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EC 1.14.19.58 Details
show Brenda entryEC number
1.14.19.58
Accepted name
tryptophan 5-halogenase
Reaction
L-tryptophan + FADH2 + chloride + O2 + H+ = 5-chloro-L-tryptophan + FAD + 2 H2O
Other name(s)
pyrH (gene name)
Systematic name
L-tryptophan:FADH2 oxidoreductase (5-halogenating)
Comment
A flavin-dependent halogenase. The enzyme from the bacterium Streptomyces rugosporus catalyses 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, tryptophan 6-halogenase and EC 1.14.19.9, tryptophan 7-halogenase.
History
created 2018
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1 Oxidoreductases
1.1 Acting on the CH-OH group of donors
1.14.1.2 created 1965, deleted 1972 1.14.1.4 created 1965, deleted 1972 1.14.1.5 created 1965, deleted 1972 1.14.1.7 created 1965, deleted 1972 1.14.1.8 created 1965, deleted 1972 1.14.1.9 created 1965, deleted 1972 1.14.1.10 created 1965, deleted 1972 1.14.1.11 created 1965, deleted 1972
