A flavin-dependent halogenase from metagenomic analysis prefers bromination over chlorination
Neubauer P, Widmann C, Wibberg D, Schröder L, Frese M, Kottke T, Kalinowski J, Niemann H, Sewald N (2018)
PLoS ONE 13(5): e0196797.
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Flavin-dependent halogenases catalyse halogenation of aromatic compounds. In most cases, this reaction proceeds with high regioselectivity and requires only the presence of FADH2, oxygen, and halide salts. Since marine habitats contain high concentrations of halides, organisms populating the oceans might be valuable sources of yet undiscovered halogenases. A new Hidden-Markov-Model (HMM) based on the PFAM tryptophan halogenase model was used for the analysis of marine metagenomes. Eleven metagenomes were screened leading to the identification of 254 complete or partial putative flavin-dependent halogenase genes. One predicted halogenase gene (brvH) was selected, codon optimised for E. coli, and overexpressed. Substrate screening revealed that this enzyme represents an active flavin-dependent halogenase able to convert indole to 3-bromoindole. Remarkably, bromination prevails also in a large excess of chloride. The BrvH crystal structure is very similar to that of tryptophan halogenases but reveals a substrate binding site that is open to the solvent instead of being covered by a loop.
Erscheinungsjahr
2018
Zeitschriftentitel
PLoS ONE
Band
13
Ausgabe
5
Art.-Nr.
e0196797
Urheberrecht / Lizenzen
ISSN
1932-6203
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Open-Access-Publikationskosten wurden durch die Deutsche Forschungsgemeinschaft und die Universität Bielefeld gefördert.
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Neubauer P, Widmann C, Wibberg D, et al. A flavin-dependent halogenase from metagenomic analysis prefers bromination over chlorination. PLoS ONE. 2018;13(5): e0196797.
Neubauer, P., Widmann, C., Wibberg, D., Schröder, L., Frese, M., Kottke, T., Kalinowski, J., et al. (2018). A flavin-dependent halogenase from metagenomic analysis prefers bromination over chlorination. PLoS ONE, 13(5), e0196797. https://doi.org/10.1371/journal.pone.0196797
Neubauer, Pia, Widmann, Christiane, Wibberg, Daniel, Schröder, Lea, Frese, Marcel, Kottke, Tilman, Kalinowski, Jörn, Niemann, Hartmut, and Sewald, Norbert. 2018. “A flavin-dependent halogenase from metagenomic analysis prefers bromination over chlorination”. PLoS ONE 13 (5): e0196797.
Neubauer, P., Widmann, C., Wibberg, D., Schröder, L., Frese, M., Kottke, T., Kalinowski, J., Niemann, H., and Sewald, N. (2018). A flavin-dependent halogenase from metagenomic analysis prefers bromination over chlorination. PLoS ONE 13:e0196797.
Neubauer, P., et al., 2018. A flavin-dependent halogenase from metagenomic analysis prefers bromination over chlorination. PLoS ONE, 13(5): e0196797.
P. Neubauer, et al., “A flavin-dependent halogenase from metagenomic analysis prefers bromination over chlorination”, PLoS ONE, vol. 13, 2018, : e0196797.
Neubauer, P., Widmann, C., Wibberg, D., Schröder, L., Frese, M., Kottke, T., Kalinowski, J., Niemann, H., Sewald, N.: A flavin-dependent halogenase from metagenomic analysis prefers bromination over chlorination. PLoS ONE. 13, : e0196797 (2018).
Neubauer, Pia, Widmann, Christiane, Wibberg, Daniel, Schröder, Lea, Frese, Marcel, Kottke, Tilman, Kalinowski, Jörn, Niemann, Hartmut, and Sewald, Norbert. “A flavin-dependent halogenase from metagenomic analysis prefers bromination over chlorination”. PLoS ONE 13.5 (2018): e0196797.
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PMID: 23828427
Two Flavoenzymes Catalyze the Post-Translational Generation of 5-Chlorotryptophan and 2-Aminovinyl-Cysteine during NAI-107 Biosynthesis.
Ortega MA, Cogan DP, Mukherjee S, Garg N, Li B, Thibodeaux GN, Maffioli SI, Donadio S, Sosio M, Escano J, Smith L, Nair SK, van der Donk WA., ACS Chem. Biol. 12(2), 2017
PMID: 28032983
Ortega MA, Cogan DP, Mukherjee S, Garg N, Li B, Thibodeaux GN, Maffioli SI, Donadio S, Sosio M, Escano J, Smith L, Nair SK, van der Donk WA., ACS Chem. Biol. 12(2), 2017
PMID: 28032983
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