ArticleAngewandte Chemie (International ed. in English)2018
A Polyketide Synthase Component for Oxygen Insertion into Polyketide Backbones.
Article in Angewandte Chemie (International ed. in English), 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.
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16 citing papers in PubMed, 38 citations in OpenAlex.
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- Structure and Function of the α-Hydroxylation Bimodule of the Mupirocin Polyketide Synthase.Angewandte Chemie (International ed. in English) · 2023Article
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- Deciphering Chemical Mediators Regulating Specialized Metabolism in a Symbiotic Cyanobacterium.Angewandte Chemie (International ed. in English) · 2022Article
- Initiating polyketide biosynthesis by on-line methyl esterification.Nature communications · 2021Article
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- Total synthesis of biselide A.Chemical science · 2021Article
- Evolution of combinatorial diversity in trans-acyltransferase polyketide synthase assembly lines across bacteria.Nature communications · 2021Article
- Genome Mining of Oxidation Modules in trans-Acyltransferase Polyketide Synthases Reveals a Culturable Source for Lobatamides.Angewandte Chemie (International ed. in English) · 2020Article
- Mining Symbionts of a Spider-Transmitted Fungus Illuminates Uncharted Biosynthetic Pathways to Cytotoxic Benzolactones.Angewandte Chemie (International ed. in English) · 2020Article
- A multiproducer microbiome generates chemical diversity in the marine spongeProceedings of the National Academy of Sciences of the United States of America · 2020Article
- The hidden enzymology of bacterial natural product biosynthesis.Nature reviews. Chemistry · 2019Article
- A Polyketide Synthase Component for Oxygen Insertion into Polyketide Backbones.Angewandte Chemie (International ed. in English) · 2018Article
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7 authors at 2 institutions in 2 countries.
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No grant is acknowledged in the PubMed record.
Abstract
Enzymatic core components from trans-acyltransferase polyketide synthases (trans-AT PKSs) catalyze exceptionally diverse biosynthetic transformations to generate structurally complex bioactive compounds. Here we focus on a group of oxygenases identified in various trans-AT PKS pathways, including those for pederin, oocydins, and toblerols. Using the oocydin pathway homologue (OocK) from Serratia plymuthica 4Rx13 and N-acetylcysteamine (SNAC) thioesters as test surrogates for acyl carrier protein (ACP)-tethered intermediates, we show that the enzyme inserts oxygen into β-ketoacyl moieties to yield malonyl ester SNAC products. Based on these data and the identification of a non-hydrolyzed oocydin congener with retained ester moiety, we propose a unified biosynthetic pathway of oocydins, haterumalides, and biselides. By providing access to internal ester, carboxylate pseudostarter, and terminal hydroxyl functions, oxygen insertion into polyketide backbones greatly expands the biosynthetic scope of PKSs.
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