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Literature summary for 4.1.99.1 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
Search for more literature for 4.1.99.1

Protein Variants

Protein Variants Comment Organism
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

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

KM Value [mM]

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

Molecular Weight [Da]

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

Natural Substrates/ Products (Substrates)

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

Organism

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

Reaction

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

Substrates and Products (Substrate)

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

Subunits

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

Synonyms

Synonyms Comment Organism
TIL
-
 Escherichia coli
tryptophan indole lyase
-
 Escherichia coli

Temperature Optimum [°C]

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

Turnover Number [1/s]

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

pH Optimum

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

Ki Value [mM]

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

General Information

General Information Comment Organism
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]

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