ArticleChembiochem : a European journal of chemical biology2019
Discovery and Elucidation of the Biosynthesis of Aspernidgulenes: Novel Polyenes from Aspergillus Nidulans by Using Serial Promoter Replacement.
Article in Chembiochem : a European journal of chemical biology, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.
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9 citing papers in PubMed, 20 citations in OpenAlex.
- Complementary Strategies to Unlock Biosynthesis Gene Clusters Encoding Secondary Metabolites in the Filamentous FungusJournal of fungi (Basel, Switzerland) · 2022Article
- How to Completely Squeeze a Fungus-Advanced Genome Mining Tools for Novel Bioactive Substances.Pharmaceutics · 2022Review
- Antibacterial diphenyl ether production induced by co-culture of Aspergillus nidulans and Aspergillus fumigatus.Applied microbiology and biotechnology · 2022Article
- Presence, Mode of Action, and Application of Pathway Specific Transcription Factors inInternational journal of molecular sciences · 2021Review
- Identification of a Novel Biosynthetic Gene Cluster inJournal of fungi (Basel, Switzerland) · 2021Article
- CRISPR-Cas9-Based Discovery of the Verrucosidin Biosynthesis Gene Cluster inFrontiers in microbiology · 2021Article
- A novel fungal gene regulation system based on inducible VPR-dCas9 and nucleosome map-guided sgRNA positioning.Applied microbiology and biotechnology · 2020Article
- In the fungus where it happens: History and future propelling Aspergillus nidulans as the archetype of natural products research.Fungal genetics and biology : FG & B · 2020Article
- Recent advances in the genome mining ofMedChemComm · 2019Review
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Authors and funding
4 authors at 1 institution in 2 countries.
Funding
Abstract
Through serial promoter exchanges, we isolated several novel polyenes, the aspernidgulenes, from Aspergillus nidulans and uncovered their succinct biosynthetic pathway involving only four enzymes. An enoyl reductase (ER)-less highly reducing polyketide synthase (HR-PKS) putatively produces a 5,6-dihydro-α-pyrone polyene, which undergoes bisepoxidation, epoxide ring opening, cyclization, and hydrolytic cleavage by three tailoring enzymes to generate aspernidgulene A1 and A2. Our findings demonstrate the prowess of fungal-tailoring enzymes to transform a polyketide scaffold concisely and efficiently into complex structures. Moreover, comparison with citreoviridin and aurovertin biosynthesis suggests that methylation of the α-pyrone hydroxy group by methyltransferase (CtvB or AurB) is the branching point at which the biosynthesis of these two classes of compounds diverge. Therefore, scanning for the presence or absence of the gatekeeping α-pyrone methyltransferase gene in homologous clusters might be a potential way to classify the product bioinformatically as belonging to methylated α-pyrone polyenes or polyenes containing rings derived from the cyclization of the unmethylated 5,6-dihydro-α-pyrone, such as 2,3-dimethyl-γ-lactone and oxabicyclo[2.2.1]heptane.
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