Anaerobic biotransformation of roxarsone and related N-substituted phenylarsonic acids
Environmental Science & Technology
By: I. Cortinas, J.A. Field, M. Kopplin, J.R. Garbarino, A.J. Gandolfi, and R. Sierra-Alvarez
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Abstract
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. ?? 2006 American Chemical Society.
Suggested Citation
Cortinas, I., Field, J., Kopplin, M., Garbarino, J., Gandolfi, A., Sierra-Alvarez, R., 2006, Anaerobic biotransformation of roxarsone and related N-substituted phenylarsonic acids: Environmental Science & Technology, v. 40, no. 9, p. 2951-2957, https://doi.org/10.1021/es051981o.
ISSN: 1520-5851 (online)
| Publication type | Article |
|---|---|
| Publication Subtype | Journal Article |
| Title | Anaerobic biotransformation of roxarsone and related N-substituted phenylarsonic acids |
| Series title | Environmental Science & Technology |
| DOI | 10.1021/es051981o |
| Volume | 40 |
| Issue | 9 |
| Publication Date | March 29, 2006 |
| Year Published | 2006 |
| Language | English |
| Larger Work Type | Article |
| Larger Work Subtype | Journal Article |
| Larger Work Title | Environmental Science and Technology |
| First page | 2951 |
| Last page | 2957 |