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Literature summary for 1.14.19.9 extracted from

  • Yeh, E.; Cole, L.J.; Barr, E.W.; Bollinger, J.M.; Ballou, D.P.; Walsh, C.T.
    Flavin redox chemistry precedes substrate chlorination during the reaction of the flavin-dependent halogenase RebH (2006), Biochemistry, 45, 7904-7912.
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
-
Lentzea aerocolonigenes

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
additional information
-
additional information stopped-flow analysis of flavin intermediates Lentzea aerocolonigenes

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
additional information Lentzea aerocolonigenes first step in biosynthesis of rebeccamycin ?
-
?
tryptophan + FADH2 + O2 + Cl- + H+ Lentzea aerocolonigenes initial step of rebeccamycin biosynthesis 7-chlorotryptophan + FAD + H2O
-
?

Organism

Organism UniProt Comment Textmining
Lentzea aerocolonigenes
-
-
-

Purification (Commentary)

Purification (Comment) Organism
RebH is purified by size-exclusion chromatography Lentzea aerocolonigenes

Reaction

Reaction Comment Organism Reaction ID
tryptophan + FADH2 + chloride + O2 + H+ = 7-chloro-L-tryptophan + FAD + 2 H2O FADH2 and O2 form an 4alpha-FAD-OOH intermediate that decays to 4alpha-FAD-OH. Tryptophan likely does not react directly with any flavin intermediate. Substrate chlorination occurs after completion of the flavin redox reactions Lentzea aerocolonigenes

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
additional information first step in biosynthesis of rebeccamycin Lentzea aerocolonigenes ?
-
?
tryptophan + FADH2 + O2 + Cl- + H+ initial step of rebeccamycin biosynthesis Lentzea aerocolonigenes 7-chlorotryptophan + FAD + H2O
-
?

Synonyms

Synonyms Comment Organism
halogenase
-
Lentzea aerocolonigenes
RebH
-
Lentzea aerocolonigenes

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
25
-
end-point assay for single-turnover reactions Lentzea aerocolonigenes

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.012
-
FADH2 4°C Lentzea aerocolonigenes
0.05
-
tryptophan ranges from 0.02 s-1 to 0.05 s-1 for different preparations, 25°C Lentzea aerocolonigenes
0.12
-
FADH2 25°C Lentzea aerocolonigenes

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.5
-
end-point assay for single-turnover reactions Lentzea aerocolonigenes

Cofactor

Cofactor Comment Organism Structure
FADH2
-
Lentzea aerocolonigenes