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Literature summary extracted from

  • Frese, M.; Guzowska, P.; Voss, H.; Sewald, N.
    Regioselective enzymatic halogenation of substituted tryptophan derivatives using the FAD-dependent halogenase RebH (2014), ChemCatChem, 6, 1270-1276 .
No PubMed abstract available

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.14.19.9 gene RebH, recombinant expression of His-tagged enzyme in Escherichia coli strain BL21(DE3) 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 + chloride + O2 + H+ Lentzea aerocolonigenes
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 7-chloro-L-tryptophan + FAD + 2 H2O
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.14.19.9 Lentzea aerocolonigenes Q8KHZ8
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.14.19.9 recombinant His-tagged enzyme from Escherichia coli strain BL21(DE3) by immobilized metal affinity chromatography Lentzea aerocolonigenes

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.19.9 5-amino-L-tryptophan + FADH2 + chloride + O2 + H+
-
 Lentzea aerocolonigenes 7-chloro-5-amino-L-tryptophan + FAD + 2 H2O
-
 ?
1.14.19.9 5-bromo-L-tryptophan + FADH2 + chloride + O2 + H+
-
 Lentzea aerocolonigenes 7-chloro-5-bromo-L-tryptophan + FAD + 2 H2O
-
 ?
1.14.19.9 5-fluoro-L-tryptophan + FADH2 + chloride + O2 + H+
-
 Lentzea aerocolonigenes 7-chloro-5-fluoro-L-tryptophan + FAD + 2 H2O
-
 ?
1.14.19.9 5-hydroxy-L-tryptophan + FADH2 + chloride + O2 + H+
-
 Lentzea aerocolonigenes 7-chloro-5-hydroxy-L-tryptophan + FAD + 2 H2O
-
 ?
1.14.19.9 5-methyl-L-tryptophan + FADH2 + chloride + O2 + H+
-
 Lentzea aerocolonigenes 7-chloro-5-methyl-L-tryptophan + FAD + 2 H2O
-
 ?
1.14.19.9 L-tryptophan + FADH2 + chloride + O2 + H+
-
 Lentzea aerocolonigenes 7-chloro-L-tryptophan + FAD + 2 H2O
-
 ?
1.14.19.9 additional information a combination of tryptophan synthase from Salmonella enterica and tryptophan-7-halogenase RebH from Lechevalieria aerocolonigenes for the regioselective halogenation of substituted tryptophan derivatives. An array of C5- and C6-substituted tryptophan derivatives is synthesized and 7-halogenated by RebH. Halogenation products of tryptophan derivatives by RebH, overview. Halogenation occurs in many cases preferably in the electronically unfavored C7 position, even in presence of deactivating ortho/para-directing groups like 5-fluoro Lentzea aerocolonigenes ?
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 ?

Synonyms

EC Number Synonyms Comment Organism
1.14.19.9 FAD-dependent halogenase
-
 Lentzea aerocolonigenes
1.14.19.9 L-tryptophan-7-halogenase
-
 Lentzea aerocolonigenes
1.14.19.9 RebH
-
 Lentzea aerocolonigenes
1.14.19.9 Trp halogenase
-
 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

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.14.19.9 7.4
-
 assay at Lentzea aerocolonigenes

Cofactor

EC Number Cofactor Comment Organism Structure
1.14.19.9 FAD
-
 Lentzea aerocolonigenes