ArticleAngewandte Chemie (International ed. in English)2021
Cryptic Sulfur Incorporation in Thioangucycline Biosynthesis.
Article in Angewandte Chemie (International ed. in English), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.
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Who cites it
9 citing papers in PubMed, 24 citations in OpenAlex.
- Synthetic Biology in Natural Product Biosynthesis.Chemical reviews · 2025Review
- Heterologous Expression of Type II PKS Gene Cluster Leads to Diversified Angucyclines inMarine drugs · 2024Article
- Divergence of Classical and C-Ring-Cleaved Angucyclines: Elucidation of Early Tailoring Steps in Lugdunomycin and Thioangucycline Biosynthesis.ACS chemical biology · 2024Article
- Discrete Acyltransferases and Thioesterases in Iso-Migrastatin and Lactimidomycin Biosynthesis.Biochemistry · 2024Article
- Unravelling key enzymatic steps in C-ring cleavage during angucycline biosynthesis.Communications chemistry · 2023Article
- The many facets of sulfur incorporation in natural product biosynthesis.Current opinion in chemical biology · 2023Review
- Neogrisemycin, a Trisulfide-Bridged Angucycline, Produced upon Expressing the Thioangucycline Biosynthetic Gene Cluster inOrganic letters · 2023Article
- Himalaquinones A-G, Angucyclinone-Derived Metabolites Produced by the Himalayan IsolateJournal of natural products · 2021Article
- Discovery of Mycothiogranaticins from Streptomyces vietnamensis GIMV4.0001 and the Regulatory Effect of Mycothiol on the Granaticin Biosynthesis.Frontiers in chemistry · 2021Article
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Authors and funding
8 authors at 1 institution in 1 country.
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Abstract
Sulfur incorporation into natural products is a critical area of biosynthetic studies. Recently, a subset of sulfur-containing angucyclines has been discovered, and yet, the sulfur incorporation step is poorly understood. In this work, a series of thioether-bridged angucyclines were discovered, and a cryptic epoxide Michael acceptor intermediate was revealed en route to thioangucyclines (TACs) A and B. However, systematic gene deletion of the biosynthetic gene cluster (BGC) by CRISPR/Cas9 could not identify any gene responsible for the conversion of the epoxide intermediate to TACs. Instead, a series of in vitro and in vivo experiments conclusively showed that the conversion is the result of two non-enzymatic steps, possibly mediated by endogenous hydrogen sulfide. Therefore, the TACs are proposed to derive from a detoxification process. These results are expected to contribute to the study of both angucyclines and the utilization of inorganic sulfur in natural product biosynthesis.
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