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Expanding the Fluorine Chemistry of Living Systems Using Engineered Polyketide Synthase Pathways
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Expanding the Fluorine Chemistry of Living Systems Using Engineered Polyketide Synthase Pathways
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Journal Article
Expanding the Fluorine Chemistry of Living Systems Using Engineered Polyketide Synthase Pathways
2013
Overview
Organofluorines represent a rapidly expanding proportion of molecules that are used in Pharmaceuticals, diagnostics, agrochemicals, and materials. Despite the prevalence of fluorine in synthetic compounds, the known biological scope is limited to a single pathway that produces fluoroacetate. Here, we demonstrate that this pathway can be exploited as a source of fluorinated building blocks for introduction of fluorine into natural-product scaffolds. Specifically, we have constructed pathways involving two polyketide synthase systems, and we show that fluoroacetate can be used to incorporate fluorine into the polyketide backbone in vitro. We further show that fluorine can be inserted site-selectively and introduced into polyketide products in vivo. These results highlight the prospects for the production of complex fluorinated natural products using synthetic biology.
Publisher
American Association for the Advancement of Science,The American Association for the Advancement of Science
Subject
/ Bacterial Proteins - chemistry
/ Bacterial Proteins - genetics
/ Bacterial Proteins - metabolism
/ Biological Products - chemistry
/ Biological Products - metabolism
/ Canes
/ Coenzyme A Ligases - chemistry
/ Coenzyme A Ligases - genetics
/ Coenzyme A Ligases - metabolism
/ E coli
/ Enzymes
/ Fluorine
/ Grants
/ Kinetics
/ Lactones
/ Metabolic Networks and Pathways
/ Monomers
/ Pathways
/ Polyketide Synthases - chemistry
/ Polyketide Synthases - genetics
/ Polyketide Synthases - metabolism
/ Stitches
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