobiopterin + O2 = 5-hydroxy-L-tryptophan + ?
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L-tryptophan + (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin + O2 = 5-hydroxy-L-tryptophan + 4a-hydroxytetrahydrobiopterin
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L-tryptophan + 2-amino-4-hydroxy-6,7-dimethyl-5,6,7,8-tetrahydropteridine + O2 = ?
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L-tryptophan + 2-amino-4-hydroxy-6-methyl-tetrahydropteridine + O2 = ?
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L-tryptophan + 6-methyl-tetrahydrobiopterin + O2 = 5-hydroxy-L-tryptophan + 6-methyl-4a-hydroxytetrahydrobiopterin
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L-tryptophan + 6-methyl-tetrahydropterin + O2 = 5-hydroxy-L-tryptophan + 6-methyl-4a-hydroxytetrahydropterin
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L-tryptophan + tetrahydrobiopterin + O2 = 5-hydroxy-L-tryptophan + 4a-hydroxytetrahydrobiopterin
686011, 684359, 688281, 688503, 688604, 688946, 689087, 728061, 744443, 745572, 684286, 685470, 688501, 688504, 689229, 744234, 744509, 744916, 744985, 746550, 688062, 688507, 688765, 689210, 689232, 689991, 744508, 438665, 438672, 714213, 727949, 676184, 693374, 689062, 690035, 675511, 684737, 684993, 685471, 685473, 685474, 687038, 687219, 687604, 687704, 687985, 689086, 689088, 689089, 689206, 689363, 706609, 684239, 687220, 689828, 686410, 689230, 689228, 689233, 686289, 689869, 702219, 705929, 746183, 438673, 704354
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L-tryptophan + tetrahydrobiopterin = 5-hydroxy-L-tryptophan + 4a-hydroxytetrahydrobiopterin
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L-tryptophan + tetrahydropteridine + O2 = 5-hydroxy-L-tryptophan + dihydropteridine + H2O
438666, 438657, 438661, 438664, 438654, 438655, 438659, 438662, 438663, 438667, 438660, 438672, 438673, 438671, 438665, 438668, 438658, 438656, 438677, 658361, 657918, 657701, 659761, 660505
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L-tryptophan + FADH2 + Br- + O2 + H+ = 5-bromo-L-tryptophan + FAD + 2 H2O
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L-tryptophan + FADH2 + chloride + O2 + H+ = 5-chloro-L-tryptophan + FAD + 2 H2O
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L-tryptophan + FADH2 + Cl- + O2 + H+ = 5-chloro-L-tryptophan + FAD + 2 H2O
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L-tryptophan + FADH2 + bromide + O2 + H+ = 6-bromo-L-tryptophan + FAD + 2 H2O
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L-tryptophan + FADH2 + chloride + O2 + H+ = 6-chloro-L-tryptophan + FAD + 2 H2O
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L-tryptophan + FADH2 + chloride + O2 + H+ = 7-chloro-L-tryptophan + FAD + 2 H2O
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L-tryptophan + FADH2 + Cl- + O2 + H+ = 7-chloro-L-tryptophan + FAD + H2O
-
L-tryptophan + NAD+ + H2O = (indol-3-yl)pyruvate + NH3 + NADH + H+
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L-Trp + H2O + O2 = indole-3-pyruvate + NH3 + H2O2
-
L-tryptophan + H2O + O2 = 3-(1H-indol-3-yl)-2-oxopropanoate + NH3 + H2O2
-
L-tryptophan + H2O + O2 = 3-indole-2-oxopropanoate + NH3 + H2O2
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L-tryptophan + H2O + O2 = indole-3-pyruvate + NH3 + H2O2
391789, 391802, 391784, 762771, 763143, 391773, 391768, 391770, 391823, 651026, 656435, 667933, 726520
-
L-tryptophan + H2O + 2 cytochrome b = 3-(1H-indol-3-yl)-2-oxopropanoic acid + NH3 + 2 reduced cytochrome b
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S-adenosyl-L-methionine + L-tryptophan = S-adenosyl-L-homocysteine + L-2-methyltryptophan
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5-L-glutamyl-4-nitroanilide + L-tryptophan = 4-nitroaniline + 5-L-glutamyl-L-tryptophan
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L-gamma-glutamyl-4-nitroanilide + L-tryptophan = 4-nitroaniline + 5-L-glutamyl-L-tryptophan
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dimethylallyl diphosphate + L-tryptophan = diphosphate + (2S,3aR,8aR)-3a-(2-methylbut-3-en-2-yl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole-2-carboxylic acid
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dimethylallyl diphosphate + L-tryptophan = diphosphate + L-1-(3'-dimethylallyl)-tryptophan
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dimethylallyl diphosphate + L-tryptophan = diphosphate + 7-(3-methylbut-2-enyl)-L-tryptophan
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dimethylallyl diphosphate + L-tryptophan = diphosphate + 1-(2-methylbut-3-en-2-yl)-L-tryptophan
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dimethylallyl diphosphate + L-tryptophan = diphosphate + 7-(3-methylbut-2-enyl)-L-tryptophan
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dimethylallyl diphosphate + L-tryptophan = diphosphate + 7-dimethylallyl-L-tryptophan
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dimethylallyl diphosphate + L-tryptophan = diphosphate + 7-dimethylallyltryptophan
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2-pentenyl diphosphate + L-tryptophan = diphosphate + 5-(2-trans-pentenyl)-L-tryptophan
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2-pentenyl diphosphate + L-tryptophan = diphosphate + 5-(pent-2-enyl)-L-tryptophan
-
dimethylallyl diphosphate + L-tryptophan = diphosphate + 4-(3-methylbut-2-enyl)-L-tryptophan
721293, 723104, 758680, 721373, 723326, 722452, 726466, 737407, 737837, 738647, 687716, 722461, 737544, 659893, 739221, 758673
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dimethylallyl diphosphate + L-tryptophan = diphosphate + 4-dimethylallyl-L-tryptophan
-
dimethylallyl diphosphate + L-tryptophan = diphosphate + L-4-(3-methylbut-2-enyl)-tryptophan
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dimethylallyl diphosphate + L-tryptophan = diphosphate + L-4-(gamma,gamma-dimethylallyl)tryptophan
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methylallyl diphosphate + L-tryptophan = diphosphate + 4-(2-trans-butenyl)-L-tryptophan + 5-(2-trans-butenyl)-L-tryptophan
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methylallyl diphosphate + L-tryptophan = diphosphate + 4-(but-2-enyl)-L-tryptophan
-
methylallyl diphosphate + L-tryptophan = diphosphate + 5-(but-2-enyl)-L-tryptophan
-
2-pentenyl diphosphate + L-tryptophan = diphosphate + 5-(pent-2-enyl)-L-tryptophan
-
dimethylallyl diphosphate + L-tryptophan = diphosphate + 5-(3-methylbut-2-enyl)-L-tryptophan
-
dimethylallyl diphosphate + L-tryptophan = diphosphate + 7-(3-methylbut-2-enyl)-L-tryptophan
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dimethylallyl diphosphate + L-tryptophan = diphosphate + L-7-(3-methylbut-2-enyl)-tryptophan
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methylallyl diphosphate + L-tryptophan = diphosphate + 4-(but-2-enyl)-L-tryptophan
-
methylallyl diphosphate + L-tryptophan = diphosphate + 5-(but-2-enyl)-L-tryptophan
-
2-pentenyl diphosphate + L-tryptophan = diphosphate + 5-(pent-2-enyl)-L-tryptophan
-
2-pentenyl diphosphate + L-tryptophan = diphosphate + 6-(2-trans-pentenyl)-L-tryptophan
-
2-pentenyl diphosphate + L-tryptophan = diphosphate + 6-(pent-2-enyl)-L-tryptophan
-
2-pentenyl diphosphate + L-tryptophan = diphosphate + 7-(pent-2-enyl)-L-tryptophan
-
dimethylallyl diphosphate + L-tryptophan = diphosphate + 5-(3-methylbut-2-enyl)-L-tryptophan
-
methylallyl diphosphate + L-tryptophan = diphosphate + 5-(2-trans-butenyl)-L-tryptophan + 6-(2-trans-butenyl)-L-tryptophan
-
methylallyl diphosphate + L-tryptophan = diphosphate + 5-(but-2-enyl)-L-tryptophan
-
methylallyl diphosphate + L-tryptophan = diphosphate + 6-(but-2-enyl)-L-tryptophan
-
methylallyl diphosphate + L-tryptophan = diphosphate + 7-(but-2-enyl)-L-tryptophan
-
dimethylallyl diphosphate + L-tryptophan = diphosphate + 1-(2-methylbut-3-en-2-yl)-L-tryptophan
-
geranyl diphosphate + L-tryptophan = diphosphate + 1-(3,7-dimethylocta-1,6-dien-3-yl)-L-tryptophan
-
L-tryptophan + 2-oxoglutarate = 3-indole-2-oxopropionic acid + L-glutamate
-
L-tryptophan + 2-oxoglutarate = (indol-3-yl)pyruvate + L-glutamate
-
L-tryptophan + 2-oxoglutarate = L-glutamate + 3-indole-2-oxopropanoate
-
L-tryptophan + 2-oxomethylthiobutanoate = (indol-3-yl)pyruvate + 2-aminomethylthiobutanoate
-
L-tryptophan + phenylpyruvate = 3-indole-2-oxopropanoate + L-phenylalanine
-
L-tryptophan + 2-oxoglutarate = 2-oxo-3-indolylpropanoate + L-glutamate
-
L-tryptophan + 2-oxoglutarate = L-glutamic acid + 3-indole-2-oxopropanoate
-
L-tryptophan + 2-oxoglutarate = 3-(1H-indol-3-yl)-2-oxopropanoate + L-glutamate
-
tryptophan + 2-oxoglutarate = 3-indole-2-oxopropanoate + L-glutamate
-
L-tryptophan + 2-oxoglutarate = 3-indole-2-oxopropanoate + L-glutamate
636650, 636658, 636659, 636663, 636643, 636647, 636651, 636652, 636661, 721696, 636648, 636654, 636668, 661783, 636649, 737334, 636665, 636644, 636655, 636657, 636660, 636674, 636667, 636645, 636646, 636666, 723053
-
L-tryptophan + oxaloacetate = 3-indole-2-oxopropanoate + L-aspartate
-
prephenate + L-tryptophan = 1-carboxy-4-hydroxy-2,5-cyclohexadien-1-alanine + 3-indole-2-oxopropanoate
-
L-tryptophan + 2-oxobutanoate = 3-indole-2-oxopropanoate + 2-aminobutanoate
-
L-tryptophan + 2-oxoglutarate = 3-indole-2-oxopropanoate + L-glutamate
-
2-oxo-4-methylthiobutanoate + L-tryptophan = L-methionine + 3-(1H-indol-3-yl)-2-oxopropanoate
-
L-tryptophan + pyruvate = indole-3-pyruvate + L-alanine
-
L-tryptophanyl methyl ester + L-tryptophan = L-tryptophanyl-L-tryptophan + methanol
-
benzyloxycarbonyl-Glu-methyl ester + L-tryptophan = benzyloxycarbonyl-Glu-Trp + methanol
-
L-tryptophan = tryptamine + CO2
-
L-tryptophan = tryptamine + CO2
653352, 653356, 650868, 651417, 653366, 649601, 649696, 650410, 653443, 653528, 651068, 716467, 743977, 743978, 744251, 650436, 744008, 653346, 650450, 727952, 653288, 728797, 743976
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L-Trp + H2O = indole + pyruvate + NH4+
37334, 37335, 37336, 37337, 37339, 37340, 37341, 37342, 37343, 37344, 37345, 37348, 37351, 37354, 37355, 37357, 37358, 37359, 37360, 37361, 37362, 37364, 698614, 701449, 703486, 704093, 704722, 705578, 705580, 677276, 677332, 681216, 704847, 706000, 37366, 37365, 664234, 37353, 37338, 705579, 37346, 37349, 37350, 37352, 37363, 37356, 37347, 702931, 671054, 678747, 681998
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L-tryptophan + H2O = indole + pyruvate + NH3
691648, 726660, 727478, 728262, 713955, 726995, 746632, 746742, 746909, 746654, 747414, 715059, 747167, 746778, 746875, 715733, 746651, 747245
-
L-tryptophan + D-ribulose 5-phosphate = (2S)-3-(1H-indol-3-yl)-2-isocyanopropanoate + hydroxyacetone + formaldehyde + phosphate + H2O
-
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O = indole-3-glycerol phosphate + L-serine
-
ATP + L-tryptophan + Archeoglobus fulgidus tRNATrp(A73, wild-type) = AMP + diphosphate + Archeoglobus fulgidus L-tryptophanyl-tRNATrp(A73, wild-type)
-
ATP + L-tryptophan + Archeoglobus fulgidus tRNATrp(A73C) = AMP + diphosphate + Archeoglobus fulgidus L-tryptophanyl-tRNATrp(A73C)
-
ATP + L-tryptophan + Archeoglobus fulgidus tRNATrp(A73G) = AMP + diphosphate + Archeoglobus fulgidus L-tryptophanyl-tRNATrp(A73G)
-
ATP + L-tryptophan + Archeoglobus fulgidus tRNATrp(A73U) = AMP + diphosphate + Archeoglobus fulgidus L-tryptophanyl-tRNATrp(A73U)
-
ATP + L-tryptophan + Bacillus subtilis tRNATrp(A73, wild-type) = AMP + diphosphate + Bacillus subtilis L-tryptophanyl-tRNATrp(A73, wild-type)
-
ATP + L-tryptophan + Bacillus subtilis tRNATrp(A73C) = AMP + diphosphate + Bacillus subtilis L-tryptophanyl-tRNATrp(A73C)
-
ATP + L-tryptophan + Bacillus subtilis tRNATrp(A73G) = AMP + diphosphate + Bacillus subtilis L-tryptophanyl-tRNATrp(A73G)
-
ATP + L-tryptophan + Bacillus subtilis tRNATrp(A73U) = AMP + diphosphate + Bacillus subtilis L-tryptophanyl-tRNATrp(A73U)
-
ATP + L-tryptophan + bovine tRNATrp(G73, wild-type) = AMP + diphosphate + bovine L-tryptophanyl-tRNATrp(G73, wild-type)
-
ATP + L-tryptophan + bovine tRNATrp(G73A) = AMP + diphosphate + bovine L-tryptophanyl-tRNATrp(G73A)
-
ATP + L-tryptophan + bovine tRNATrp(G73C) = AMP + diphosphate + bovine L-tryptophanyl-tRNATrp(G73C)
-
ATP + L-tryptophan + bovine tRNATrp(G73U) = AMP + diphosphate + bovine L-tryptophanyl-tRNATrp(G73U)
-
ATP + L-tryptophan + tRNATrp = AMP + diphosphate + L-tryptophan-tRNATrp
651316, 288, 650562, 289, 291, 292, 649736, 650171, 662273, 297, 298, 300, 304, 305, 650116, 650759, 653176, 653740, 290, 294, 296, 301, 306, 307, 85, 293, 302, 303, 651999, 652565, 653590, 652900, 299, 653395, 653177, 663230, 661186
-
ATP + L-tryptophan + tRNATrp = AMP + diphosphate + L-tryptophanyl-tRNATrp
-
ATP + L-tryptophan + tRNATrp = AMP + diphosphate + L-tryptophyl-tRNATrp
703734, 691148, 703001, 716370, 743913, 716055, 701740, 728272, 704353, 702375, 705647, 705840, 705874, 706666, 745868, 746452, 704281, 716156, 727987, 745352, 705981, 728411, 728611, 728798
-
ATP + L-tryptophan + tRNATrp(A36C) = AMP + diphosphate + L-tryptophyl-tRNATrp(A36C)
-
ATP + L-tryptophan + tRNATrp(A36G) = AMP + diphosphate + L-tryptophyl-tRNATrp(A36G)
-
ATP + L-tryptophan + tRNATrp(A36U) = AMP + diphosphate + L-tryptophyl-tRNATrp(A36U)
-
ATP + L-tryptophan + tRNATrp(A36U, A73G) = AMP + diphosphate + L-tryptophyl-tRNATrp(A36U, A73G)
-
ATP + L-tryptophan + tRNATrp(A73C) = AMP + diphosphate + L-tryptophyl-tRNATrp(A73C)
-
ATP + L-tryptophan + tRNATrp(A73G) = AMP + diphosphate + L-tryptophyl-tRNATrp(A73G)
-
ATP + L-tryptophan + tRNATrp(A73U) = AMP + diphosphate + L-tryptophyl-tRNATrp(A73U)
-
ATP + L-tryptophan + tRNATrp(C34A) = AMP + diphosphate + L-tryptophyl-tRNATrp(C34A)
-
ATP + L-tryptophan + tRNATrp(C34G) = AMP + diphosphate + L-tryptophyl-tRNATrp(C34G)
-
ATP + L-tryptophan + tRNATrp(C34U) = AMP + diphosphate + L-tryptophyl-tRNATrp(C34U)
-
ATP + L-tryptophan + tRNATrp(C35A) = AMP + diphosphate + L-tryptophyl-tRNATrp(C35A)
-
ATP + L-tryptophan + tRNATrp(C35G) = AMP + diphosphate + L-tryptophyl-tRNATrp(C35G)
-
ATP + L-tryptophan + tRNATrp(C35U) = AMP + diphosphate + L-tryptophyl-tRNATrp(C35U)
-
ATP + L-tryptophan + tRNATrp(G1A-C72U) = AMP + diphosphate + L-tryptophyl-tRNATrp(G1A-C72U)
-
ATP + L-tryptophan + tRNATrp(G1C-G72G) = AMP + diphosphate + L-tryptophyl-tRNATrp(G1C-G72G)
-
ATP + L-tryptophan + tRNATrp(G1U-C72A) = AMP + diphosphate + L-tryptophyl-tRNATrp(G1U-C72A)
-
ATP + L-tryptophan + tRNATrp(G2A-C71U) = AMP + diphosphate + L-tryptophyl-tRNATrp(G2A-C71U)
-
ATP + L-tryptophan + tRNATrp(G2C-G71G) = AMP + diphosphate + L-tryptophyl-tRNATrp(G2C-G71G)
-
ATP + L-tryptophan + tRNATrp(G2U-C71A) = AMP + diphosphate + L-tryptophyl-tRNATrp(G2U-C71A)
-
ATP + L-tryptophan + tRNATrp(HOG1) = AMP + diphosphate + L-tryptophyl-tRNATrp(HOG1)
-
ATP + L-tryptophan + tRNATrp(pppG1) = AMP + diphosphate + L-tryptophyl-tRNATrp(pppG1)
-
ATP + L-tryptophan + holo-[L-tryptophyl-carrier protein Qui18] = AMP + diphosphate + -L-tryptophyl-[L-tryptophyl-carrier protein Qui18]
-
ATP + L-glutamine + L-tryptophan = ADP + phosphate + L-glutaminyl-L-tryptophan
-
ATP + L-phenylalanine + L-tryptophan = ADP + phosphate + L-phenylalanyl-L-tryptophan
-
ATP + tryptophan + phenylalanine = ADP + phosphate + L-tryptophanyl-L-phenylalanine
-
Product in Enzyme-catalyzed Reactions (145 results)
EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
3-(1H-indol-3-yl)-2-oxopropanoate + NH3 + NADPH + H+ = (2S)-2-amino-3-(1H-indol-3-yl)propanoate + NADP+
-
5'-phospho-pyridoxyl-L-tryptophan + H2O + O2 = pyridoxal 5'-phosphate + L-tryptophan + H2O2
-
N-(5'-phospho-4'-pyridoxyl)-L-tryptophan + H2O + O2 = pyridoxal 5'-phosphate + L-tryptophan + H2O2
-
L-arogenate + indolepyruvate = L-tryptophan + 3-(1-carboxy-4-hydroxycyclohexa-2,5-dienyl)2-oxopropanoate
-
L-histidine + indole pyruvate = 3-(1H-imidazol-4-yl)-2-oxopropanoate + L-tryptophan
-
L-kynurenine + 3-indole-2-oxopropanoate = kynurenic acid + L-tryptophan + H2O
-
L-tyrosine + indole-3-pyruvic acid = 3-(4-hydroxyphenyl)-2-oxopropanoate + L-tryptophan
-
cholecystokinin octapeptide + H2O = tyrosine sulfate + Asp + Met + Gly + Trp + Met-Asp-Phe-NH2
-
L-Trp-Pro-7-amido-4-carbamoylmethylcoumarin + H2O = L-Trp + Pro-7-amido-4-carbamoylmethylcoumarin
-
glycyl-L-serylglycyl-L-seryl-N-(2,3-diazabicyclo[2.2.2]oct-2-en-1-ylmethyl)-L-asparaginylglycyl-L-seryl-L-tryptophan + H2O = glycyl-L-serylglycyl-L-seryl-N-(2,3-diazabicyclo[2.2.2]oct-2-en-1-ylmethyl)-L-asparaginylglycyl-L-serine + L-tryptophan
-
N-(2,3-diazabicyclo[2.2.2]oct-2-en-1-ylmethyl)-L-asparaginylglycyl-L-tryptophan + H2O = N-(2,3-diazabicyclo[2.2.2]oct-2-en-1-ylmethyl)-L-asparaginylglycine + L-tryptophan
-
N-(2,3-diazabicyclo[2.2.2]oct-2-en-1-ylmethyl)-L-asparaginylglycylglycyl-L-tryptophan + H2O = N-(2,3-diazabicyclo[2.2.2]oct-2-en-1-ylmethyl)-L-asparaginylglycylglycine + L-tryptophan
-
N2acetyl-N-(2,3-diazabicyclo[2.2.2]oct-2-en-1-ylmethyl)-L-asparaginyl-L-tryptophan + H2O = N2-acetyl-N-(2,3-diazabicyclo[2.2.2]oct-2-en-1-ylmethyl)-L-asparagine + L-tryptophan
-
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate + L-serine = L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
-
1-(indol-3-yl)glycerol 3-phosphate + L-serine = L-tryptophan + D-glyceraldehyde 3-phosphate
-
1-(indol-3-yl)glycerol 3-phosphate + L-serine = L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
-
L-serine + 1-C-(indol-3-yl)glycerol 3-phosphate = L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
-
L-serine + 1-C-(indol-3-yl)glycerol 3-phosphate = L-tryptophan + glyceraldehyde 3-phosphate + H2O
-
L-serine + indole = L-tryptophan + H2O
0, 649865, 649884, 649894, 649898, 649899, 649903, 649979, 650053, 650081, 650222, 650304, 650403, 650441, 650850, 652011, 652118, 652224, 649237, 649580, 649608, 649852, 649871, 652475, 652506, 652353, 651083, 652098, 652086, 652550, 650181, 652070, 652899
-
ATP + H2O + L-tryptophan-[L-tryptophan-binding protein][side 1] = ADP + phosphate + L-tryptophan[side 2] + [L-tryptophan-binding protein][side 1]
-
Activator in Enzyme-catalyzed Reactions (48 results)
EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
stimulates oxidation of substrate L-arginine. Tryptophan or a derivative thereof may bind in the enzyme's pterin site, participate in arginine oxidation, and become nitrated at the 4-position
-
at low concentrations, Trp does not influence ipdC expression but 2fold induction is observed at 2.5 mM Trp
-
wild-type enzyme, mutant enzyme Ile225Thr/Thr226Ile and enzymes with mutations at Tyr234 are activated. No activation of mutant enzyme Thr226Ile
-
is a positive effector for the enzyme, identification of the allosteric effector site and the structural differences between the R- (more active) and T-state (less active) forms of plant chorismate mutase
-
Inhibitor in Enzyme-catalyzed Reactions (132 results)
EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
substrate inhibition with 2-amino-4-hydroxy-6-methyl-5,6,7,8-tetrahydropteridine, not with 2-amino-4-hydroxy-6,7-dimethyl-5,6,7,8-tetrahydropteridine, above 0.2 mM
-
transferase activity of component II is only inhibitable by L-tryptophan when the component is in the complex, this inhibition does not appear to depend upon the feedback-sensitive site of complex I
-
when phosphoribosyltransferase is not an aggregate with anthranilate synthase, it is not subject to tryptophan inhibition, inhibitor site is on the anthranilate synthase component
-
the enzyme is inhibited by tryptophan only in the presence of increasing amounts of stand-alone RAM domain protein SraA. Tryptophan acts as a specific inhibitor of the enzyme by binding to SraA
-
NCgl0950 DAHP synthase is sensitive to feedback inhibition, NCgl2098 DAHP synthase is slightly sensitive to feedback inhibition with 10-15% decrease of activity at 5 mM L-Trp
-
0.02 mM, 65% inhibition; non-competitive against phosphoenolpyruvate and competitive for D-erythrose 4-phosphate; strongly dependent on pH; Trp-sensitive isozyme
-
DAHP synthase-trp; non-competitive against phosphoenolpyruvate and competitive for D-erythrose 4-phosphate; Trp-sensitive isozyme
-
non-competitive against phosphoenolpyruvate and competitive for D-erythrose 4-phosphate; Trp-sensitive isozyme
-
weak inhibition, binds at the active site via the two zinc ions displacing the metal ions, binding structure analysis
-
tryptophan at high concentrations has definite inhibitory activity against Mycobacterium tuberculosis but does not antagonize the activity of ATB107
-
tryptophan at high concentrations has definite inhibitory activity against Mycobacterium tuberculosis but does not antagonize the activity of ATB107
-
binding of a single inhibitor molecule to one TrpE subunit of the TrpE2-TrpD2 complex is sufficient for the propagation of a conformational change that affects the active site of the companion subunit; feedback inhibition
-
competitive with chorismate, noncompetitive with NH4+, reaction of component I with NH4+ as substrate
-
competitive with respect to chorismate; noncompetitive with respect to NH4+ and Gln
-
feedback-inhibition, IC50: 0.0063 mM for wild-type enzyme, 0.0933 mM for mutant S126F, 0.0316 mM for mutant Y367A, 0.0749 mM for mutant A369L, 0.101 mM for mutant Y367A/L530D and 0.0583 mM for mutant A369L/L530D
-
isoenzyme AS-b is inhibited 97% by 0.020 mM, isoenzyme AS-a is inhibited 66% by 0.020 mM
-
strain with a anthanilate synthase that is insensitive to feedback inhibition by Trp, the 61st nucleotide, C to A substitution, that changes Pro21 to Ser is the cause of the desensitization to feedback inhibition by Trp
-
allosteric. The Trp at the dimer interface interacts extensively with residues from both subunits. The unexpected gene duplication possibly leads to a different allosteric regulation mechanism than that is known for other CMs
-
no feedback inhibition of unadenylated enzyme form, enhanced sensitivity to feedback inhibition by adenylated enzyme form
-
Enzyme Kinetic Parameters
kcat Value (Turnover Number) (206 results)
EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.87
-
NADPH-cytochrome P450 reductase-supported oxidation, in the absence of methylene blue and cytochrome b5, in PBS buffer (pH 7.4), at 37°C
1.3
-
NADPH-cytochrome P450 reductase-supported oxidation, in the presence of 0.0001 mM methylene blue and in the absence of cytochrome b5, in PBS buffer (pH 7.4), at 37°C
1.7
-
NADPH-cytochrome P450 reductase-supported oxidation, in the absence of methylene blue and in the presence of 250 nM cytochrome b5, in PBS buffer (pH 7.4), at 37°C
2.2
-
NADPH-cytochrome P450 reductase-supported oxidation, in the presence of 0.0001 mM methylene blue and 250 nM cytochrome b5, in PBS buffer (pH 7.4), at 37°C
2.5
-
NADPH-cytochrome P450 reductase-supported oxidation, in the presence of 0.0005 mM methylene blue and in the absence of cytochrome b5, in PBS buffer (pH 7.4), at 37°C
3
-
NADPH-cytochrome P450 reductase-supported oxidation, in the presence of 0.001 mM methylene blue and in the absence of cytochrome b5, in PBS buffer (pH 7.4), at 37°C
3.4
-
NADPH-cytochrome P450 reductase-supported oxidation, in the presence of 0.0005 mM methylene blue and 250 nM cytochrome b5, in PBS buffer (pH 7.4), at 37°C
4.2
-
NADPH-cytochrome P450 reductase-supported oxidation, in the presence of 0.001 mM methylene blue and 250 nM cytochrome b5, in PBS buffer (pH 7.4), at 37°C
6.4
-
NADPH-cytochrome P450 reductase-supported oxidation, in the presence of 0.01 mM methylene blue and in the absence of cytochrome b5, in PBS buffer (pH 7.4), at 37°C
8.1
-
NADPH-cytochrome P450 reductase-supported oxidation, in the presence of 0.03 mM methylene blue and in the absence of cytochrome b5, in PBS buffer (pH 7.4), at 37°C
10
-
NADPH-cytochrome P450 reductase-supported oxidation, in the presence of 0.01 mM methylene blue and 250 nM cytochrome b5, in PBS buffer (pH 7.4), at 37°C
12
-
NADPH-cytochrome P450 reductase-supported oxidation, in the presence of 0.03 mM methylene blue and 250 nM cytochrome b5, in PBS buffer (pH 7.4), at 37°C
0.0032
-
pH 7.0, temperature not specified in the publication, recombinant His-tagged enzyme
0.018
-
His-tagged recombinant mutant enzyme W455A, at 30°C, pH not specified in the publication
0.021
-
His-tagged recombinant mutant enzyme H101A, at 30°C, pH not specified in the publication
0.067
-
His-tagged recombinant mutant enzyme F103A, at 30°C, pH not specified in the publication
0.11
-
His-tagged recombinant wild type enzyme, at 30°C, pH not specified in the publication
3720
-
pH not specified in the publication, temperature not specified in the publication
0.24
-
purified recombinant tryptophanase in 200 mM sodium phosphate buffer (pH 7.5), at 37°C
1.37
-
purified recombinant tryptophanase in 200 mM potassium phosphate buffer (pH 7.5), at 37°C
4.88
-
wild type enzyme, in 0.1 M Tris-HCl (pH 7.5), 0.01 M potassium fluoride, 5 mM MnCl2, at 37°C
5.45
-
wild type enzyme, in 0.1 M Tris-HCl (pH 7.5), 0.01 M potassium fluoride, 5 mM MgCl2, at 37°C
KM Value (396 results)
EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.00072
-
NADPH-cytochrome P450 reductase-supported oxidation, in the absence of methylene blue and cytochrome b5, in PBS buffer (pH 7.4), at 37°C
0.0015
-
NADPH-cytochrome P450 reductase-supported oxidation, in the absence of methylene blue and in the presence of 250 nM cytochrome b5, in PBS buffer (pH 7.4), at 37°C
0.0017
-
NADPH-cytochrome P450 reductase-supported oxidation, in the presence of 0.0001 mM methylene blue and in the absence of cytochrome b5, in PBS buffer (pH 7.4), at 37°C
0.0019
-
NADPH-cytochrome P450 reductase-supported oxidation, in the presence of 0.0001 mM methylene blue and 250 nM cytochrome b5, in PBS buffer (pH 7.4), at 37°C
0.0039
-
NADPH-cytochrome P450 reductase-supported oxidation, in the presence of 0.0005 mM methylene blue and in the absence of cytochrome b5, in PBS buffer (pH 7.4), at 37°C
0.004
-
NADPH-cytochrome P450 reductase-supported oxidation, in the presence of 0.0005 mM methylene blue and 250 nM cytochrome b5, in PBS buffer (pH 7.4), at 37°C
0.0049
-
NADPH-cytochrome P450 reductase-supported oxidation, in the presence of 0.001 mM methylene blue and in the absence of cytochrome b5, in PBS buffer (pH 7.4), at 37°C
0.0054
-
NADPH-cytochrome P450 reductase-supported oxidation, in the presence of 0.001 mM methylene blue and 250 nM cytochrome b5, in PBS buffer (pH 7.4), at 37°C
0.0056
-
H16A mutant, 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid, 0.3 mg/ml catalase, 0.01 mM methylene blue, 0.4 mM tryptophan, 37°C, 10-60 min
0.0089
-
V109A mutant, 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid, 0.3 mg/ml catalase, 0.01 mM methylene blue, 0.4 mM tryptophan, 37°C, 10-60 min
0.0094
-
H303A mutant, 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid, 0.3 mg/ml catalase, 0.01 mM methylene blue, 0.4 mM tryptophan, 37°C, 10-60 min
0.0124
-
NADPH-cytochrome P450 reductase-supported oxidation, in the presence of 0.01 mM methylene blue and 250 nM cytochrome b5, in PBS buffer (pH 7.4), at 37°C
0.0129
-
NADPH-cytochrome P450 reductase-supported oxidation, in the presence of 0.01 mM methylene blue and in the absence of cytochrome b5, in PBS buffer (pH 7.4), at 37°C
0.018
-
50 mM potassium phosphate, pH 6.5, 10 mM ascorbic acid, 0.01 mM methylene blue, 0.1 mg catalase, 37°C, 10 min
0.02
-
wild type, 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid, 0.3 mg/ml catalase, 0.01 mM methylene blue, 0.4 mM tryptophan, 37°C, 10-60 min
0.0201
-
K352A mutant, 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid, 0.3 mg/ml catalase, 0.01 mM methylene blue, 0.4 mM tryptophan, 37°C, 10-60 min
0.0224
-
NADPH-cytochrome P450 reductase-supported oxidation, in the presence of 0.03 mM methylene blue and 250 nM cytochrome b5, in PBS buffer (pH 7.4), at 37°C
0.0279
-
NADPH-cytochrome P450 reductase-supported oxidation, in the presence of 0.03 mM methylene blue and in the absence of cytochrome b5, in PBS buffer (pH 7.4), at 37°C
0.028
-
recombinant isozyme IDO1, in the presence of 0.01 mM methylene blue, in 100 mM phosphate buffer, pH 7.4, at 37°C
0.029
-
IDO1, pH and temperature not specified in the publication, cytochrome b5 assay
0.029
-
recombinant isozyme IDO1, in the presence of 50 nM recombinant human cytochrome b5 and 50 nM NADPH cytochrome P450 reductase, in 100 mM phosphate buffer, pH 7.4, at 37°C
0.0745
-
pH 6.5, 37°C, recombinant His-tagged enzyme in presence of inhibitor galanal
0.53
-
IDO1, pH and temperature not specified in the publication, cytochrome b5 assay
0.53
-
recombinant isozyme IDO2, in the presence of 50 nM recombinant human cytochrome b5 and 50 nM NADPH cytochrome P450 reductase, in 100 mM phosphate buffer, pH 7.4, at 37°C
12
-
recombinant isozyme IDO2, in the presence of 0.01 mM methylene blue, in 100 mM phosphate buffer, pH 7.4, at 37°C
0.0058
-
recombinant N- and C-terminal truncated enzyme, cofactor 6-methyltetrahydrobipterin
0.0075
-
TPH as fusion protein with maltose-binding protein expressed in Escherichia coli
0.0132
-
0.02 mM ferrous ammonium, 0.5 mM (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin, 30°C
0.0479
-
recombinant N- and C-terminal truncated enzyme, cofactor tetrahydrobiopterin
0.002
-
about, pH 7.0, temperature not specified in the publication, recombinant His-tagged enzyme
0.0499
-
His-tagged recombinant wild type enzyme, at 30°C, pH not specified in the publication
0.1986
-
His-tagged recombinant mutant enzyme F103A, at 30°C, pH not specified in the publication
1.785
-
His-tagged recombinant mutant enzyme H101A, at 30°C, pH not specified in the publication
1.814
-
His-tagged recombinant mutant enzyme W455A, at 30°C, pH not specified in the publication
0.48
-
pH not specified in the publication, temperature not specified in the publication
0.0086
-
mutants K174Q and K175A, pH and temperature not specified in the publication
1.42
-
recombinant enzyme, in 10 mM phosphate buffer (pH 7.4), 50 mM pyridoxal 5'-phosphate, at 37°C
0.09
-
purified recombinant tryptophanase in 200 mM sodium phosphate buffer (pH 7.5), at 37°C
0.1732
-
in the presence of Hfq protein, in 0.1 M potassium phosphate buffer (pH 7.8), at 37°C
0.1901
-
in the absence of Hfq protein, in 0.1 M potassium phosphate buffer (pH 7.8), at 37°C
0.2
-
purified recombinant tryptophanase in 200 mM potassium phosphate buffer (pH 7.5), at 37°C