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Literature summary extracted from

  • Yeh, E.; Blasiak, L.C.; Koglin, A.; Drennan, C.L.; Walsh, C.T.
    Chlorination by a long-lived intermediate in the mechanism of flavin-dependent halogenases (2007), Biochemistry, 46, 1284-1292.
    View publication on PubMed

Crystallization (Commentary)

EC Number Crystallization (Comment) Organism
1.14.19.9 apo-enzyme or enzyme bound to FAD or L-tryptophan, X-ray diffraction structure determination and analysis at 2.08-2.3 A resolution Lentzea aerocolonigenes

Protein Variants

EC Number Protein Variants Comment Organism
1.14.19.9 K79A inactive mutant with abolished FAD binding Lentzea aerocolonigenes
1.14.19.9 K79M inactive mutant with abolished FAD binding Lentzea aerocolonigenes

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.14.19.9 additional information
-
 additional information kinetics analysis of apo-enzyme and ligand-bound enzyme Lentzea aerocolonigenes

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.19.9 L-tryptophan + FADH2 + Cl- + O2 Lentzea aerocolonigenes formation of 7-chlorotryptophan as the initial step in the biosynthesis of antitumor agent rebeccamycin 7-chloro-L-tryptophan + FAD + H2O
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.14.19.9 Lentzea aerocolonigenes
-
-
-

Reaction

EC Number Reaction Comment Organism Reaction ID
1.14.19.9 tryptophan + FADH2 + chloride + O2 + H+ = 7-chloro-L-tryptophan + FAD + 2 H2O reaction mechanism Lentzea aerocolonigenes
a

Specific Activity [micromol/min/mg]

EC Number Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
1.14.19.9 0.17
-
 4°C Lentzea aerocolonigenes
1.14.19.9 0.29
-
 25°C Lentzea aerocolonigenes

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.19.9 L-tryptophan + FADH2 + Cl- + O2 formation of 7-chlorotryptophan as the initial step in the biosynthesis of antitumor agent rebeccamycin Lentzea aerocolonigenes 7-chloro-L-tryptophan + FAD + H2O
-
 ?
1.14.19.9 L-tryptophan + FADH2 + Cl- + O2 reaction of FADH2, Cl-, and O2 in the active site, involving active site Lys79, generates the powerful oxidant HOCl, which was presumed to carry out the chlorination reaction, formation of a long-living chlorinating intermediate, which remains on the enzyme after removal of FAD and transfers chlorine to tryptophan with kinetically competent rates, substrate binding structure, overview Lentzea aerocolonigenes 7-chloro-L-tryptophan + FAD + H2O
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.14.19.9 flavin-dependent halogenase
-
 Lentzea aerocolonigenes
1.14.19.9 RebH
-
 Lentzea aerocolonigenes

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.14.19.9 25
-
 assay at Lentzea aerocolonigenes

Cofactor

EC Number Cofactor Comment Organism Structure
1.14.19.9 FAD dependent on, binding structure, overview Lentzea aerocolonigenes