Tryptophan 7-halogenase

Tryptophan 7-halogenase
Identifiers
EC number 1.14.19.9
CAS number 198575-11-0
Databases
IntEnz IntEnz view
BRENDA BRENDA entry
ExPASy NiceZyme view
KEGG KEGG entry
MetaCyc metabolic pathway
PRIAM profile
PDB structures RCSB PDB PDBe PDBsum

Tryptophan 7-halogenase (EC 1.14.19.9, PrnA, RebH) is an enzyme with systematic name L-tryptophan:FADH2 oxidoreductase (7-halogenating).[1][2] This enzyme catalyses the following chemical reaction

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

In Lechevalieria aerocolonigenes the enzyme catalyses the initial step in the biosynthesis of rebeccamycin.[3]

The enzyme can use bromide ions (Br) in place of chloride (Cl).[4]

References

  1. Dong, C.; Kotzsch, A.; Dorward, M.; van Pee, K.H.; Naismith, J.H. (2004). "Crystallization and X-ray diffraction of a halogenating enzyme, tryptophan 7-halogenase, from Pseudomonas fluorescens". Acta Crystallogr. D. 60 (Pt 8): 1438–1440. doi:10.1107/S0907444904012521. PMID 15272170.
  2. Dong, C; Flecks, S; Unversucht, S; Haupt, C; Van Pée, K. H.; Naismith, J. H. (2005). "Tryptophan 7-halogenase (PrnA) structure suggests a mechanism for regioselective chlorination". Science. 309 (5744): 2216–9. doi:10.1126/science.1116510. PMC 3315827Freely accessible. PMID 16195462.
  3. Bitto, Eduard; Huang, Yu; Bingman, Craig A.; Singh, Shanteri; Thorson, Jon S.; Phillips, George N. (2007). "The structure of flavin-dependent tryptophan 7-halogenase RebH". Proteins: Structure, Function, and Bioinformatics. 70 (1): 289–293. doi:10.1002/prot.21627. ISSN 0887-3585. PMID 17876823.
  4. Yeh, E.; Garneau, S.; Walsh, C.T. (2005). "Robust in vitro activity of RebF and RebH, a two-component reductase/halogenase, generating 7-chlorotryptophan during rebeccamycin biosynthesis". Proc. Natl. Acad. Sci. USA. 102 (11): 3960–3965. doi:10.1073/pnas.0500755102. PMC 554827Freely accessible. PMID 15743914.
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