Identification, quantification and distribution of PAC-metabolites, heterocyclic PAC and substituted PAC in groundwater samples of tar-contaminated sites from Germany

Polycyclic Aromatic Compounds

Volumn 28, Issue 4-5, 2008, Pages 320-338

  Schlanges, Ina ^a   Meyer, Dietmar ^a   Palm, Wolf Ulrich ^a   Ruck, Wolfgang ^a  

^a LEUPHANA UNIVERSITY OF LÜNEBURG   (Germany)

Author keywords

Groundwater; Heterocyclic PAC; Metabolites; PAC; Tar contaminated sites

Indexed keywords

AQUIFERS; BIOMOLECULES; CONTAMINATION; DEGRADATION; GAS CHROMATOGRAPHY; GROUNDWATER POLLUTION; GROUNDWATER RESOURCES; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; POLYCYCLIC AROMATIC HYDROCARBONS; TAR;

CONCENTRATION RANGES; CONTAMINATED SITES; ELECTRON IMPACT MASS SPECTROMETRY; HETEROCYCLIC POLYCYCLIC AROMATIC COMPOUND; LIQUID ANALYSIS; LIQUID-LIQUID EXTRACTION; NITROGEN-SULFUR; POLYCYCLIC AROMATIC COMPOUNDS; TAR-CONTAMINATED SITE;

METABOLITES;

EID: 56749096766     PISSN: 10406638     EISSN: 15635333     Source Type: Journal    
DOI: 10.1080/10406630802377807     Document Type: Conference Paper

References (37)

1. Ledesma, E. B., M. A. Kalish, P. F. Nelson, M. J. Wornat, and J. C. Mackie. 2000. Formation and fate of PAH during the pyrolysis and fuel-rich combustion of coal primary tar. Fuel 79:1801-1814.
2. Hoffmann, D. and I. Hoffmann. 1997. The changing cigarette, 1950-1995. J. Toxicol, Env. Health 50:307-364.
3. Baron, I. and M. Szustakowski. 1997. Correlation between PAH, tar and ashes in tobacco smoke. Gefahrstoffe, Reinhaltung der Luft 57:463-465.
4. Nieva-Cano, M.J., S. Rubio-Barroso and M.J. Santos-Delgado. 2001. Determination of PAH in food samples by HPLC with fluorimetric detection following sonication extraction without sample clean-up. The Analyst 126:1326-1331.
5. Fismes, J., C. Schwartz, C. Perrin-Ganier, J. Morel, A.-M. Charissou, and M.-J. Jourdain. 2004. Risk of contamination for edible vegetables growing on soil polluted by polycyclic aromatic hydrocarbons. Polycycl. Aromat. Comp. 24:827-836.
6. Maier, M., D. Maier, and B. J. Lloyd. 2000. Factors influencing the mobilisation of polycyclic aromatic hydrocarbons (PAHs) from the coal-tar lining of water mains. Water Res. 34:773-786.
7. Merkel, T., M. Maier, F. Sacher, and D. Maier. 1998. Reactions of PAH with chlorine and chlorine dioxide in coal tar lined pipes. Acta Hydroch. Hydrob. 26:279-287.
8. Kershaw, J. R. 1993. The chemical composition of a coal-tar pitch. Polycycl. Aromat. Comp. 3:185-197.
9. Zander, M. 1995. Aspects of coal tar chemistry/a review. Polycycl. Aromát. Comp. 7:209-221.
10. Islas, C. A., I. Suelves, B. Apicella, A. A. Herod, R. Kandiyoti, F. F. Carter, and W. Li. 2003. Structure and composition of coal tars: an attempt to correlate molecular structure with increasing molecular mass. Combust. Sci. Technol. 175:775-791.
11. Ramaswami, A. and R. G. Luthy. 1997. Mass transfer and bioavailability of PAH compounds in coal tar NAPL-slurry systems. 1. Model development. Environ. Sci. Technol. 31:2260-2267.
12. Ramaswami, A., S. Ghoshal, and R. G. Luthy. 1997. Mass transfer and bioavailability of PAH compounds in coal tar NAPL-slurry systems. 2. Experimental evaluations. Environ. Sci. Technol. 31:2268-2276.
13. Ghiorse, W. C., J. B. Herrick, R. L., Sandoli, and E. L. Madsen. 1995. Natural selection of PAH-degrading bacterial guilds at coal-tar disposal sites. Environ. Health Persp. 103:107-112.
14. Ramaswami, A., S. Ghoshal, and R. G. Luthy. 1994. Mass transfer and biodegradation of PAH compounds from coal tar. Water Sci. Technol. 30:61-70.
15. Johnston, N., R. Sadler, G. R. Shaw, and D. W. Connell. 1993. Environmental modification of PAH composition in coal tar containing samples. Chemosphere 27:1151-1158.
16. Collin, G. and M. Zander. 1985. Ullmans Enzyklopädie der Technischen Chemie (chapter 22). Weinheim: Verlag Chemie. 411-446.
17. Mansfeldt. T. 2000. Ehemalige gaswerk- und zechen-kokereistandorte in Nordrhein -Westfalen. Ein aktueller Überblick. Zeitschrift der Umweltchemie & Ökotoxikologie 12:122-123.
18. Jacob, J., G. Grimmer, and A. Hildebrandt. 1996. Trends in environmental pollution by PAH in Germany during the period 1985-1995.Polycycl. Aromat. Comp. 9:143-150.
19. Cuypers C., R. Clemens, T. Grotenhuis, and W. Rulkens. 2001. Prediction of petroleum hydrocarbon bioavailability in contaminated soils and sediments. J. Soil/Sediment Contam. 10:459-482.
20. Thorsen, W. A., W. G. Cope, and D. Shea. 2004. Bioavailability of PAHs: Effects of soot carbon and PAH source. Environ. Sci. Technol. 38:2029-2037.
21. Lors, Ch. and J.-R. Mossmann. 2005. Characterisation of PAHs intrinsic degradation in two coke factory soils. Polycycl. Aromat. Comp. 25:67-85.
22. Preuss, S., D. Wittneben, G. Zink, and K. E. Lorber. 1993. Microbial degradation of PAH and hetero-PAH in aqueous systems and oil-containing wastewater. Vom Wasser 83:255-264.
23. Zink, G. and K. E. Lorber. 1995. Mass spectral identification of metabolites formed by microbial degradation of PAH. Chemosphere 31:4077-4084.
24. Bleeker, E. A. J., S. Wiegmann, P. de Vogt, M. Kraak, H. A. Leslie, E. de Haas, and W. Admiraal. 2002. Toxicity of azaarenes. Rev. Environ. Contam. T. 173:39-83.
25. Bleeker, E. A. J., H. G. Van Der Geest, H. J. C. Klamer, P. De Voogt, E. Wind, and M. H. S. Kraak. 1999. Toxic and genotoxic effects of azaarenes: Isomers and metabolites. Polycycl. Aromat. Comp. 13:191-203.
26. Gissel-Nielsen, G. and T. Nielsen. 1996. Phytotoxicity of aeridine, an important representative of a group of tar and creosote contaminants, N-PAC compounds. Polycycl. Aromat. Comp. 8:243-249.
27. Schlanges, I., D. Meyer, W.-U. Palm, and W. Ruck. (2007). Identifizierung und Quantifizierung toxikologisch relevanter PAK-Metabolite und -Begleitstoffe, Hetero -PAK und substituierter PAK an Altlastenstandorten und ihr Verhalten im Aquifer, (final report of the KORA project).
28. Zamfirescu, D. and P. Grathwohl. 2001. Occurrence and attenuation of specific organic compounds in the groundwater plume at a former gasworks site. J. Contam. Hydrol. 53:407-427.
29. Johansen, S. S., A. B. Hansen, H. Mosbaek, and E. Arvin. 1996. Method development for trace analysis of heteroaromatic compounds in contaminated groundwater. J. Chromatogr. A 738:295-304.
30. EPI-SUITE, Version 3.20. 2007. U.S. Environmental Protection Agency. Available from the internet via: http://www.epa.gov/opptintr/exposure/pubs/ episuitedl.htm.
31. Wilson, A. S., C. D. Davis, D. P. Williams, A. R. Buckpitt, M. Pirmohamed, and B. K. Park. 1997. Characterisation of the toxic metabolite(s) of naphthalene: Quinones of 1-naphthol rather than naphthalene-1,2 epoxide are the toxic metabolites. Toxicology 114:233-242.
32. Cerniglia, C. E. 1992. Biodegradation of polycyclic aromatic hydrocarbons. Biodegradation 3:351-368.
33. Chen, C. F., and I. F. Hung. 1999. Determination of 1-naphthol in urine by HPLC method. Polycycl. Aromat. Comp. 17:171-177.
34. Andersson, J. T., A. H. Hegazi, and B. Roberz. 2006. Polycyclic aromatic sulphur heterocycles as information carriers in environmental studies. Anal. Bioanal. Chem, 386:891-905.
35. Rockne, K. and S. E. Strand. 1998. Biodegradation of bicyclic and polycyclic aromatic hydrocarbons in anaerobic enrichments. Environ. Sci. Technol. 32:3962-3967.
36. Ondrus, M. G. and T. R. Steinheimer. 1990. High-performance liquid chromatographic determination of azaarenes and their metabolites in groundwater affected by creosote wood preservatives. J. Chromatogr. Sci. 28:324-330.
37. Knezovich, J. P., D. J. Bishop, T. J. Kulp, D. Gribic-Galic, and J. Dewitt. 1990. Anaerobic microbial degradation of aeridine and the application of remote fiber spectroscopy to monitor the transformation process. Environ. Toxicol. Chem. 9: 1235-1243.