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ENZYME entry: EC 1.14.19.58

Accepted Name
tryptophan 5-halogenase.
Reaction catalysed
chloride + FADH2 + L-tryptophan + O2 <=> 5-chloro-L-tryptophan + FAD + 2 H2O
Comment(s)
  • 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 FADH2 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 1.14.19.59 and EC 1.14.19.9.
Cross-references
BRENDA1.14.19.58
EC2PDB1.14.19.58
ExplorEnz1.14.19.58
PRIAM enzyme-specific profiles1.14.19.58
KEGG Ligand Database for Enzyme Nomenclature1.14.19.58
IUBMB Enzyme Nomenclature1.14.19.58
IntEnz1.14.19.58
MEDLINEFind literature relating to 1.14.19.58
MetaCyc1.14.19.58
Rhea expert-curated reactions1.14.19.58

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