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The Single‐Component Flavin Reductase/Flavin‐Dependent Halogenase AetF is a Versatile Catalyst for Selective Bromination and Iodination of Arenes and Olefins**
Open accessPublished version of a preprint
Abstract
Flavin‐dependent halogenases (FDHs) natively catalyze selective halogenation of electron rich aromatic and enolate groups. Nearly all FDHs reported to date require a separate flavin reductase to supply them with FADH 2 , which complicates biocatalysis applications. In this study, we establish that the single component flavin reductase/flavin dependent halogenase AetF catalyzes halogenation of a diverse set of substrates using a commercially available glucose dehydrogenase to drive its halogenase activity. High site selectivity, activity on relatively unactivated substrates, and high enantioselectivity for atroposelective bromination and bromolactonization was demonstrated. Site‐selective iodination and enantioselective cycloiodoetherification was also possible using AetF. The substrate and reaction scope of AetF suggest that it has the potential to greatly improve the utility of biocatalytic halogenation.
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Highly accurate protein structure prediction with AlphaFold
Jumper, J., Evans, R., Pritzel, A., Green, T., Figurnov, M., Ronneberger, O., Tunyasuvunakool, K., Bates, R., Žídek, A., Potapenko, A., et al. (2021) · Nature · doi:10.1038/s41586-021-03819-2 · Cited by 43,764
Snodgrass, H. M., Mondal, D., & Lewis, J. C. (2022) · Journal of the American Chemical Society · doi:10.1021/jacs.2c07422 · Cited by 61
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Metadata
- Authors
- Jiang, Y., Snodgrass, H. M., Zubi, Y. S., Roof, C. V., Guan, Y., Mondal, D., Honeycutt, N. H., Lee, J. W., Lewis, R. D., Martinez, C. A., & Lewis, J. C.
- Affiliations
- Indiana University Bloomington (US)
- Pfizer (United States) (US)
- Corresponding author
- Lewis, Jared C.
- ORCID
- Venue
- Angewandte Chemie International Edition
- Publisher
- Wiley
- Published
- 2022-11-22
- Volume
- 61
- Issue
- 51
- Pages
- e202214610-e202214610
- ISSN
- 1433-7851 (ISSN-L)
- 1521-3773
- PMC
- PMC9772203
- OpenAlex
- W4307230595
- Cited by
- 44
- References
- 2
- Citations by year
- 2026: 6 · 2025: 14 · 2024: 15 · 2023: 8 · 2022: 1
- FWCI
- 3.10
- Type
- journal article
- Language
- en
- Open access
- hybrid
- doi.org
- Licence
- Locations
- Angewandte Chemie International Edition (publishedVersion, cc-by-nc-nd)
- ChemRxiv (acceptedVersion, cc-by-nc-nd)
- PubMed Central (publishedVersion, cc-by-nc-nd)
- PubMed (publishedVersion)
- Funders
- National Institute of General Medical Sciences (R01GM115665)
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Enzyme Catalysis and Immobilization
- Physical Sciences › Chemistry › Inorganic Chemistry › Vanadium and Halogenation Chemistry
- Physical Sciences › Chemistry › Organic Chemistry › Oxidative Organic Chemistry Reactions
- Keywords
- flavin-dependent halogenases, flavin reductase, selective bromination, selective iodination, glucose dehydrogenase, bromolactonization
- MeSH terms
- Alkenes, Flavins, Oxidoreductases, Halogenation, Biocatalysis
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