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EC 1.14.19.9 Details
show Brenda entryEC number
1.14.19.9
Accepted name
tryptophan 7-halogenase
Reaction
tryptophan + FADH2 + chloride + O2 + H+ = 7-chloro-L-tryptophan + FAD + 2 H2O
Other name(s)
prnA (gene name),
rebH (gene name),
ktzQ (gene name)
Systematic name
L-tryptophan:FADH2 oxidoreductase (7-halogenating)
Comment
A flavin-dependent halogenase. The enzyme from the bacterium Lechevalieria aerocolonigenes catalyses the initial step in the biosynthesis of rebeccamycin [2]. 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. Also acts on bromide ion. cf. EC 1.14.19.58, tryptophan 5-halogenase, and EC 1.14.19.59, tryptophan 6-halogenase.
History
created 2009 as EC 1.14.14.7, transferred 2014 to EC 1.14.19.9, modified 2018
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1 Oxidoreductases
1.1 Acting on the CH-OH group of donors
1.6.4.1 created 1961, deleted 2002 1.6.4.2 created 1961, modified 1989, deleted 2002 1.6.4.3 created 1961, modified 1976, deleted 1983 1.6.4.4 created 1965, deleted 2002 1.6.4.5 created 1972, deleted 2002 1.6.4.6 created 1972, deleted 2002 1.6.4.7 created 1978, deleted 2002 1.6.4.8 created 1989, deleted 2002 1.6.4.9 created 1992, deleted 2002 1.6.4.10 created 1992, deleted 2002
