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ENZYME entry: EC

Accepted Name
Tryptophan 5-halogenase.
Reaction catalysed
L-tryptophan + FADH(2) + chloride + O(2) + H(+) <=> 5-chloro-L-tryptophan + FAD + 2 H(2)O
  • A flavin-dependent halogenase.
  • The enzyme from the bacterium Streptomyces rugosporus catalyzes halogenation of the C-5 position of tryptophan during the biosynthesis of the antibiotic compound pyrroindomycin B.
  • It utilizes molecular oxygen to oxidize the FADH(2) cofactor, giving C4a-hydroperoxyflavin, which then reacts with chloride to produce a hypochlorite ion.
  • The latter reacts with an active site lysine to generate a chloramine, which chlorinates the substrate.
  • cf. EC and EC
PRIAM enzyme-specific profiles1.14.19.58
KEGG Ligand Database for Enzyme Nomenclature1.14.19.58
IUBMB Enzyme Nomenclature1.14.19.58
MEDLINEFind literature relating to
Rhea expert-curated reactions1.14.19.58

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