Ligand 7-chloro-L-tryptophan
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Basic Ligand Information
Molecular Structure
C11H11ClN2O2
7-chloro-L-tryptophan
DMQFGLHRDFQKNR-VIFPVBQESA-N
7-chloro-tryptophan, 7-chlorotryptophan
Roles as Enzyme Ligand
In Vivo Substrate in Enzyme-catalyzed Reactions (4 results)
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7-chloro-L-tryptophan + FADH2 + chloride + O2 + H+ = 6,7-dichloro-L-tryptophan + FAD + 2 H2O
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7-chloro-L-tryptophan + FADH2 + Cl- + O2 + H+ = 6,7-dichloro-L-tryptophan + FAD + 2 H2O
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7-chloroindole-3-pyruvic acid + 7-chlorotryptophan + O2 = 11,11'-dichlorochromopyrrolic acid + NH3 + H2O
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7-chloro-L-tryptophan + O2 = 2-imino-3-(7-chloroindol-3-yl)propanoate + H2O2
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In Vivo Product in Enzyme-catalyzed Reactions (8 results)
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L-tryptophan + FADH2 + chloride + O2 + H+ = 7-chloro-L-tryptophan + FAD + 2 H2O
L-tryptophan + FADH2 + Cl- + O2 + H+ = 7-chloro-L-tryptophan + FAD + H2O
L-tryptophan + FADH2 + Cl- + O2 = 7-chloro-L-tryptophan + FAD + H2O
tryptophan + FADH2 + chloride + O2 + H+ = 7-chloro-L-tryptophan + FAD + 2 H2O
tryptophan + FADH2 + Cl- + O2 + H+ = 7-chloro-L-tryptophan + FAD + 2 H2O
tryptophan + FADH2 + Cl- + O2 + H+ = 7-chloro-L-tryptophan + FAD + H2O
tryptophan + FADH2 + Cl- + O2 + H+ = 7-chloro-tryptophan + FAD + H2O
tryptophan + FADH2 + O2 + Cl- + H+ = 7-chlorotryptophan + FAD + H2O
Substrate in Enzyme-catalyzed Reactions (4 results)
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7-chloro-L-tryptophan + FADH2 + chloride + O2 + H+ = 6,7-dichloro-L-tryptophan + FAD + 2 H2O
-
7-chloro-L-tryptophan + FADH2 + Cl- + O2 + H+ = 6,7-dichloro-L-tryptophan + FAD + 2 H2O
-
7-chloroindole-3-pyruvic acid + 7-chlorotryptophan + O2 = 11,11'-dichlorochromopyrrolic acid + NH3 + H2O
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7-chloro-L-tryptophan + O2 = 2-imino-3-(7-chloroindol-3-yl)propanoate + H2O2
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Product in Enzyme-catalyzed Reactions (9 results)
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L-tryptophan + FADH2 + chloride + O2 + H+ = 7-chloro-L-tryptophan + FAD + 2 H2O
L-tryptophan + FADH2 + Cl- + O2 + H+ = 7-chloro-L-tryptophan + FAD + H2O
L-tryptophan + FADH2 + Cl- + O2 = 7-chloro-L-tryptophan + FAD + H2O
tryptophan + FADH2 + chloride + O2 + H+ = 7-chloro-L-tryptophan + FAD + 2 H2O
tryptophan + FADH2 + Cl- + O2 + H+ = 7-chloro-L-tryptophan + FAD + 2 H2O
tryptophan + FADH2 + Cl- + O2 + H+ = 7-chloro-L-tryptophan + FAD + H2O
tryptophan + FADH2 + Cl- + O2 + H+ = 7-chloro-tryptophan + FAD + H2O
tryptophan + FADH2 + O2 + Cl- + H+ = 7-chlorotryptophan + FAD + H2O
L-serine + 7-chloroindole = 7-chlorotryptophan + H2O
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3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)
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Enzyme Kinetic Parameters
kcat Value (Turnover Number) (2 results)
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KM Value (2 results)
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References & Links
Literature References (6)
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Enzymatic generation of the chromopyrrolic acid scaffold of rebeccamycin by the tandem action of RebO and RebD
2005
Howard-Jones, A.R.; Walsh, C.T.
Biochemistry
44
15652-15663
Molecular analysis of the rebeccamycin L-amino acid oxidase from Lechevalieria aerocolonigenes ATCC 39243
2005
Nishizawa, T.; Aldrich, C.C.; Sherman, D.H.
J. Bacteriol.
187
2084-2092
Characterization of the biosynthetic gene cluster of rebeccamycin from Lechevalieria aerocolonigenes ATCC 39243
2003
Onaka, H.; Taniguchi, S.; Igarashi, Y.; Furumai, T.
Biosci. Biotechnol. Biochem.
67
127-138
Tandem action of the O2- and FADH2-dependent halogenases KtzQ and KtzR produce 6,7-dichlorotryptophan for kutzneride assembly
2008
Heemstra, J.R. Jr.; Walsh, C.T.
J. Am. Chem. Soc.
130
14024-14025
Evidence for catalytic intermediates involved in generating the chromopyrrolic acid scaffold of rebeccamycin by RebO and RebD
2015
Spolitak, T.; Ballou, D.P.
Arch. Biochem. Biophys.
573
111-119
Recombinant flavin-dependent halogenases are functional in tobacco chloroplasts without co-expression of flavin reductase genes
2016
Fraebel, S.; Krischke, M.; Staniek, A.; Warzecha, H.
Biotechnol. J.
11
1586-1594
Links to other databases for 7-chloro-L-tryptophan
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