ArticleNature communications2018
Novofumigatonin biosynthesis involves a non-heme iron-dependent endoperoxide isomerase for orthoester formation.
Article in Nature communications, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 32 papers.
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32 citing papers in PubMed, 114 citations in OpenAlex.
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- Talaroterpenoids A-F: Six NewMarine drugs · 2024Article
- Evolution of a Strategy for the Unified, Asymmetric Total Syntheses of DMOA-Derived Spiromeroterpenoids.The Journal of organic chemistry · 2024Review
- Discovery of fungal onoceroid triterpenoids through domainless enzyme-targeted global genome mining.Nature communications · 2024Article
- Global genome mining-driven discovery of an unusual biosynthetic logic for fungal polyketide-terpenoid hybrids.Chemical science · 2024Article
- Genomics-driven derivatization of the bioactive fungal sesterterpenoid variecolin: Creation of an unnatural analogue with improved anticancer properties.Acta pharmaceutica Sinica. B · 2024Article
- Recent developments in the engineered biosynthesis of fungal meroterpenoids.Beilstein journal of organic chemistry · 2024Review
- Correspondence on "Structural Insight into the Catalytic Mechanism of the Endoperoxide Synthase FtmOx1".Angewandte Chemie (International ed. in English) · 2023Article
- Orthoester formation in fungal meroterpenoid austalide F biosynthesis.Philosophical transactions of the Royal Society of London. Series B, Biological sciences · 2023Article
- Late-stage cascade of oxidation reactions during the biosynthesis of oxalicine B inActa pharmaceutica Sinica. B · 2023Article
- Discovery of branching meroterpenoid biosynthetic pathways inChemical science · 2022Article
- Dissecting the Mechanism of the Nonheme Iron Endoperoxidase FtmOx1 Using Substrate Analogues.JACS Au · 2022Article
- Unified, Asymmetric Total Synthesis of the Asnovolins and Related Spiromeroterpenoids: A Fragment Coupling Approach.Journal of the American Chemical Society · 2022Article
- Use of Noncanonical Tyrosine Analogues to Probe Control of Radical Intermediates during Endoperoxide Installation by Verruculogen Synthase (FtmOx1).ACS catalysis · 2022Article
- CRISPR/Cas9-Based Genome Editing and Its Application inJournal of fungi (Basel, Switzerland) · 2022Review
- Article
- New Trends and Future Opportunities in the Enzymatic Formation of C-C, C-N, and C-O bonds.Chembiochem : a European journal of chemical biology · 2022Review
- Branching and converging pathways in fungal natural product biosynthesis.Fungal biology and biotechnology · 2022Review
- In silico analyses of maleidride biosynthetic gene clusters.Fungal biology and biotechnology · 2022Article
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Authors and funding
11 authors at 3 institutions in 3 countries.
Funding
Abstract
Novofumigatonin (1), isolated from the fungus Aspergillus novofumigatus, is a heavily oxygenated meroterpenoid containing a unique orthoester moiety. Despite the wide distribution of orthoesters in nature and their biological importance, little is known about the biogenesis of orthoesters. Here we show the elucidation of the biosynthetic pathway of 1 and the identification of key enzymes for the orthoester formation by a series of CRISPR-Cas9-based gene-deletion experiments and in vivo and in vitro reconstitutions of the biosynthesis. The novofumigatonin pathway involves endoperoxy compounds as key precursors for the orthoester synthesis, in which the Fe(II)/α-ketoglutarate-dependent enzyme NvfI performs the endoperoxidation. NvfE, the enzyme catalyzing the orthoester synthesis, is an Fe(II)-dependent, but cosubstrate-free, endoperoxide isomerase, despite the fact that NvfE shares sequence homology with the known Fe(II)/α-ketoglutarate-dependent dioxygenases. NvfE thus belongs to a class of enzymes that gained an isomerase activity by losing the α-ketoglutarate-binding ability.
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