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Literature summary extracted from

  • Harris, A.P.; Phillips, R.S.
    Benzimidazole analogs of (L)-tryptophan are substrates and inhibitors of tryptophan indole lyase from Escherichia coli (2013), FEBS J., 280, 1807-1817.
    View publication on PubMed

Protein Variants

EC Number Protein Variants Comment Organism
4.1.99.1 H463F site-directed mutagenesis, the mutant shows very low activity for elimination of indole but is still competent to form a quinonoid intermediate from L-tryptophan, it shows high activity with substrate beta-(benzimidazol-1-yl)-L-alanine Escherichia coli

Inhibitors

EC Number Inhibitors Comment Organism Structure
4.1.99.1 2-amino-4-(benzimidazol-1-yl)butyric acid i.e. homo-BZI-Ala, a potent competitive inhibitor Escherichia coli
4.1.99.1 2-amino-5-(benzimidazol-1-yl)pentanoic acid i.e. bishomo-BZI-Ala, weak inhibition Escherichia coli
4.1.99.1 beta-(benzimidazol-1-yl)-L-alanine competitive, is also a good substrate for the wild-type and mutant enzymes Escherichia coli

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
4.1.99.1 additional information
-
 additional information pre-steady-state and steady-state kinetics of wild-type and mutant enzymes, overview Escherichia coli
4.1.99.1 0.0236
-
 beta-(benzimidazol-1-yl)-L-alanine mutant H463F, pH 8.0, 25°C Escherichia coli
4.1.99.1 0.15
-
 L-tryptophan wild-type enzyme, pH 8.0, 25°C Escherichia coli
4.1.99.1 0.315
-
 beta-(benzimidazol-1-yl)-L-alanine wild-type enzyme, pH 8.0, 25°C Escherichia coli

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
4.1.99.1 52000
-
 x * 52000, wild-type enzyme, SDS-PAGE Escherichia coli

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
4.1.99.1 L-tryptophan + H2O Escherichia coli
-
 indole + pyruvate + NH3
-
 ?
4.1.99.1 L-tryptophan + H2O Escherichia coli JM109
-
 indole + pyruvate + NH3
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
4.1.99.1 Escherichia coli
-
 gene tnaA on plasmid pMD6
-
4.1.99.1 Escherichia coli JM109
-
 gene tnaA on plasmid pMD6
-

Reaction

EC Number Reaction Comment Organism Reaction ID
4.1.99.1 L-tryptophan + H2O = indole + pyruvate + NH3 reaction mechanism, overview Escherichia coli
a

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.1.99.1 beta-(benzimidazol-1-yl)-L-alanine + H2O reaction via aldimine intermediate, high activity with wild-type enzyme and mutant H463F Escherichia coli ?
-
 ?
4.1.99.1 beta-(benzimidazol-1-yl)-L-alanine + H2O reaction via aldimine intermediate, high activity with wild-type enzyme and mutant H463F Escherichia coli JM109 ?
-
 ?
4.1.99.1 L-tryptophan + H2O
-
 Escherichia coli indole + pyruvate + NH3
-
 ?
4.1.99.1 L-tryptophan + H2O
-
 Escherichia coli JM109 indole + pyruvate + NH3
-
 ?

Subunits

EC Number Subunits Comment Organism
4.1.99.1 ? x * 52000, wild-type enzyme, SDS-PAGE Escherichia coli

Synonyms

EC Number Synonyms Comment Organism
4.1.99.1 TIL
-
 Escherichia coli
4.1.99.1 tryptophan indole lyase
-
 Escherichia coli

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
4.1.99.1 25
-
 assay at Escherichia coli

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
4.1.99.1 0.22
-
 beta-(benzimidazol-1-yl)-L-alanine mutant H463F, pH 8.0, 25°C Escherichia coli
4.1.99.1 4
-
 L-tryptophan wild-type enzyme, pH 8.0, 25°C Escherichia coli
4.1.99.1 5.6
-
 beta-(benzimidazol-1-yl)-L-alanine wild-type enzyme, pH 8.0, 25°C Escherichia coli

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
4.1.99.1 8
-
 assay at Escherichia coli

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
4.1.99.1 0.0134
-
 2-amino-4-(benzimidazol-1-yl)butyric acid wild-type enzyme, pH 8.0, 25°C Escherichia coli
4.1.99.1 0.3
-
 beta-(benzimidazol-1-yl)-L-alanine wild-type enzyme, pH 8.0, 25°C Escherichia coli
4.1.99.1 0.6
-
 2-amino-5-(benzimidazol-1-yl)pentanoic acid above, wild-type enzyme, pH 8.0, 25°C Escherichia coli

General Information

EC Number General Information Comment Organism
4.1.99.1 physiological function tryptophan indole lyase produces indole from L-tryptophan, indole is a signaling molecule in bacteria, affecting biofilm formation, pathogenicity and antibiotic resistance Escherichia coli

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
4.1.99.1 9.3
-
 beta-(benzimidazol-1-yl)-L-alanine mutant H463F, pH 8.0, 25°C Escherichia coli
4.1.99.1 18.67
-
 beta-(benzimidazol-1-yl)-L-alanine wild-type enzyme, pH 8.0, 25°C Escherichia coli
4.1.99.1 27
-
 L-tryptophan wild-type enzyme, pH 8.0, 25°C Escherichia coli