ArticleNature chemical biology2014
Calyculin biogenesis from a pyrophosphate protoxin produced by a sponge symbiont.
Article in Nature chemical biology, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 51 papers.
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Who cites it
51 citing papers in PubMed, 139 citations in OpenAlex.
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- Oxazole-Based Molecules: Recent Advances on Biological Activities.Current topics in medicinal chemistry · 2026Review
- Discovery, biosynthesis, and bioactivities of peptidic natural products from marine sponges and sponge-associated bacteria.Natural product reports · 2025Review
- Structural and dynamic roles of tandem acyl carrier proteins in aryl polyene biosynthesis in carbapenem-resistant Acinetobacter baumannii.Protein science : a publication of the Protein Society · 2025Article
- Jaspamide/Jasplakinolide Is Synthesized byJournal of natural products · 2025Article
- Microbial communities associated with marine sponges from diverse geographic locations harbor biosynthetic novelty.Applied and environmental microbiology · 2024Article
- Primed for Discovery.Biochemistry · 2024Review
- Exploring the secrets of marine microorganisms: Unveiling secondary metabolites through metagenomics.Microbial biotechnology · 2024Review
- Evolutionary relevance of metabolite production in relation to marine sponge bacteria symbiont.Applied microbiology and biotechnology · 2023Article
- Distribution and diversity of 'Tectomicrobia', a deep-branching uncultivated bacterial lineage harboring rich producers of bioactive metabolites.ISME communications · 2023Article
- Impact of Marine Chemical Ecology Research on the Discovery and Development of New Pharmaceuticals.Marine drugs · 2023Review
- Biosynthesis, enzymology, and future of eunicellane diterpenoids.Journal of industrial microbiology & biotechnology · 2023Review
- Diversity of Bacterial Secondary Metabolite Biosynthetic Gene Clusters in Three Vietnamese Sponges.Marine drugs · 2022Article
- Integrated Metabolomic-Genomic Workflows Accelerate Microbial Natural Product Discovery.Analytical chemistry · 2022Review
- Strategies to access biosynthetic novelty in bacterial genomes for drug discovery.Nature reviews. Drug discovery · 2022Review
- Insights into phosphatase-activated chemical defense in a marine sponge holobiont.RSC chemical biology · 2021Article
- A roadmap for metagenomic enzyme discovery.Natural product reports · 2021Review
- Initiating polyketide biosynthesis by on-line methyl esterification.Nature communications · 2021Article
- Biosynthesis and synthetic biology of psychoactive natural products.Chemical Society reviews · 2021Review
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Authors and funding
11 authors at 4 institutions in 2 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The Japanese marine sponge Discodermia calyx contains a major cytotoxic compound, calyculin A, which exhibits selective inhibition of protein phosphatases 1 and 2A. It has long been used as a chemical tool to evaluate intracellular signal transduction regulated by reversible protein phosphorylation. We describe the identification of the biosynthetic gene cluster of calyculin A by a metagenome mining approach. Single-cell analysis revealed that the gene cluster originates in the symbiont bacterium 'Candidatus Entotheonella' sp. A phosphotransferase encoded in the gene cluster deactivated calyculin A to produce a newly discovered diphosphate, which was actually the biosynthetic end product. The diphosphate had been previously overlooked because of the enzymatic dephosphorylation that occurred in response to sponge tissue disruption. Our work presents what is to our knowledge the first evidence for the biosynthetic process of calyculin A along with a notable phosphorylation-dephosphorylation mechanism to regulate toxicity, suggesting activated chemical defense in the most primitive of all multicellular animals.
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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.