ArticleNature communications2022
Discovery and characterization of a terpene biosynthetic pathway featuring a norbornene-forming Diels-Alderase.
Article in Nature communications, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
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8 citing papers in PubMed, 29 citations in OpenAlex.
- Biosynthesis of the 5-Isoxazolidinone-Containing Hexacyclic Structure of Parnafungin.Journal of the American Chemical Society · 2025Article
- Uncovering a novel biosynthetic gene cluster for sordarin through genome mining in the fungus Talaromyces adpressus.Bioresources and bioprocessing · 2025Article
- Synthetic Biology in Natural Product Biosynthesis.Chemical reviews · 2025Review
- Iminium Catalysis in Natural Diels-Alderase.Nature catalysis · 2025Article
- d-Galactose-Esterification of a Fungal Polyketide Catalyzed by a Carnitine Acyltransferase Domain.Chembiochem : a European journal of chemical biology · 2025Article
- A New Insight into the Molecular Mechanism of the Reaction between 2-Methoxyfuran and Ethyl (Molecules (Basel, Switzerland) · 2024Article
- β-Terrecyclene synthase constructs the quadrane backbone in terrecyclic acid biosynthesis.Chemical science · 2024Article
- Biosynthesis of Polycyclic Natural Products from Conjugated Polyenes via Tandem Isomerization and Pericyclic Reactions.Journal of the American Chemical Society · 2023Article
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Authors and funding
5 authors at 1 institution in 1 country.
Funding
Abstract
Pericyclases, enzymes that catalyze pericyclic reactions, form an expanding family of enzymes that have biocatalytic utility. Despite the increasing number of pericyclases discovered, the Diels-Alder cyclization between a cyclopentadiene and an olefinic dienophile to form norbornene, which is among the best-studied cycloadditions in synthetic chemistry, has surprisingly no enzymatic counterpart to date. Here we report the discovery of a pathway featuring a norbornene synthase SdnG for the biosynthesis of sordaricin-the terpene precursor of antifungal natural product sordarin. Full reconstitution of sordaricin biosynthesis reveals a concise oxidative strategy used by Nature to transform an entirely hydrocarbon precursor into the highly functionalized substrate of SdnG for intramolecular Diels-Alder cycloaddition. SdnG generates the norbornene core of sordaricin and accelerates this reaction to suppress host-mediated redox modifications of the activated dienophile. Findings from this work expand the scopes of pericyclase-catalyzed reactions and P450-mediated terpene maturation.
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