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1.14.19.9: tryptophan 7-halogenase

This is an abbreviated version!
For detailed information about tryptophan 7-halogenase, go to the full flat file.

Word Map on EC 1.14.19.9

Reaction

tryptophan
+
FADH2
+
chloride
+
O2
+
H+
=
7-chloro-L-tryptophan
+
FAD
+ 2 H2O

Synonyms

EC 1.14.14.7, FAD-dependent halogenase, flavin-dependent halogenase, flavin-dependent tryptophan halogenase, halogenase, KtzQ, L-tryptophan-7-halogenase, PrnA, RebH, Trp 7-hal, Trp halogenase, Trp-7-Hal, Trp-7-halogenase

ECTree

     1 Oxidoreductases
         1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
             1.14.19 With oxidation of a pair of donors resulting in the reduction of O2 to two molecules of water
                1.14.19.9 tryptophan 7-halogenase

Systematic Name

Systematic Name on EC 1.14.19.9 - tryptophan 7-halogenase

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SYSTEMATIC NAME
IUBMB Comments
L-tryptophan:FADH2 oxidoreductase (7-halogenating)
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.