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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
1.14.99.5 created 1972, modified 1986, modified 2000, deleted 2000 1.14.99.6 created 1972, modified 2000, deleted 2000 1.14.99.8 created 1972, deleted 1984 1.14.99.13 created 1972, deleted 1984 1.14.99.16 created 1972, deleted 2002 1.14.99.17 created 1972, deleted 1976 1.14.99.18 created 1976, modified 1999, deleted 2003 1.14.99.25 created 1986, deleted 2000
