ArticleAngewandte Chemie (International ed. in English)2015
Discovery and reconstitution of the cycloclavine biosynthetic pathway--enzymatic formation of a cyclopropyl group.
Article in Angewandte Chemie (International ed. in English), 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 25 papers.
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Who cites it
25 citing papers in PubMed, 73 citations in OpenAlex.
- Synthesis of Amines for Active Pharmaceutical Ingredients Using the Whole-Cell Factory Saccharomyces Cerevisae.Chembiochem : a European journal of chemical biology · 2026Review
- A Single Flavoenzyme Forges the Pentacyclic Skeleton of α-Cyclopiazonic Acid.Journal of the American Chemical Society · 2026Article
- Discovery of Noncanonical Iron and 2-Oxoglutarate Dependent Enzymes Involved in C-C and C-N Bond Formation in Biosynthetic Pathways.ACS bio & med chem Au · 2025Review
- Three-membered ring formation catalyzed by α-ketoglutarate-dependent nonheme iron enzymes.Journal of natural medicines · 2024Review
- Biosynthesis of Strained Amino Acids Through a PLP-Dependent Enzyme via Cryptic Halogenation.bioRxiv : the preprint server for biology · 2023Article
- Two Satellite Gene Clusters Enhance Ergot Alkaloid Biosynthesis Capacity of AspergillusApplied and environmental microbiology · 2023Article
- Biological studies of clavine alkaloids targeting CNS receptors.Frontiers in psychiatry · 2023Article
- Branching and converging pathways in fungal natural product biosynthesis.Fungal biology and biotechnology · 2022Review
- Reconstituting the complete biosynthesis of D-lysergic acid in yeast.Nature communications · 2022Article
- A hybrid system for the overproduction of complex ergot alkaloid chanoclavine.Frontiers in bioengineering and biotechnology · 2022Article
- Diversification of ergot alkaloids and heritable fungal symbionts in morning glories.Communications biology · 2021Article
- Selected Fungal Natural Products with Antimicrobial Properties.Molecules (Basel, Switzerland) · 2020Review
- Highly Stereoselective Synthesis of Fused Cyclopropane-γ-Lactams via Biocatalytic Iron-Catalyzed Intramolecular Cyclopropanation.ACS catalysis · 2020Article
- Deploying Microbial Synthesis for Halogenating and Diversifying Medicinal Alkaloid Scaffolds.Frontiers in bioengineering and biotechnology · 2020Review
- Chemoenzymatic Total Synthesis of Deoxy-, epi-, and Podophyllotoxin and a Biocatalytic Kinetic Resolution of Dibenzylbutyrolactones.Angewandte Chemie (International ed. in English) · 2019Article
- Ergot Alkaloid Synthesis Capacity of Penicillium camemberti.Applied and environmental microbiology · 2018Article
- A radical S-adenosyl-L-methionine enzyme and a methyltransferase catalyze cyclopropane formation in natural product biosynthesis.Nature communications · 2018Article
- Amazing Diversity in Biochemical Roles of Fe(II)/2-Oxoglutarate Oxygenases.Trends in biochemical sciences · 2018Review
- Clavine Alkaloids Gene Clusters ofGenes · 2017Review
- Ergot Alkaloids of the Family Clavicipitaceae.Phytopathology · 2017Review
Corrections and comments
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Authors and funding
11 authors at 3 institutions in 3 countries.
Funding
Abstract
The ergot alkaloids, a class of fungal-derived natural products with important biological activities, are derived from a common intermediate, chanoclavine-I, which is elaborated into a set of diverse structures. Herein we report the discovery of the biosynthetic pathway of cycloclavine, a complex ergot alkaloid containing a cyclopropyl moiety. We used a yeast-based expression platform along with in vitro biochemical experiments to identify the enzyme that catalyzes a rearrangement of the chanoclavine-I intermediate to form a cyclopropyl moiety. The resulting compound, cycloclavine, was produced in yeast at titers of >500 mg L(-1) , thus demonstrating the feasibility of the heterologous expression of these complex alkaloids.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.