Lai, Hung‐En, Kennedy, Agata, Tanner, Lewis, Bartram, Emma A., Mei Chee, Soo, Freemont, Paul S., Moore, Simon J. (2024) Biosynthesis of Arcyriaflavin F from Streptomyces venezuelae ATCC 10712. ChemBioChem, . ISSN 1439-7633. (doi:10.1002/cbic.202400357) (KAR id:107354)
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Official URL: https://doi.org/10.1002/cbic.202400357 |
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.
Item Type: | Article |
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DOI/Identification number: | 10.1002/cbic.202400357 |
Uncontrolled keywords: | Arcyriaflavin, Streptomyces, synthetic biology, biosynthetic gene cluster, indolocarbazole |
Subjects: |
Q Science Q Science > QD Chemistry |
Divisions: | Divisions > Division of Natural Sciences > Biosciences |
Funders: |
Engineering and Physical Sciences Research Council (https://ror.org/0439y7842)
Leverhulme Trust (https://ror.org/012mzw131) Biotechnology and Biological Sciences Research Council (https://ror.org/00cwqg982) |
SWORD Depositor: | JISC Publications Router |
Depositing User: | JISC Publications Router |
Date Deposited: | 27 Sep 2024 13:30 UTC |
Last Modified: | 30 Sep 2024 15:34 UTC |
Resource URI: | https://kar.kent.ac.uk/id/eprint/107354 (The current URI for this page, for reference purposes) |
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