Reductive transformation of carbamazepine by abiotic and biotic processes

Water Research

Volumn 101, Issue , 2016, Pages 272-280

  König, Anne ^a   Weidauer, Cindy ^b   Seiwert, Bettina ^b   Reemtsma, Thorsten ^b   Unger, Tina ^a   Jekel, Martin ^a  

^a TECHNISCHE UNIVERSITÄT BERLIN   (Germany)

^b HELMHOLTZ CENTRE FOR ENVIRONMENTAL RESEARCH UFZ   (Germany)

Author keywords

Electroreduction; Identification; Mass spectrometry; Transformation pathway; Zero valent iron

Indexed keywords

AQUIFERS; ELECTROLYTIC REDUCTION; HYDROGENATION; IRON; LIQUID CHROMATOGRAPHY; POTABLE WATER; WATER SUPPLY;

ANAEROBICS; CARBAMAZEPINE; CATALYTIC HYDROGENATION; ELECTRO REDUCTION; IDENTIFICATION; REDUCTION PROCESS; REDUCTIVE TRANSFORMATIONS; TRANSFORMATION PATHWAYS; TRANSFORMATION PRODUCTS; ZERO-VALENT IRON;

MASS SPECTROMETRY;

10,11 DIHYDRO 10,11 DIHYDROXYCARBAMAZEPINE; CARBAMAZEPINE; DRUG METABOLITE; ANTICONVULSIVE AGENT; GROUND WATER;

ANOXIC CONDITIONS; DRINKING WATER; DRUG; IDENTIFICATION METHOD; IRON; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; METABOLITE; POLLUTANT REMOVAL; REDUCTION; TRANSFORMATION; WATER SUPPLY;

ABIOTIC REDUCTION; ANAEROBIC BACTERIUM; AQUIFER; ARTICLE; BIOTIC REDUCTION; CATALYST; DRUG DEGRADATION; DRUG TRANSFORMATION; ELECTROCHEMISTRY; ELECTRODE; HYDROGENATION; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; MICROBIAL DEGRADATION; NONHUMAN; OXIDATION REDUCTION POTENTIAL; PRECURSOR; PRIORITY JOURNAL; REDUCTION; SURFACE PROPERTY; CHEMISTRY; WATER POLLUTANT;

ANTICONVULSANTS; CARBAMAZEPINE; CHROMATOGRAPHY, LIQUID; GROUNDWATER; MASS SPECTROMETRY; WATER POLLUTANTS, CHEMICAL;

EID: 84973143567     PISSN: 00431354     EISSN: 18792448     Source Type: Journal    
DOI: 10.1016/j.watres.2016.05.084     Document Type: Article

References (42)

1. Atkins S., Sevilla J.M., Blazquez M., Pineda T., Gonzalez-Rodriguez J. Electrochemical behaviour of carbamazepine in acetonitrile and dimethylformamide using glassy carbon electrodes and microelectrodes. Electroanal 2010, 22:2961-2966.
2. Atkins S., Gonzalez-Rodriguez J., Sevilla J.M., Blazquez M., Pineda T., Jimenez-Perez R. Electrochemical reduction of carbamazepine in ethanol and water solutions using a glassy carbon electrode. Int. J. Electrochem Sci. 2013, 8:2056-2068.
3. Bergmann A., Fohrmann R., Weber F.-A. Zusammenstellung von Monitoringdaten zu Umweltkonzentrationen von Arzneimitteln 2011, Umweltbundesamt, Deutschland.
4. Bui T.X., Choi H. Adsorptive removal of selected pharmaceuticals by mesoporous silica SBA-15. J. Hazard. Mater 2009, 168:602-608.
5. Cai N., Larese-Casanova P. Sorption of carbamazepine by commercial graphene oxides: a comparative study with granular activated carbon and multiwalled carbon nanotubes. J. Colloid Interf. Sci. 2014, 426:152-161.
6. Chen J., Qiu X., Fang Z., Yang M., Pokeung T., Gu F., Cheng W., Lan B. Removal mechanism of antibiotic metronidazole from aquatic solutions by using nanoscale zero-valent iron particles. Chem. Eng. J. 2012, 181-182:113-119.
7. DIN EN ISO 11734. Wasserbeschaffenheit - Bestimmung der vollstaendigen anaeroben biologischen Abbaubarkeit organischer Verbindungen im Faulschlamm - Verfahren durch Messung der Biogasproduktion (EN ISO 11734: 1998-11).
8. Drewes J.E. Ground water replenishment with recycled water-water quality improvements during managed aquifer recharge. Ground Water 2009, 47:502-505.
9. Flynn T.M., Sanford R.A., Bethke C.M. Attached and suspended microbial communities in a pristine confined aquifer. Water Resour. Res. 2008, 44. W07425-W07232.
10. Ghauch A., Abou Assi H., Bdeir S. Aqueous removal of diclofenac by plated elemental iron: bimetallic systems. J. Hazard. Mater 2010, 182:64-74.
11. Ghauch A., Baydoun H., Dermesropian P. Degradation of aqueous carbamazepine in ultrasonic/Fe-0/H2O2 systems. Chem. Eng. J. 2011, 172:18-27.
12. Ghosh A., Chatterjee A. Ironmaking and Steelmaking: Theory and Practice 2008, PHI Learning Private Limited, New Dehli.
13. Heberer T., Massmann G., Fanck B., Taute T., Dunnbier U. Behaviour and redox sensitivity of antimicrobial residues during bank filtration. Chemosphere 2008, 73:451-460.
14. 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.
15. Jekel M., Dott W., Bergmann A., Dünnbier U., Gnirß R., Haist-Gulde B., Hamscher G., Letzel M., Licha T., Lyko S., Miehe U., Sacher F., Scheurer M., Schmidt C.K., Reemtsma T., Ruhl A.S. Selection of organic process and source indicator substances for the anthropogenically influenced water cycle. Chemosphere 2015, 125:155-167.
16. Joss A., Keller E., Alder A.C., Göbel A., McArdell C.S., Ternes T., Siegrist H. Removal of pharmaceuticals and fragrances in biological wastewater treatment. Water Res. 2005, 39:3139-3152.
17. König A., Hilbrandt I., Jekel M. Abiotische Reduktion von Carbamazepin. Wasser 2012-Jahrestagung der Wasserchemischen Gesellschaft, Neu-Ulm 2012, 382-386. W. Gesellschaft (Ed.).
18. Liu Y.-S., Ying G.-G., Shareef A., Kookana R.S. Biodegradation of three selected benzotriazoles under aerobic and anaerobic conditions. Water Res. 2011, 45:5005-5014.
19. Livingston J.V. Trends in Water Pollution Research 2005, Nova, New York.
20. Marselli B. Electrochemical Oxygen Transfer Reaction on Synthetic Boron-doped Diamond Thin Film Electrode 2004, Faculté des sciences de base. Thèse École polytechnique fédérale de Lausanne EPFL.
21. Mompelat S., Le Bot B., Thomas O. Occurrence and fate of pharmaceutical products and by-products, from resource to drinking water. Environ. Int. 2009, 35:803-814.
22. Moses G.S., Rao K.M., Rao N.S., Ramachandraiah A. Electrochemical studies of carbamazepine. J. Indian Chem. Soc. 1995, 72:333-337.
23. Paar H., Ruhl A.S., Jekel M. Influences of nanoscale zero valent iron loadings and bicarbonate and calcium concentrations on hydrogen evolution in anaerobic column experiments. Water Res. 2015, 68:731-739.
24. Raychoudhury T., Scheytt T. Potential of zerovalent iron nanoparticles for remediation of environmental organic contaminants in water: a review. Water Sci. Technol. 2013, 68:1425-1439.
25. Rohweder U. Arzneimittel in der Umwelt - Auswertung der Untersuchungsergebnisse 2003, Bund/Länderausschuss für Chemikaliensicherheit (BLAC).
26. Ruhl A.S., Naubert A.C., Tietze D., Steiof M., Jekel M. Bioactivity and NOM distribution in horizontal columns with two alternative Fe0 materials after bioaugmentation. Remediation of Chlorinated and Recalcitrant Compounds 2008, Battelle Memorial Institute, Monterey, USA. B.M. Sass (Ed.).
27. Ruhl A.S., Weber A., Jekel M. Influence of dissolved inorganic carbon and calcium on gas formation and accumulation in iron permeable reactive barriers. J. Contam. Hydrol. 2012, 142:22-32.
28. Ruhl A.S., Ünal N., Jekel M. Combination of Fe(0) with additional reactive materials in fixed bed reactors for TCE removal. Chem. Eng. J. 2013, 222:180-185.
29. Sandhu C., Grischek T., Kumar P., Ray C. Potential for riverbank filtration in India. Clean. Technol. Environ. 2011, 13:295-316.
30. Schmidt C., Lange F.T. Ermittlung der potenziellen Reinigunsleistung der Uferfiltration/Untergrundpassage hinsichtlich der Eliminierung organischer Schadstoffe unter standortspezifischen Randbedingungen. Exportorientierte Forschung und Entwicklung auf dem Gebiet der Wasserver- und -entsorgung, Teil I: Trinkwasser, Kernprojekt B6 2005, Technologiezentrum Wasser Karlsruhe (TZW). (BMBF), B.f.B.u.F. (Eds.).
31. Schmidt C.K., Lange F.T., Brauch H.J. Characteristics and evaluation of natural attenuation processes for organic micropollutant removal during riverbank filtration. Water Sci. Technol. 2007, 7:1-7.
32. Schramm C., Gans O., Uhl M., Grath J., Scharf S., Zieritz I., Kralik M., Scheidleder A., Humer F. Carbamazepin und Koffein - Potenzielle Screeningparameter für kommunale Verunreinigungen des Grundwassers? 2006, Umweltbundesamt GmbH, Wien.
33. Schulte-Ebbert U., Hollerung R., Willme U., Kaczmarczyk B., Bahrig B., Schöttler U. Verhalten von anorganischen Spurenstoffen bei wechselnden Redoxverhältnissen im Grundwasser. Dortmunder Beiträge zur Wasserforschung 1991, Institut für Wasserforschung GmbH Dortmund. GmbH, I.f.W. (Ed.).
34. Seiwert B., Golan-Rozen N., Weidauer C., Riemenschneider C., Chefetz B., Hadar Y., Reemtsma T. Electrochemistry combined with LC-HRMS: elucidating transformation products of the recalcitrant pharmaceutical compound carbamazepine generated by the white-rot fungus Pleurotus ostreatus. Environ. Sci. Technol. 2015, 49:12342-12350.
35. Sigg L., Stumm W. Aquatische Chemie: Einführung in die Chemie natürlicher Gewässer 2011, (vdf Hochschulverlag AG an der ETH Zürich Zürich). 5. ed.
36. Stieber M., Putschew A., Jekel M. Reductive dehalogenation of iopromide by zero-valent iron. Water Sci. Technol. 2008, 57:1969-1975.
37. Wiese B., Massmann G., Jekel M., Heberer T., Dunnbier U., Orlikowski D., Grützmacher G. Removal kinetics of organic compounds and sum parameters under field conditions for managed aquifer recharge. Water Res. 2011, 45:4939-4950.
38. Yamamoto H., Nakamura Y., Moriguchi S., Nakamura Y., Honda Y., Tamura I., Hirata Y., Hayashi A., Sekizawa J. Persistence and partitioning of eight selected pharmaceuticals in the aquatic environment: laboratory photolysis, biodegradation, and sorption experiments. Water Res. 2009, 43:351-362.
39. Zhang Y.J., Geissen S.U., Gal C. Carbamazepine and diclofenac: removal in wastewater treatment plants and occurrence in water bodies. Chemosphere 2008, 73:1151-1161.
40. Zhao X., Liu H.J., Li A.Z., Shen Y.L., Qu J.H. Bromate removal by electrochemical reduction at boron-doped diamond electrode. Electrochim. Acta 2012, 62:181-184.
41. Zhu L., Lin H.-Z., Qi J.-Q., Xu X.-Y., Qi H.-Y. Effect of H2 on reductive transformation of p-ClNB in a combined ZVI-anaerobic sludge system. Water Res. 2012, 46:6291-6299.
42. Zwiener C., Glauner T., Sturm J., Worner M., Frimmel F.H. Electrochemical reduction of the iodinated contrast medium iomeprol: iodine mass balance and identification of transformation products. Anal. Bioanal. Chem. 2009, 395:1885-1892.