Biosynthesis of Arcyriaflavin F from Streptomyces venezuelae ATCC 10712
Abstract: Indolocarbazoles are natural products with a broad spectrum of bioactivity. A distinct feature of indolocarbazole biosynthesis is the modification of the indole and maleimide rings by regioselective tailoring enzymes. Here, we study a new indolocarbazole variant, which is encoded by the acfXODCP genes from Streptomyces venezuelae ATCC 10712. We characterise the pathway by expressing the acfXODCP genes in Streptomyces coelicolor, which led to the production of a C‐5/C‐5’‐dihydroxylated indolocarbazole, which we assign as arcyriaflavin F. We also show that a flavin‐dependent monooxygenase AcfX catalyses the C‐5/C‐5’ dihydroxylation of the unsubstituted arcyriaflavin A into arcyriaflavin F. Interestingly, AcfX shares homology to EspX from erdasporine A biosynthesis, which instead catalyses a single C‐6 indolocarbazole hydroxylation. In summary, we report a new indolocarbazole biosynthetic pathway and a regioselective C‐5 indole ring tailoring enzyme AcfX.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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Biosynthesis of Arcyriaflavin F from Streptomyces venezuelae ATCC 10712 ; volume:25 ; number:20 ; year:2024 ; extent:7
ChemBioChem ; 25, Heft 20 (2024) (gesamt 7)
- Creator
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Lai, Hung‐En
Kennedy, Agata
Tanner, Lewis
Bartram, Emma A.
Mei Chee, Soo
Freemont, Paul
Moore, Simon J.
- DOI
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10.1002/cbic.202400357
- URN
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urn:nbn:de:101:1-2410161447144.786140787961
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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15.08.2025, 7:30 AM CEST
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Associated
- Lai, Hung‐En
- Kennedy, Agata
- Tanner, Lewis
- Bartram, Emma A.
- Mei Chee, Soo
- Freemont, Paul
- Moore, Simon J.
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RosB from Streptomyces davawensis is the key enzyme of roseoflavin biosynthesis
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Isolation and biosynthesis of daturamycins from Streptomyces sp. KIB-H1544
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