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The biodegradation vs. biotransformation of fluorosubstituted aromatics
Abstract
Fluoroaromatics are widely and--in recent years--increasingly used as agrochemicals, starting materials for chemical syntheses and especially pharmaceuticals. This originates from the special properties the carbon-fluorine bond is imposing on organic molecules. Hence, fluoro-substituted compounds more and more are considered to be important potential environmental contaminants. On the other hand, the microbial potentials for their transformation and mineralization have received less attention in comparison to other haloaromatics. Due to the high electronegativity of the fluorine atom, its small size, and the extraordinary strength of the C-F bond, enzymes and mechanisms known to facilitate the degradation of chloro- or bromoarenes are not necessarily equally active with fluoroaromatics. Here, we review the literature on the microbial degradation of ring and side-chain fluorinated aromatic compounds under aerobic and anaerobic conditions, with particular emphasis being placed on the mechanisms of defluorination reactions.
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Trifluoromethyl groups on aromatic rings often persist, even as the ring may be oxidized, and the three C-F bonds can end up on trifluoroacetate as a metabolic end-product.
“Trifluoromethyl groups on aromatic rings often persist, even as the ring may be oxidized, and the three C‐F bonds can end up on trifluorocetate as a metabolic end‐product”
From Nothing lasts forever: understanding microbial biodegradation of polyfluorinated compounds and perfluorinated alkyl substances (2022) · cites this paper as Kiel and Engesser, 2015
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Biodegradation and biotransformation of organofluorine compounds
Murphy, C. D. (2010) · Biotechnology Letters · doi:10.1007/s10529-009-0174-3 · Cited by 93
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- Kiel, M., & Engesser, K.-H.
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- Applied Microbiology and Biotechnology
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- 2015-07-28
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