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Anaerobic Biotransformation of Roxarsone and Related N-Substituted Phenylarsonic Acids

Cortinas, Irail ; Field, Jim A ; Kopplin, Mike ; Garbarino, John R ; Gandolfi, A. Jay ; Sierra-Alvarez, Reyes

Environmental science & technology, 2006-05, Vol.40 (9), p.2951-2957 [Periódico revisado por pares]

United States: American Chemical Society

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Anaerobic Biotransformation of Roxarsone and Related N-Substituted Phenylarsonic Acids
Autor: Cortinas, Irail ; Field, Jim A ; Kopplin, Mike ; Garbarino, John R ; Gandolfi, A. Jay ; Sierra-Alvarez, Reyes
Assuntos: Acids ; Arsenic ; Arsenic - toxicity ; Arsenicals - analysis ; Arsenicals - chemistry ; Arsenites - analysis ; Bacteria, Anaerobic - metabolism ; Biodegradation, Environmental ; Biotransformation ; Catalysis ; Electrons ; Environmental Monitoring ; Feces ; Feeds ; Hot Temperature ; Poultry ; Refuse Disposal ; Roxarsone - analysis ; Soil Pollutants ; Waste Disposal, Fluid ; Water Pollutants ; Water pollution
É parte de: Environmental science & technology, 2006-05, Vol.40 (9), p.2951-2957
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Descrição: Large quantities of arsenic are introduced into the environment through land application of poultry litter containing the organoarsenical feed additive roxarsone (3-nitro-4-hydroxyphenylarsonic acid). The objective of this study was to evaluate the bioconversion of roxarsone and related N-substituted phenylarsonic acid derivatives under anaerobic conditions. The results demonstrate that roxarsone is rapidly transformed in the absence of oxygen to the corresponding aromatic amine, 4-hydroxy-3-aminophenylarsonic acid (HAPA). The formation of HAPA is attributable to the facile reduction of the nitro group. Electron-donating substrates, such as hydrogen gas, glucose, and lactate, stimulated the rate of nitro group reduction, indicating a microbial role. During long-term incubations, HAPA and the closely related 4-aminophenylarsonic acid (4-APA) were slowly biologically eliminated by up to 99% under methanogenic and sulfate-reducing conditions, whereas little or no removal occurred in heat-killed inoculum controls. Arsenite and, to a lesser extent, arsenate were observed as products of the degradation. Freely soluble forms of the inorganic arsenical species accounted for 19−28% of the amino-substituted phenylarsonic acids removed. This constitutes the first report of a biologically catalyzed rupture of the phenylarsonic group under anaerobic conditions.
Editor: United States: American Chemical Society
Idioma: Inglês

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Anaerobic Biotransformation of Roxarsone and Related N-Substituted Phenylarsonic Acids

Cortinas, Irail ; Field, Jim A ; Kopplin, Mike ; Garbarino, John R ; Gandolfi, A. Jay ; Sierra-Alvarez, Reyes

United States: American Chemical Society

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