Heterologous Production of Fungal Maleidrides Reveals the Cryptic Cyclization Involved in their Biosynthesis
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- Katherine Williams
- Institute for Organic Chemistry Leibniz University of Hannover Schneiderberg 1B 30167 Germany
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- Agnieszka J. Szwalbe
- School of Chemistry University of Bristol Cantock's Close Bristol BS8 1TS UK
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- Nicholas P. Mulholland
- Syngenta Jealott's Hill Bracknell Berkshire RG42 6EY UK
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- Jason L. Vincent
- Syngenta Jealott's Hill Bracknell Berkshire RG42 6EY UK
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- Andrew M. Bailey
- School of Biological Sciences Bristol Life Sciences Building University of Bristol 24 Tyndall Ave Bristol BS8 1TH UK
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- Christine L. Willis
- School of Chemistry University of Bristol Cantock's Close Bristol BS8 1TS UK
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- Thomas J. Simpson
- School of Chemistry University of Bristol Cantock's Close Bristol BS8 1TS UK
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- Russell J. Cox
- Institute for Organic Chemistry Leibniz University of Hannover Schneiderberg 1B 30167 Germany
抄録
<jats:title>Abstract</jats:title><jats:p>Fungal maleidrides are an important family of bioactive secondary metabolites that consist of 7, 8, or 9‐membered carbocycles with one or two fused maleic anhydride moieties. The biosynthesis of byssochlamic acid (a nonadride) and agnestadride A (a heptadride) was investigated through gene disruption and heterologous expression experiments. The results reveal that the precursors for cyclization are formed by an iterative highly reducing fungal polyketide synthase supported by a hydrolase, together with two citrate‐processing enzymes. The enigmatic ring formation is catalyzed by two proteins with homology to ketosteroid isomerases, and assisted by two proteins with homology to phosphatidylethanolamine‐binding proteins.</jats:p>
収録刊行物
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- Angewandte Chemie International Edition
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Angewandte Chemie International Edition 55 (23), 6784-6788, 2016-04-21
Wiley