Bioavailability of water-polluting sulfonoaromatic compounds

Ruff, Jürgen; Hitzler, Tanja; Rein, Ulrike; Ritter, Alf; Cook, Alasdair M.

doi:10.1007/s002530051545

Cited by 20 publications

(13 citation statements)

References 29 publications

(29 reference statements)

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“…Ruff and co-workers showed that fourteen sulfonated aromatic compounds, five of which were sulfonated aromatic amines, were degraded by a mixed culture under sulfur limited conditions (Ruff et al 1999). Therefore, they presumed that the capacity to degrade these compounds extensively is widespread in the environment.…”

Section: Discussionmentioning

confidence: 99%

“…However, these specific strains only have a narrow substrate range and therefore only a limited number of different compounds are degraded (Hooper 1991;Kertesz et al 1994;Cook et al 1998;. Also sulfonated aromatic amines can be used as a sulfur source if no other sulfur compound is present, which are unrealistic for natural and wastewater treatment environments (Zurrer et al 1987;Ruff et al 1999). Additionally, another non-biological process for the removal of sulfonated aromatic compounds is autoxidation, resulting in the formation to colored polymers (Zerbinati et al 1997;Kudlich et al 1999).…”

Section: Introductionmentioning

confidence: 99%

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Fate and biodegradability of sulfonated aromatic amines

et al. 2005

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Ten sulfonated aromatic amines were tested for their aerobic and anaerobic biodegradability and toxicity potential in a variety of environmental inocula. Of all the compounds tested, only two aminobenzenesulfonic acid (ABS) isomers, 2-and 4-ABS, were degraded. The observed degradation occurred only under aerobic conditions with inocula sources that were historically polluted with sulfonated aromatic amines. Bioreactor experiments, with non-sterile synthetic wastewater, confirmed the results from the aerobic batch degradation experiments. Both ABS isomers were degraded in long-term continuous experiment by a bioaugmented enrichment culture. The maximum degradation rate in the aerobic bioreactor was 1.6-1.8 g l )1 d )1 for 2-ABS and a somewhat lower value for 4-ABS at hydraulic retention times (HRT) of 2.8-3.3 h. Evidence for extensive mineralization of 2-and 4-ABS was based on oxygen uptake and carbon dioxide production during the batch experiments and the high levels of chemical oxygen demand (COD) removal in the bioreactor. Furthermore, mineralization of the sulfonate group was demonstrated by high recovery of sulfate. The sulfonated aromatic amines did not show any toxic effects on the aerobic and anaerobic bacterial populations tested. The poor biodegradability of sulfonated aromatic amines indicated under the laboratory conditions of this study suggests that these compounds may not be adequately removed during biological wastewater treatment.

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Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Fate and biodegradability of sulfonated aromatic amines

et al. 2005

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“…Indeed, the failure to obtain enrichment, seen above with LADPEDS, is unusual in our experience (A. M. Cook, unpublished data). The desulfonation products, in contrast to the sulfonates, are reactive compounds which can bind to soils, polymerize, or be subjected to biodegradation (24,26). The rationale is that the conversion of an arylsulfonate to a phenol will make the latter much more reactive and liable to attack than the former (35).…”

Section: Discussionmentioning

confidence: 99%

“…This is especially useful with organosulfonates, because the general desulfonation of aromatic compounds yields the corresponding phenol (8), and the hydroxy analogue of a benzenesulfonate (i.e., the phenol) is generally degradable (35). Recent work indicates that a desulfonation of "recalcitrant" xenobiotic compounds could lead to their further degradation or binding to soil components (15,16,18,24,26).…”

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Desulfonation and Degradation of the Disulfodiphenylethercarboxylates from Linear Alkyldiphenyletherdisulfonate Surfactants

Schleheck

Lechner

Schönenberger

et al. 2003

Appl Environ Microbiol

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Earlier work showed that the biodegradation of a commercial linear monoalkyldiphenyletherdisulfonate surfactant as a carbon source for microbial growth leads to the quantitative formation of corresponding disulfodiphenylether carboxylates (DSDPECs), which were not degraded. ␣-Proteobacterium strain DS-1 (DSM 13023) catalyzes these reactions. These DSDPECs have now been characterized by high-pressure liquid chromatography coupled via an electrospray interface to a mass spectrometer. DSDPECs were a complex mixture of compounds which indicated catabolism via -oxygenation and ␤-oxidation. DSDPECs were subject to quantitative desulfonation in bacterial cultures in which they served as sole sulfur sources for bacterial growth. On average, one sulfonate group per DSDPEC species was removed, and the organism responsible for this desulfonation was isolated and identified as Rhodococcus opacus ISO-5. The products were largely monosulfodiphenylether carboxylate-phenols (MSDPEC-phenols). MSDPEC-phenols were subject to extensive dissimilation by bacteria from activated sludge.The linear monoalkyldiphenyletherdisulfonate surfactants (LADPEDS) (Fig. 1) have been in use for some 40 years in industrial processes (22), which include the production of synthetic latex and its use in carpet production, paints, and paper coatings (13), as well as in subsurface remediation (22,25,27). Despite this widespread use of LADPEDS and their classification in the United States as biodegradable (25), little has been published on their metabolism. It was shown recently, however, that their initial metabolism in pure culture is analogous to that of the linear alkylbenzenesulfonate (LAS) surfactants, namely, -oxygenation and oxidation of the side chain followed by ␤-oxidation, which results in the release of the correspondingly smaller disulfodiphenylether carboxylate (DSDPEC) (Fig.

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“…Several arylsulfonates can be desulfonated and utilized as carbon, energy and/or sulfur source by bacteria (CAIN and FARR 1968, CONTZEN et al 1996, ELSGAARD et al 2003, FEIGEL and KNACKMUSS 1993, FOCHT and WILLIAMS 1970, LOCHER et al 1989a, LOCHER et al 1989b, RUFF et al 1999, THURNHEER et al 1990, ZURRER et al 1987, and possibly by algae (LUTHER and SOEDER 1987). However, desulfonation of arylsulfonates has been reported mostly in organisms carrying out aerobic metabolism.…”

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confidence: 95%

Arylsulfonates as sole source of sulfur for Clostridium pasteurianum DSM 12136

Chien

2005

J. Basic Microbiol.

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A variety of arylsulfonates were examined for their ability to support growth of Clostridium pasteurianum as sole source of sulfur. Among the eleven different arylsulfonates tested, six of them (benzenesulfonate, 4-toluenesulfonate, 4-xylene-2-sulfonate, 4-aminobenzenesulfonate, 4-sulfobenzoic acid, 1,3-benzenedisulfonate) could serve as sole sulfur source for C. pasteurianum DSM 12136. None of the sulfonates tested could serve as sole sulfur source for C. pasteurianum ATCC 6013. The two C. pasteurianum in this study could not utilize any of these sulfonates as sole carbon and energy source. We demonstrated that desulfonation of arylsulfonates could take place under anoxic conditions and the sulfur atom of these compounds could be utilized as sole source of sulfur by anaerobic bacteria.

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Bioavailability of water-polluting sulfonoaromatic compounds

Cited by 20 publications

References 29 publications

Fate and biodegradability of sulfonated aromatic amines

Fate and biodegradability of sulfonated aromatic amines

Desulfonation and Degradation of the Disulfodiphenylethercarboxylates from Linear Alkyldiphenyletherdisulfonate Surfactants

Arylsulfonates as sole source of sulfur for Clostridium pasteurianum DSM 12136

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