Oxypurinol - A novel marker for wastewater contamination of the aquatic environment

Water Research

Volumn 74, Issue , 2015, Pages 257-265

  Funke, Jan ^a   Prasse, Carsten ^a   Lütke Eversloh, Christian ^a   Ternes, Thomas A ^a  

^a FEDERAL INSTITUTE OF HYDROLOGY   (Germany)

Author keywords

Allopurinol; Biological transformation; Drinking water; Groundwater; Rivers

Indexed keywords

EFFLUENT TREATMENT; ELECTROSPRAY IONIZATION; EXTRACTION; GROUNDWATER; IONIZATION OF LIQUIDS; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; PHASE SEPARATION; POTABLE WATER; RIVERS; WASTEWATER TREATMENT; WATER; WATER RESOURCES; WATER TREATMENT;

ALLOPURINOL; BIOLOGICAL TRANSFORMATION; ELEVATED CONCENTRATIONS; LABORATORY EXPERIMENTS; LIQUID CHROMATOGRAPHY ELECTROSPRAY; RAW WASTEWATER CONCENTRATIONS; SOLID-PHASE EXTRACTION; WASTEWATER TREATMENT PLANTS;

EFFLUENTS;

CARBAMAZEPINE; DRINKING WATER; GROUND WATER; OXIPURINOL; PRIMIDONE; ALLOPURINOL; ALLOPURINOL RIBOSIDE; RIBONUCLEOSIDE; SEWAGE; WASTE WATER; WATER POLLUTANT;

ACTIVATED SLUDGE; ALCOHOL; AQUATIC ENVIRONMENT; BIOTRANSFORMATION; DRINKING WATER; EXPERIMENTAL STUDY; GENETIC MARKER; STABILIZATION; WASTEWATER;

ACTIVATED SLUDGE; ANALYTIC METHOD; AQUATIC ENVIRONMENT; ARTICLE; BIOTRANSFORMATION; DRUG STRUCTURE; EFFLUENT; ELECTROSPRAY MASS SPECTROMETRY; LIQUID CHROMATOGRAPHY; PRIORITY JOURNAL; SOLID PHASE EXTRACTION; WASTE WATER; WASTE WATER MANAGEMENT; WATER CONTAMINATION; WATER CYCLE; WATER SAMPLING; ANALOGS AND DERIVATIVES; ANALYSIS; CHEMISTRY; CITY; ENVIRONMENTAL MONITORING; GERMANY; PROCEDURES; RIVER; SEWAGE; TANDEM MASS SPECTROMETRY; WATER POLLUTANT;

GERMANY;

ALLOPURINOL; CHROMATOGRAPHY, LIQUID; CITIES; DRINKING WATER; ENVIRONMENTAL MONITORING; GERMANY; GROUNDWATER; OXYPURINOL; RIBONUCLEOSIDES; RIVERS; SEWAGE; SOLID PHASE EXTRACTION; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; TANDEM MASS SPECTROMETRY; WASTE WATER; WATER POLLUTANTS, CHEMICAL;

EID: 84925936641     PISSN: 00431354     EISSN: 18792448     Source Type: Journal    
DOI: 10.1016/j.watres.2015.02.007     Document Type: Article

References (49)

1. ACDLabs ChemSketch LogP v.14.02, 2013. Calculation.
2. Acuna V., von Schiller D., Garcia-Galan M.J., Rodriguez-Mozaz S., Corominas L., Petrovic M., Poch M., Barcelo D., Sabater S. Occurrence and in-stream attenuation of wastewater-derived pharmaceuticals in Iberian rivers. Sci. Total Environ. 2015, 503-504:133-141.
3. Aktories K., Förstermann U., Hofmann F., Starke K. Allgemeine und spezielle Pharmakologie und Toxikologie, 10. Ausgabe 2009, 48-58. Elsevier Urban & Fischer, München.
4. Bisceglia K.J., Yu J.T., Coelhan M., Bouwer E.J., Roberts A.L. Trace determination of pharmaceuticals and other wastewater-derived micropollutants by solid phase extraction and gas chromatography/mass spectrometry. J. Chromatogr. A 2010, 1217(8):558-564.
5. Boix C., Ibanez M., Bijlsma L., Sancho J.V., Hernandez F. Investigation of cannabis biomarkers and transformation products in waters by liquid chromatography coupled to time of flight and triple quadrupole mass spectrometry. Chemosphere 2014, 99:64-71.
6. Buerge I.J., Buser H.R., Kahle M., Müller M.D., Poiger T. Ubiquitous occurrence of the artificial sweetener acesulfame in the aquatic environment: an ideal chemical marker of domestic wastewater in groundwater. Environ. Sci. Technol. 2009, 43(12):4381-4385.
7. 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):947-956.
8. Clara M., Strenn B., Gans O., Martinez E., Kreuzinger N., Kroiss H. Removal of selected pharmaceuticals, fragrances and endocrine disrupting compounds in a membrane bioreactor and conventional wastewater treatment plants. Water Res. 2005, 39(19):4797-4807.
9. D'Ascenzo G., Di Corcia A., Gentili A., Mancini R., Mastropasqua R., Nazzari M., Samperi R. Fate of natural estrogen conjugates in municipal sewage transport and treatment facilities. Sci. Total Environ. 2003, 302(1):199-209.
10. Daughton C.G., Ternes T.A. Pharmaceuticals and personal care products in the environment: agents of subtle change?. Environ. Health Perspect. 1999, 107(6):907-938.
11. Day R.O., Graham G.G., Hicks M., McLachlan A.J., Stocker S.L., Williams K.M. Clinical pharmacokinetics and pharmacodynamics of allopurinol and oxypurinol. Clin. Pharmacokinet. 2007, 46(8):623-644.
12. Dickenson E.R.V., Snyder S.A., Sedlak D.L., Drewes J.E. Indicator compounds for assessment of wastewater effluent contributions to flow and water quality. Water Res. 2011, 45(3):1199-1212.
13. Evgenidou E.N., Konstantinou I.K., Lambropoulou D.A. Occurrence and removal of transformation products of PPCPs and illicit drugs in wastewaters: a review. Sci. Total Environ. 2015, 505C:905-926.
14. Fono L.J., Sedlak D.L. Use of the chiral pharmaceutical propranolol to identik sewage discharges into surface waters. Environ. Sci. Technol. 2005, 39(23):9244-9252.
15. Gasser G., Pankratov I., Elhanany S., Glazman H., Lev O. Calculation of wastewater effluent leakage to pristine water sources by the weighted average of multiple tracer approach. Water Resour. Res. 2014, 50(5):4269-4282.
16. Gomez M.J., Bueno M.J.M., Lacorte S., Fernandez-Alba A.R., Aguera A. Pilot survey monitoring pharmaceuticals and related compounds in a sewage treatment plant located on the Mediterranean coast. Chemosphere 2007, 66(6):993-1002.
17. Grünebaum T. Schlussbericht Phase 1: elimination von Arzneimittelrückständen in kommunalen Kläranlagen. Elimination von Arzneimitteln und organischen Spurenstoffen: Entwicklung von Konzeptionen und innovativen, kostengünstigen Reinigungsverfahren 2011, LANUV NRW.
18. Halling-Sørensen B., Nielsen S.N., Lanzky P.F., Ingerslev F., Lutzhoft H.C.H., Jørgensen S.E. Occurrence, fate and effects of pharmaceutical substances in the environment - a review. Chemosphere 1998, 36(2):357-393.
19. Heberer T. Tracking persistent pharmaceutical residues from municipal sewage to drinking water. J. Hydrol. 2002, 266(3):175-189.
20. Huntscha S., Hofstetter T.B., Schymanski E.L., Spahr S., Hollender J. Biotransformation of benzotriazoles: insights from transformation product identification and compound-specific isotope analysis. Environ. Sci. Technol. 2014, 48(8):4435-4443.
21. International Commission for the Protection of the Rhine (ICPR) Internationale Flussgebietseinheit Rhein, Merkmale, Überprüfung der Umweltauswirkungen menschlicher Tätigkeiten und wirtschaftliche Analyse der Wassernutzung. Teil A 2014, Koblenz, Germany (in preparation, old version from 18.03.05 also available in German, French and Dutch).
22. Kahle M., Buerge I.J., Müller M.D., Poiger T. Hydrophilic anthropogenic markers for quantification of wastewater contamination in ground- and surface waters. Environ. Toxicol. Chem. 2009, 28(12):2528-2536.
23. KEGG - Kyoto Encyclopedia of Genes and Genomes: EC 1.17.1.4-Xanthine oxidase (cited: 01. December 2014).
24. Kim S.D., Cho J., Kim I.S., Vanderford B.J., Snyder S.A. Occurrence and removal of pharmaceuticals and endocrine disruptors in South Korean surface, drinking, and waste waters. Water Res. 2007, 41(5):1013-1021.
25. Kosjek T., Heath E., Perez S., Petrovic M., Barcelo D. Metabolism studies of diclofenac and clofibric acid in activated sludge bioreactors using liquid chromatography with quadrupole - time-of-flight mass spectrometry. J. Hydrol. 2009, 372(1-4):109-117.
26. Krenitsky T.A., Elion G.B., Strelitz R.A., Hitchings G.H. Ribonucleosides of allopurinol and oxoallopurinol - isolation from human urine, enzymatic synthesis and characterization. J. Biol. Chem. 1967, 242(11):2675-2682.
27. Liu Y., Blowes D.W., Groza L., Sabourin M.J., Ptacek C.J. Acesulfame-K and pharmaceuticals as co-tracers of municipal wastewater in a receiving river. Environ. Sci. Process Impacts 2014, 12(16):2789-2795.
28. Luo Y., Guo W., Ngo H.H., Nghiem L.D., Hai F.I., Zhang J., Liang S., Wang X.C. A review on the occurrence of micropollutants in the aquatic environment and their fate and removal during wastewater treatment. Sci. Total Environ. 2014, 473:619-641.
29. Mühlbauer B., Schmidt G. Gichtmittel. Arzneimittelverordnungsreport 2014, 675-680. Springer Medizin Verlag Berlin, Heidelberg. U. Schwabe, D. Paffrath (Eds.).
30. Nödler K., Hillebrand O., Idzik K., Strathmann M., Schiperski F., Zirlewagen J., Licha T. Occurrence and fate of the angiotensin II receptor antagonist transformation product valsartan acid in the water cycle - a comparative study with selected beta-blockers and the persistent anthropogenic wastewater indicators carbamazepine and acesulfame. Water Res. 2013, 47(17):6650-6659.
31. Oleksy-Frenzel J., Wischnack S., Jekel M. Application of ion-chromatography for the determination of the organic-group parameters AOCl, AOBr and AOI in water. Fresenius J. Anal. Chem. 2000, 366(1):89-94.
32. Osorio V., Imbert-Bouchard M., Zonja B., Abad J.L., Perez S., Barcelo D. Simultaneous determination of diclofenac, its human metabolites and microbial nitration/nitrosation transformation products in wastewaters by liquid chromatography/quadrupole-linear ion trap mass spectrometry. J. Chromatogr. A 2014, 1347:63-71.
33. Pycke B.F., Roll I.B., Brownawell B.J., Kinney C.A., Furlong E.T., Kolpin D.W., Halden R.U. Transformation products and human metabolites of triclocarban and triclosan in sewage sludge across the United States. Environ. Sci. Technol. 2014, 48(14):7881-7890.
34. Radke M., Ulrich H., Wurm C., Kunkel U. Dynamics and attenuation of acidic pharmaceuticals along a river stretch. Environ. Sci. Technol. 2010, 44(8):2968-2974.
35. Reiter S., Simmonds H.A., Webster D.R., Watson A.R. On the metabolism of allopurinol - formation of allopurinol-1-riboside in purine nucleoside phosphorylase deficiency. Biochem. Pharmacol. 1983, 32(14):2167-2174.
36. Rossmann J., Schubert S., Gurke R., Oertel R., Kirch W. Simultaneous determination of most prescribed antibiotics in multiple urban wastewater by SPE-LC-MS/MS. J. Chromatogr. B Anal. Technol. Biomed. Life Sci. 2014, 969:162-170.
37. Rubirola A., Llorca M., Rodriguez-Mozaz S., Casas N., Rodriguez-Roda I., Barcelo D., Buttiglieri G. Characterization of metoprolol biodegradation and its transformation products generated in activated sludge batch experiments and in full scale WWTPs. Water Res. 2014, 63:21-32.
38. Scheurer M., Storck F.R., Graf C., Brauch H.J., Ruck W., Lev O., Lange F.T. Correlation of six anthropogenic markers in wastewater, surface water, bank filtrate, and soil aquifer treatment. J. Environ. Monit. 2011, 13(4):966-973.
39. Suzuki T., Kosugi Y., Hosaka M., Nishimura T., Nakae D. Occurrence and behavior of the chiral anti-inflammatory drug naproxen in an aquatic environment. Environ. Toxicol. Chem. 2014, 33(12):2671-2678.
40. Ternes T.A. Occurrence of drugs in German sewagetreatment plants and rivers. Water Res. 1998, 32(11):3245-3260.
41. Ternes T.A., Kreckel P., Mueller J. Behaviour and occurrence of estrogens in municipal sewage treatment plants - II. Aerobic batch experiments with activated sludge. Sci. Total Environ. 1999, 225(1):91-99.
42. Ternes T.A., Hirsch R. Occurrence and behavior of X-ray contrast media in sewage facilities and the aquatic environment. Environ. Sci. Technol. 2000, 34(13):2741-2748.
43. Tran N.H., Hu J., Li J., Ong S.L. Suitability of artificial sweeteners as indicators of raw wastewater contamination in surface water and groundwater. Water Res. 2014, 48:443-456.
44. Tran N.H., Li J., Hu J., Ong S.L. Occurrence and suitability of pharmaceuticals and personal care products as molecular markers for raw wastewater contamination in surface water and groundwater. Environ. Sci. Pollut. Res. Int. 2014, 21(6):4727-4740.
45. Vieno N., Tuhkanen T., Kronberg L. Elimination of pharmaceuticals in sewage treatment plants in Finland. Water Res. 2007, 41(5):1001-1012.
46. Voloshenko-Rossin A., Gasser G., Cohen K., Gun J., Cumbal-Flores L., Parra-Morales W., Sarabia F., Ojeda F., Lev O. Emerging pollutants in the Esmeraldas watershed in Ecuador: discharge and attenuation of emerging organic pollutants along the San Pedro-Guayllabamba-Esmeraldas rivers. Environ. Sci. Process Impacts 2015, 17(1):41-53.
47. WHO 18th Model List of Essential Medicines, October 2013 2013, World Health Organization, Geneva, Switzerland, 20 Avenue Appia, 1211.
48. Wick A., Fink G., Ternes T.A. Comparison of electrospray ionization and atmospheric pressure chemical ionization for multi-residue analysis of biocides, UV-filters and benzothiazoles in aqueous matrices and activated sludge by liquid chromatography-tandem mass spectrometry. J. Chromatogr. A 2010, 1217(4):2088-2103.
49. Yan C.X., Yang Y., Zhou J.L., Nie M.H., Liu M., Hochella M.F. Selected emerging organic contaminants in the Yangtze Estuary, China: a comprehensive treatment of their association with aquatic colloids. J. Hazard. Mater. 2015, 283:14-23.