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Peroxidase-mediated degradation of perfluorooctanoic acid

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Colosi, Lisa M. Pinto, Roger A. Huang, Qingguo Weber, Walter J.
Description	Country affiliation: United States Author Affiliation: Colosi LM ( Department of Civil and Environmental Engineering, University of Virginia, Charlottesville, Virginia 22904, USA.)
Abstract	Concentrations of aqueous-phase perfluorooctanoic acid (PFOA), a representative perfluorinated aliphatic (PFA) compound, are shown to be reduced effectively via reaction with horseradish peroxidase (HRP), hydrogen peroxide, and a phenolic cosubstrate (4-methoxyphenol). Reaction rate profiles are pseudo–first order, yielding an apparent best-fit removal rate constant of $k_{1}$ = 0.003/min $(r^{2}$ = 0.96, n = 14). Approximately 68% depletion of the parent compound and 98% depletion of its related acute aquatic toxicity are achieved in 6 h. Because no PFOA removal is observed in the absence of cosubstrate and/or following consumption thereof, we conclude that radical intermediate species generated during reaction between HRP and 4-methoxyphenol mediate nonspecific depletion of PFOA and that these intermediates may be sufficiently reactive to sever the extremely stable C–F bonds of PFOA. These results are consistent with measurements of reaction by-products, including fluoride ion and various aliphatic species of shortened chain length. Based on these findings, we conclude that PFA degradation may occur via one of two mechanisms: Kolbe decarboxylation followed by stepwise conversion $of–CF_{2}$ units to $CO_{2}$ and fluoride ion, or radical abstraction from a double bond with subsequent fragmentation. Our results indicate that under appropriate conditions, enzymatic degradation may comprise a natural transformation pathway for PFAs. Moreover, we anticipate that appropriately engineered enzymatic processes may hold promise for treatment of PFOA-contaminated waters. This, to the best of our knowledge, is the first report to substantiate the efficacy of HRP-catalyzed reactions for contaminant removal via degradative reactions versus polymerization reactions.
File Format	HTM / HTML
ISSN	07307268
Issue Number	2
Journal	Environmental Toxicology and Chemistry
Volume Number	28
e-ISSN	15528618
Language	English
Publisher	Wiley
Publisher Date	2009-02-01
Publisher Place	United States
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Research Support, U.s. Gov't, Non-p.h.s. Peroxidases Toxicity Discipline Environmental Health Discipline Toxicology Discipline Chemistry Fluorocarbons Metabolism Caprylates Journal Article
Content Type	Text
Resource Type	Article
Subject	Environmental Chemistry Health, Toxicology and Mutagenesis

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Peroxidase-mediated degradation of perfluorooctanoic acid

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Vertical eddy diffusion as a key mechanism for removing perfluorooctanoic acid (PFOA) from the global surface oceans.

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Toxicity of perfluorooctanoic acid to Pseudomonas putida in the aquatic environment.

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Dose-dependent reactions of Aporrectodea caliginosa to perfluorooctanoic acid and perfluorooctanesulfonic acid in soil.

Accumulation and phytotoxicity of perfluorooctanoic acid in the model plant species Arabidopsis thaliana.

Peroxidase-mediated degradation of perfluorooctanoic acid