Strategies for the Biodegradation of Polyfluorinated Compounds

Many cite the strength of C–F bonds for the poor microbial biodegradability of polyfluorinated organic compounds (PFCs). However, commercial PFCs almost invariably contain more functionality than fluorine. The additional functionality provides a weak entry point for reactions that activate C–F bonds...

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Main Author: Lawrence P. Wackett
Format: Article
Language:English
Published: MDPI AG 2022-08-01
Series:Microorganisms
Subjects:
Online Access:https://www.mdpi.com/2076-2607/10/8/1664
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author Lawrence P. Wackett
author_facet Lawrence P. Wackett
author_sort Lawrence P. Wackett
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description Many cite the strength of C–F bonds for the poor microbial biodegradability of polyfluorinated organic compounds (PFCs). However, commercial PFCs almost invariably contain more functionality than fluorine. The additional functionality provides a weak entry point for reactions that activate C–F bonds and lead to their eventual cleavage. This metabolic activation strategy is common in microbial biodegradation pathways and is observed with aromatic hydrocarbons, chlorinated compounds, phosphonates and many other compounds. Initial metabolic activation precedes critical bond breakage and assimilation of nutrients. A similar strategy with commercial PFCs proceeds via initial attack at the non-fluorinated functionalities: sulfonates, carboxylates, chlorines, phenyl rings, or phosphonates. Metabolic transformation of these non-fluorinated groups can activate the C–F bonds, allowing more facile cleavage than a direct attack on the C–F bonds. Given that virtually all compounds denoted as “PFAS” are not perfluorinated and are not alkanes, it is posited here that considering their individual chemical classes is more useful for both chemical and microbiological considerations of their fate.
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spelling doaj.art-4261cfcb3f7d4e7397cb7dbfcb6fc6652023-12-03T14:09:45ZengMDPI AGMicroorganisms2076-26072022-08-01108166410.3390/microorganisms10081664Strategies for the Biodegradation of Polyfluorinated CompoundsLawrence P. Wackett0Department of Biochemistry, Molecular Biology and Biophysics and BioTechnology Institute, University of Minnesota, Minneapolis, MN 55455, USAMany cite the strength of C–F bonds for the poor microbial biodegradability of polyfluorinated organic compounds (PFCs). However, commercial PFCs almost invariably contain more functionality than fluorine. The additional functionality provides a weak entry point for reactions that activate C–F bonds and lead to their eventual cleavage. This metabolic activation strategy is common in microbial biodegradation pathways and is observed with aromatic hydrocarbons, chlorinated compounds, phosphonates and many other compounds. Initial metabolic activation precedes critical bond breakage and assimilation of nutrients. A similar strategy with commercial PFCs proceeds via initial attack at the non-fluorinated functionalities: sulfonates, carboxylates, chlorines, phenyl rings, or phosphonates. Metabolic transformation of these non-fluorinated groups can activate the C–F bonds, allowing more facile cleavage than a direct attack on the C–F bonds. Given that virtually all compounds denoted as “PFAS” are not perfluorinated and are not alkanes, it is posited here that considering their individual chemical classes is more useful for both chemical and microbiological considerations of their fate.https://www.mdpi.com/2076-2607/10/8/1664polyfluorinatedPFASbiodegradationbacteriaenzymemetabolism
spellingShingle Lawrence P. Wackett
Strategies for the Biodegradation of Polyfluorinated Compounds
Microorganisms
polyfluorinated
PFAS
biodegradation
bacteria
enzyme
metabolism
title Strategies for the Biodegradation of Polyfluorinated Compounds
title_full Strategies for the Biodegradation of Polyfluorinated Compounds
title_fullStr Strategies for the Biodegradation of Polyfluorinated Compounds
title_full_unstemmed Strategies for the Biodegradation of Polyfluorinated Compounds
title_short Strategies for the Biodegradation of Polyfluorinated Compounds
title_sort strategies for the biodegradation of polyfluorinated compounds
topic polyfluorinated
PFAS
biodegradation
bacteria
enzyme
metabolism
url https://www.mdpi.com/2076-2607/10/8/1664
work_keys_str_mv AT lawrencepwackett strategiesforthebiodegradationofpolyfluorinatedcompounds