Abstract
Fluorination has gained an increasingly important role in drug discovery and development. Here we describe a versatile strategy that combines cytochrome P450-catalyzed oxygenation with deoxofluorination to achieve mono- and polyfluorination of nonreactive sites in a variety of organic scaffolds. This procedure was applied for the rapid identification of fluorinated drug derivatives with enhanced membrane permeability.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, Non-U.S. Gov't
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Research Support, U.S. Gov't, Non-P.H.S.
MeSH terms
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Bacillus megaterium / enzymology
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Bacterial Proteins / metabolism*
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Cytochrome P-450 Enzyme System / metabolism*
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Halogenation*
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Molecular Structure
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NADPH-Ferrihemoprotein Reductase / metabolism*
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Organic Chemicals / chemistry
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Organic Chemicals / metabolism*
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Oxidation-Reduction
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Pharmaceutical Preparations / chemistry
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Pharmaceutical Preparations / metabolism
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Substrate Specificity
Substances
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Bacterial Proteins
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Organic Chemicals
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Pharmaceutical Preparations
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Cytochrome P-450 Enzyme System
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NADPH-Ferrihemoprotein Reductase
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flavocytochrome P450 BM3 monoxygenases
Associated data
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PubChem-Substance/56364535
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