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EC 1.14.19.9 Details
EC 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
EC Tree
1.14.2.1 created 1965, deleted 1972
1.14.2.2 created 1961 as EC 1.99.1.14, transferred 1965 to EC 1.14.2.2, deleted 1972