Enzymatic Reconstitution and Biosynthetic Investigation of the Bacterial Carbazole Neocarazostatin A

Tricyclic carbazole is an important scaffold in many naturally occurring metabolites, as well as valuable building blocks. Here we report the reconstitution of the ring A formation of the bacterial neocarazostatin A carbazole metabolite. We provide evidence of the involvement of two unusual aromatic...

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Veröffentlicht in:Journal of organic chemistry 2019-12, Vol.84 (24), p.16323-16328
Hauptverfasser: Liu, Yating, Su, Li, Fang, Qing, Tabudravu, Jioji, Yang, Xiaohui, Rickaby, Kirstie, Trembleau, Laurent, Kyeremeh, Kwaku, Deng, Zixin, Deng, Hai, Yu, Yi
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Sprache:eng
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Zusammenfassung:Tricyclic carbazole is an important scaffold in many naturally occurring metabolites, as well as valuable building blocks. Here we report the reconstitution of the ring A formation of the bacterial neocarazostatin A carbazole metabolite. We provide evidence of the involvement of two unusual aromatic polyketide proteins. This finding suggests how new enzymatic activities can be recruited to specific pathways to expand biosynthetic capacities. Finally, we leveraged our bioinformatics survey to identify the untapped capacity of carbazole biosynthesis.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.9b02688