ArticleJournal of the American Chemical Society2016
Molecular Characterization of the Cercosporin Biosynthetic Pathway in the Fungal Plant Pathogen Cercospora nicotianae.
Article in Journal of the American Chemical Society, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 40 papers.
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Who cites it
40 citing papers in PubMed.
- Scaling up the production of fungal perylenequinones and investigating their biosynthesis through stable isotope labeling.Microbial cell factories · 2025Article
- Identification of a Biosynthetic Gene Cluster for the Production of the Blue-Green Pigment Xylindein by the FungusJournal of natural products · 2025Article
- Production of the light-activated elsinochrome phytotoxin in the soybean pathogen Coniothyrium glycines hints at virulence factor.PloS one · 2025Article
- Estimating progression of Alzheimer's disease with extracellular vesicle-related multi-omics risk models.Frontiers in aging neuroscience · 2025Article
- Metabolic engineering of Saccharomyces cerevisiae for the biosynthesis of a fungal pigment from the phytopathogenic fungus Cladosporium phlei.Journal of biological engineering · 2024Article
- Genome sequencing and molecular networking analysis of the wild fungus Anthostomella pinea reveal its ability to produce a diverse range of secondary metabolites.Fungal biology and biotechnology · 2024Article
- Optimisation of hypocrellin production inMycology · 2024Article
- Biotechnological production and potential applications of hypocrellins.Applied microbiology and biotechnology · 2023Review
- Heat stress enhanced perylenequinones biosynthesis of Shiraia sp. Slf14(w) through nitric oxide formation.Applied microbiology and biotechnology · 2023Article
- Focus and Insights into the Synthetic Biology-Mediated Chassis of Economically Important Fungi for the Production of High-Value Metabolites.Microorganisms · 2023Review
- Status of Phytotoxins Isolated from Necrotrophic Fungi Causing Diseases on Grain Legumes.International journal of molecular sciences · 2023Review
- Production of Fungal Pigments: Molecular Processes and Their Applications.Journal of fungi (Basel, Switzerland) · 2022Review
- Total Heterologous Biosynthesis of Fungal Natural Products inJournal of natural products · 2022Review
- L-Arginine enhanced perylenequinone production in the endophytic fungus Shiraia sp. Slf14(w) via NO signaling pathway.Applied microbiology and biotechnology · 2022Article
- Structural Diversity of Perylenequinones Is Driven by Their Redox Behavior.The Journal of organic chemistry · 2022Article
- Fungal perylenequinones.Mycological progress · 2022Review
- Early Oxidative Transformations During the Biosynthesis of Terrein and Related Natural Products.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Biosynthetic Cyclization Catalysts for the Assembly of Peptide and Polyketide Natural Products.ChemCatChem · 2021Article
- Nitric oxide regulates perylenequinones biosynthesis in Shiraia bambusicola S4201 induced by hydrogen peroxide.Scientific reports · 2021Article
- Whole Genome Sequence ofFrontiers in microbiology · 2021Article
Corrections and comments
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2 authors.
Funding
Abstract
Perylenequinones are a class of photoactivated polyketide mycotoxins produced by fungal plant pathogens that notably produce reactive oxygen species with visible light. The best-studied perylenequinone is cercosporin-a product of the Cercospora species. While the cercosporin biosynthetic gene cluster has been described in the tobacco pathogen Cercospora nicotianae, little is known of the metabolite's biosynthesis. Furthermore, in vitro investigations of the polyketide synthase central to cercosporin biosynthesis identified the naphthopyrone nor-toralactone as its direct product-an observation in conflict with published biosynthetic proposals. Here, we present an alternative biosynthetic pathway to cercosporin based on metabolites characterized from a series of biosynthetic gene knockouts. We show that nor-toralactone is the key polyketide intermediate and the substrate for the unusual didomain protein CTB3. We demonstrate the unique oxidative cleavage activity of the CTB3 monooxygenase domain in vitro. These data advance our understanding of perylenequinone biosynthesis and expand the biochemical repertoire of flavin-dependent monooxygenases.
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