Transformation of oxcarbazepine and human metabolites of carbamazepine and oxcarbazepine in wastewater treatment and sand filters

Environmental Science and Technology

Volumn 48, Issue 17, 2014, Pages 10208-10216

  Kaiser, Elena ^a   Prasse, Carsten ^a   Wagner, Manfred ^b   Bröder, Kathrin ^a   Ternes, Thomas A ^a  

^a FEDERAL INSTITUTE OF HYDROLOGY   (Germany)

^b MAX PLANCK INSTITUTE FOR POLYMER RESEARCH   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDES; BENZOIC ACID; BIODEGRADATION; BIOMOLECULES; RIVERS; SEWAGE PUMPING PLANTS; TOXICITY; WASTEWATER TREATMENT; WATER TREATMENT PLANTS;

ACTIVATED SLUDGE; HUMAN METABOLITES; MAXIMUM CONCENTRATIONS; OXCARBAZEPINE; RIVERS AND STREAMS; TRANSFORMATION PATHWAYS; WASTEWATER TREATMENT PLANTS; WWTP EFFLUENT;

METABOLITES;

BIODEGRADATION, ENVIRONMENTAL; BIOTRANSFORMATION; CARBAMAZEPINE; FILTRATION; HUMANS; MAGNETIC RESONANCE SPECTROSCOPY; MASS SPECTROMETRY; SILICON DIOXIDE; WASTE WATER; WATER POLLUTANTS, CHEMICAL; WATER PURIFICATION;

EID: 84906887574     PISSN: 0013936X     EISSN: 15205851     Source Type: Journal    
DOI: 10.1021/es5024493     Document Type: Article

References (28)

1. Boxall, A. B. A. The environmental side effects of medication: How are human and veterinary medicines in soils and water bodies affecting human and environmental health? EMBO Rep. 2004, 5 (12) 1110-1116
2. Ternes, T. A. Occurrence of drugs in German sewage treatment plants and rivers Water Res. 1998, 32, 3245
3. Ternes, T. A. Pharmaceuticals and metabolites as contaminants of the aquatic environment. In Pharmaceuticals and Personal Care Products in the Environment: Scientific and Regulatory Issues; Daughton, C. G.; Jones-Lepp, T. L., Eds.; ACS Symposium Series 791; American Chemical Society: Washingon, DC, 2001.
4. Richardson, S. D.; Ternes, T. A. Water analysis: Emerging contaminants and current issues Anal. Chem. 2011, 83 (12) 4614-4648
5. Kern, S.; Fenner, K.; Singer, H. P.; Schwarzenbach, R. P.; Hollender, J. Identification of transformation products of organic contaminants in natural waters by computer-aided prediction and high-resolution mass spectrometry Environ. Sci. Technol. 2009, 43 (18) 7039-7046
6. Miao, X. S.; Yang, J. J.; Metcalfe, C. D. Carbamazepine and its metabolites in wastewater and in biosolids in a municipal wastewater treatment plant Environ. Sci. Technol. 2005, 39 (19) 7469-7475
7. Lertrantanangkoon, K.; Horning, M. G. Metabolism of carbamazepine Drug Metab. Dispos. 1982, 10 (1) 1-10
8. Zhang, Y. J.; Geissen, S. U.; Gal, C. Carbamazepine and diclofenac: Removal in wastewater treatment plants and occurrence in water bodies Chemosphere 2008, 73 (8) 1151-1161
9. Bahlmann, A.; Brack, W.; Schneider, R. J.; Krauss, M. Carbamazepine and its metabolites in wastewater: Analytical pitfalls and occurrence in Germany and Portugal Water Res. 2014, 57, 104-114
10. Schwabe, U.; Pfaffrath, D. Arzneiverordnungs-Report 2012; Springer: Heidelberg, Germany, 2012.
11. Larkin, J. G.; McKee, P. J.; Forrest, G.; Beastall, G. H.; Park, B. K.; Lowrie, J. I.; Lloyd, P.; Brodie, M. J. Br. J. Clin. Pharmacol. 1991, 31 (1) 65-71
12. Abolhasani, J.; Hadi Hosseini, H.; Hosseinzadeh Khanmiri, R. Electrochemical study and differential pulse voltammetric determination of oxcarbazepine and its main metabolite at a glassy carbon electrode Anal. Methods 2014, 6 (3) 850-856
13. Leclercq, M.; Mathieu, O.; Gomez, E.; Casellas, C.; Fenet, H.; Hillaire-Buys, D. Presence and fate of carbamazepine, oxcarbazepine, and seven of their metabolites at wastewater treatment plants Arch. Environ. Contam. Toxicol. 2009, 56 (3) 408-415
14. Benner, J.; Helbling, D. E.; Kohler, H.-P. E.; Wittebol, J.; Kaiser, E.; Prasse, C.; Ternes, T. A.; Albers, C. N.; Aamand, J.; Horemans, B.; Springael, D.; Walravens, E.; Boon, N. Is biological treatment a viable alternative for micropollutant removal in drinking water treatment processes? Water Res. 2013, 47 (16) 5955-5976
15. Clara, M.; Strenn, B.; Kreuzinger, N. Carbamazepine as a possible anthropogenic marker in the aquatic environment: Investigations on the behaviour of Carbamazepine in wastewater treatment and during groundwater infiltration Water Res. 2004, 38 (4) 947-954
16. McDowell, D. C.; Huber, M. M.; Wagner, M.; Von Gunten, U.; Ternes, T. A. Ozonation of carbamazepine in drinking water: Identification and kinetic study of major oxidation products Environ. Sci. Technol. 2005, 39 (20) 8014-8022
17. i-requiring enzyme, from Pseudomonas fluorescensbiovar I J. Bacteriol. 1989, 171 (5) 2401-2405
18. http://umbbd.ethz.ch/index.html; University of Minnesota: Minneapolis, MN; accessed Jan 23, 2014.
19. Hübner, U.; Seiwert, B.; Reemtsma, T.; Jekel, M. Ozonation products of carbamazepine and their removal from secondary effluents by soil aquifer treatment: Indications from column experiments Water Res. 2014, 49, 34-43
20. Zhang, J.; Hong, Q.; Li, Q.; Li, C.; Cao, L.; Sun, J.-Q.; Yan, X.; Li, S.-P. Characterization of isoproturon biodegradation pathway in Sphingobium sp. YBL2 Int. Biodeterior. Biodegrad. 2012, 70, 8-13
21. Carey, F. A.; Sundberg, R. J. Advanced organic chemistry; Plenum Press: New York, 1990.
22. Cane, D. E. Isoprenoid biosynthesis. Stereochemistry of the cyclization of allylic pyrophosphates Acc. Chem. Res. 1985, 18 (7) 220-226
23. Vedula, L. S.; Zhao, Y.; Coates, R. M.; Koyama, T.; Cane, D. E.; Christianson, D. W. Exploring biosynthetic diversity with trichodiene synthase Arch. Biochem. Biophys. 2007, 466 (2) 260-266
24. Andersson, P. F.; Bengtsson, S.; Stenlid, J.; Broberg, A. B-norsteroids from Hymenoscyphus pseudoalbidus Molecules 2012, 17 (7) 7769-7781
25. Hu, L.; Martin, H. M.; Arcs-Bulted, O.; Sugihara, M. N.; Keatlng, K. A.; Strathmann, T. J. Oxidation of Carbamazepine by Mn(VII) and Fe(VI): Reaction Kinetics and Mechanism Environ. Sci. Technol. 2009, 43 (2) 509-515
26. Joss, A.; Zabczynski, S.; Göbel, A.; Hoffmann, B.; Löffler, D.; McArdell, C. S.; Ternes, T. A.; Thomsen, A.; Siegrist, H. Biological degradation of pharmaceuticals in municipal wastewater treatment: Proposing a classification scheme Water Res. 2006, 40 (8) 1686-1696
27. Li, Z.; Fenet, H.; Gomez, E.; Chiron, S. Transformation of the antiepileptic drug oxcarbazepine upon different water disinfection processes Water Res. 2011, 45 (4) 1587-1596
28. De Laurentiis, E.; Chiron, S.; Kouras-Hadef, S.; Richard, C.; Minella, M.; Maurino, V.; Minero, C.; Vione, D. Photochemical fate of carbamazepine in surface freshwaters: laboratory measures and modeling Environ. Sci. Technol. 2012, 46 (15) 8164-8173