Gene Cluster Activation in a Bacterial Symbiont Leads to Halogenated Angucyclic Maduralactomycins and Spirocyclic Actinospirols
Autor: | Christoph Steinbeck, Helmar Görls, Martin Baunach, Z. Wilhelm de Beer, Huijuan Guo, Lars Regestein, Jan W Schwitalla, Christine Beemelmanns, René Benndorf |
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Rok vydání: | 2020 |
Předmět: |
Biological Products
Halogenation ATP synthase biology Stereochemistry Organic Chemistry Actinomadura sp Actinomadura Molecular Conformation Biochemistry Polyketide chemistry.chemical_compound Biosynthesis chemistry Multigene Family Gene cluster Gene expression biology.protein Genome mining Physical and Theoretical Chemistry Polyketide Synthases Gene |
Zdroj: | Organic Letters. 22:2634-2638 |
ISSN: | 1523-7052 1523-7060 |
DOI: | 10.1021/acs.orglett.0c00601 |
Popis: | 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 13C 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. |
Databáze: | OpenAIRE |
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