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Literature summary for 4.1.99.1 extracted from

  • Do, Q.T.; Nguyen, G.T.; Celis, V.; Phillips, R.S.
    Inhibition of Escherichia coli tryptophan indole-lyase by tryptophan homologues (2014), Arch. Biochem. Biophys., 560, 20-26 .
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
recombinant enzyme expression in Escherichia coli strain JM101 Escherichia coli

Inhibitors

Inhibitors Comment Organism Structure
(S)-4-(benzimidazol-1-yl)-2-aminobutanoic acid
-
Escherichia coli
2,3-dihydro-L-tryptophan
-
Escherichia coli
2-oxindolyl-L-alanine
-
Escherichia coli
L-bishomotryptophan potent inhibitor, formation of an external aldimine. The compound is a selective inhibitor and is a potential lead for the development of antibacterials Escherichia coli
L-homotryptophan a moderate competitive inhibitor, formation of an external aldimine and quinonoid Escherichia coli
L-tryptophan weak substrate inhibition Escherichia coli
additional information design, synthesis, and evaluation of homotryptophan analogues as possible mechanism-based inhibitors for Escherichia coli tryptophan indole-lyase, overview. As a quinonoid structure is an intermediate in the reaction mechanism of TIL, homologation of the physiological substrate, L-Trp, might provide analogues resembling the transition state for beta-elimination, and potentially inhibit the enzyme. Kinetics show that formation of a quinonoid complex is not required for strong inhibition 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
-
?

Organism

Organism UniProt Comment Textmining
Escherichia coli P0A853
-
-

Purification (Commentary)

Purification (Comment) Organism
recombinant enzyme from Escherichia coli strain JM101 Escherichia coli

Reaction

Reaction Comment Organism Reaction ID
L-tryptophan + H2O = indole + pyruvate + NH3 proposed mechanism of tryptophan indole-lyase, overview Escherichia coli

Substrates and Products (Substrate)

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

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

pH Optimum

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

Cofactor

Cofactor Comment Organism Structure
pyridoxal 5'-phosphate dependent on Escherichia coli

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
additional information
-
additional information pre-steady-state inhibition kinetics, rapid-scanning stopped-flow experiments Escherichia coli
0.002
-
2,3-dihydro-L-tryptophan pH 8.0, 25°C, recombinant enzyme Escherichia coli
0.0047
-
L-bishomotryptophan pH 8.0, 25°C, recombinant enzyme Escherichia coli
0.005
-
2-oxindolyl-L-alanine pH 8.0, 25°C, recombinant enzyme Escherichia coli
0.013
-
(S)-4-(benzimidazol-1-yl)-2-aminobutanoic acid pH 8.0, 25°C, recombinant enzyme Escherichia coli
0.067
-
L-homotryptophan pH 8.0, 25°C, recombinant enzyme Escherichia coli
0.2
-
L-tryptophan pH 8.0, 25°C, recombinant enzyme Escherichia coli