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Gene cluster activation in a bacterial symbiont leads to halogenated angucyclic maduralactomycins and spirocyclic actinospirols

  • Growth from spores activated a biosynthetic gene cluster in Actinomadura sp. RB29, resulting in the identification of two novel groups of halogenated polyketide natural products, named maduralactomycins and actinospirols. The unique tetracyclic and spirocyclic structures were assigned based on a combination of NMR analysis, chemoinformatic calculations, X-ray crystallography, and C-13 labeling studies. On the basis of HRMS2 data, genome mining, and gene expression studies, we propose an underlying noncanonical angucycline biosynthesis and extensive post-polyketide synthase (PKS) oxidative modifications.

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Author details:Huijuan GuoGND, Jan W. SchwitallaORCiD, René BenndorfORCiDGND, Martin BaunachORCiDGND, Christoph SteinbeckORCiDGND, Helmar GörlsGND, Z. Wilhelm de BeerORCiD, Lars RegesteinORCiDGND, Christine BeemelmannsORCiDGND
DOI:https://doi.org/10.1021/acs.orglett.0c00601
ISSN:1523-7060
ISSN:1523-7052
Pubmed ID:https://pubmed.ncbi.nlm.nih.gov/32193935
Title of parent work (English):Organic letters
Publisher:American Chemical Society
Place of publishing:Washington, DC
Publication type:Article
Language:English
Date of first publication:2020/03/20
Publication year:2020
Release date:2023/11/13
Volume:22
Issue:7
Number of pages:5
First page:2634
Last Page:2638
Funding institution:German Research Foundation (DFG)German Research Foundation (DFG) [BE; 4799/2-1, BE 4799/3-1, CRC1127]
Organizational units:Mathematisch-Naturwissenschaftliche Fakultät / Institut für Biochemie und Biologie
DDC classification:5 Naturwissenschaften und Mathematik / 57 Biowissenschaften; Biologie / 570 Biowissenschaften; Biologie
Peer review:Referiert
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