AoiQ Catalyzes Geminal Dichlorination of 1,3-Diketone Natural Products

AoiQ Catalyzes Geminal Dichlorination of 1,3-Diketone Natural Products

Enzymes that can perform halogenation of aliphatic carbons are of significant interest to the synthetic and biocatalysis communities. Here we describe the characterization of AoiQ, a single-component flavin-dependent halogenase (FDH) that catalyzes gem-dichlorination of 1,3-diketone substrates in th...

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Veröffentlicht in:Journal of the American Chemical Society 2021-05, Vol.143 (19), p.7267-7271
Hauptverfasser: Liu, Mengting, Ohashi, Masao, Hung, Yiu-Sun, Scherlach, Kirstin, Watanabe, Kenji, Hertweck, Christian, Tang, Yi
Format: Artikel
Sprache:eng
Schlagworte:
Biological Products - chemistry
Biological Products - metabolism
Flavins - chemistry
Flavins - metabolism
Halogenation
Ketones - chemistry
Ketones - metabolism
Molecular Conformation
Oxidoreductases - chemistry
Oxidoreductases - metabolism
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Zusammenfassung:Enzymes that can perform halogenation of aliphatic carbons are of significant interest to the synthetic and biocatalysis communities. Here we describe the characterization of AoiQ, a single-component flavin-dependent halogenase (FDH) that catalyzes gem-dichlorination of 1,3-diketone substrates in the biosynthesis of dichlorodiaporthin. AoiQ represents the first biochemically reconstituted FDH that can halogenate an enolizable sp3-hybridized carbon atom.
ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.1c02868