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Original Articles

Enantiomeric fraction as an indicator of pharmaceutical biotransformation during wastewater treatment and in the environment – a review

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Pages 1349-1370 | Received 04 Dec 2009, Accepted 24 Feb 2010, Published online: 23 Sep 2010

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María Susana Fortunato, Nancy Piedad Fuentes Abril, Manuela Martinefski, Valeria Trípodi, Mariana Papalia, Marcela Rádice, Gabriel Gutkind, Alfredo Gallego & Sonia Edith Korol. (2016) Aerobic degradation of ibuprofen in batch and continuous reactors by an indigenous bacterial community. Environmental Technology 37:20, pages 2617-2626.
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Jude A. Onwudili, Pushpa Radhakrishnan & Paul T. Williams. (2013) Application of hydrothermal oxidation and alkaline hydrothermal gasification for the treatment of sewage sludge and pharmaceutical wastewaters. Environmental Technology 34:4, pages 529-537.
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Articles from other publishers (32)

Jinjian Zhong, Xin Liu, Linzhou Chen, Kan Li, Qingkun Hu, Ke Wu, Jidan Zhou, Yuesen Shi & Huajun Fan. (2023) Simultaneous separation and determination of several chiral antidepressants and their enantiomers in wastewater by online heart-cutting two-dimensional liquid chromatography. Ecotoxicology and Environmental Safety 263, pages 115302.
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Winnie Cao, Owen P. Missen & David R. Turner. (2022) Enantioselective chiral sorption of 1-phenylethanol by homochiral 1D coordination polymers. Inorganic Chemistry Frontiers 9:4, pages 709-718.
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Anh Q. Nguyen, Luong N. Nguyen, James A. McDonald, Long D. Nghiem, Frederic D.L. Leusch, Peta A. Neale & Stuart J. Khan. (2022) Chiral inversion of 2-arylpropionoic acid (2-APA) enantiomers during simulated biological wastewater treatment. Water Research 209, pages 117871.
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Edmond Sanganyado, Zhijiang Lu & Wenhua Liu. (2020) Application of enantiomeric fractions in environmental forensics: Uncertainties and inconsistencies. Environmental Research 184, pages 109354.
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Peta A. Neale, Amos Branch, Stuart J. Khan & Frederic D.L. Leusch. (2019) Evaluating the enantiospecific differences of non-steroidal anti-inflammatory drugs (NSAIDs) using an ecotoxicity bioassay test battery. Science of The Total Environment 694, pages 133659.
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Yaqing Liu, Langping Wu, Puneet Kohli, Roshan Kumar, Hryhoriy Stryhanyuk, Ivonne Nijenhuis, Rup Lal & Hans-Hermann Richnow. (2019) Enantiomer and Carbon Isotope Fractionation of α-Hexachlorocyclohexane by Sphingobium indicum Strain B90A and the Corresponding Enzymes . Environmental Science & Technology 53:15, pages 8715-8724.
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Shikang Wu, Hao Zhou, Lin Luo & Yaoyu Zhou. (2019) Response to comment on “Chiral pharmaceuticals: Environment sources, potential human health impacts, remediation technologies and future perspective”. Environment International 127, pages 1-4.
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Ruixue Ma, Han Qu, Bin Wang, Fang Wang, Yunjiang Yu & Gang Yu. (2019) Simultaneous enantiomeric analysis of non-steroidal anti-inflammatory drugs in environment by chiral LC-MS/MS: A pilot study in Beijing, China. Ecotoxicology and Environmental Safety 174, pages 83-91.
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Maria E. Tiritan, Carla Fernandes, Alexandra S. Maia, Madalena Pinto & Quezia B. Cass. (2018) Enantiomeric ratios: Why so many notations?. Journal of Chromatography A 1569, pages 1-7.
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Lei Duan, Yizhe Zhang, Bin Wang, Shubo Deng, Jun Huang, Yujue Wang & Gang Yu. (2018) Occurrence, elimination, enantiomeric distribution and intra-day variations of chiral pharmaceuticals in major wastewater treatment plants in Beijing, China. Environmental Pollution 239, pages 473-482.
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Edmond Sanganyado, Zhijiang Lu, Qiuguo Fu, Daniel Schlenk & Jay Gan. (2017) Chiral pharmaceuticals: A review on their environmental occurrence and fate processes. Water Research 124, pages 527-542.
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Luong N. Nguyen, Faisal I. Hai, James A. McDonald, Stuart J. Khan, William E. Price & Long D. Nghiem. (2017) Continuous transformation of chiral pharmaceuticals in enzymatic membrane bioreactors for advanced wastewater treatment. Water Science and Technology 76:7, pages 1816-1826.
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Alexandra S. Maia, Ana R. Ribeiro, Paula M. L. Castro & Maria Elizabeth Tiritan. (2017) Chiral Analysis of Pesticides and Drugs of Environmental Concern: Biodegradation and Enantiomeric Fraction. Symmetry 9:9, pages 196.
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Carlos Hurtado, Núria Cañameras, Carmen Domínguez, Gordon W. Price, Jordi Comas & Josep M. Bayona. (2017) Effect of soil biochar concentration on the mitigation of emerging organic contaminant uptake in lettuce. Journal of Hazardous Materials 323, pages 386-393.
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Dolores Camacho-Muñoz & Barbara Kasprzyk-Hordern. (2017) Simultaneous enantiomeric analysis of pharmacologically active compounds in environmental samples by chiral LC-MS/MS with a macrocyclic antibiotic stationary phase. Journal of Mass Spectrometry 52:2, pages 94-108.
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Catarina L. Amorim, Irina S. Moreira, Ana R. Ribeiro, Lúcia H.M.L.M. Santos, Cristina Delerue-Matos, Maria Elizabeth Tiritan & Paula M.L. Castro. (2016) Treatment of a simulated wastewater amended with a chiral pharmaceuticals mixture by an aerobic granular sludge sequencing batch reactor. International Biodeterioration & Biodegradation 115, pages 277-285.
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Pengfei Zhao, Miaoduo Deng, Peiting Huang, Jia Yu, Xingjie Guo & Longshan Zhao. (2016) Solid-phase extraction combined with dispersive liquid-liquid microextraction and chiral liquid chromatography-tandem mass spectrometry for the simultaneous enantioselective determination of representative proton-pump inhibitors in water samples. Analytical and Bioanalytical Chemistry 408:23, pages 6381-6392.
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Carlos Hurtado, Carmen Domínguez, Lorea Pérez-Babace, Núria Cañameras, Jordi Comas & Josep M. Bayona. (2016) Estimate of uptake and translocation of emerging organic contaminants from irrigation water concentration in lettuce grown under controlled conditions. Journal of Hazardous Materials 305, pages 139-148.
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Alfred Svan, Mikael Hedeland, Torbjörn Arvidsson, Justin T. Jasper, David L. Sedlak & Curt E. Pettersson. (2015) Rapid chiral separation of atenolol, metoprolol, propranolol and the zwitterionic metoprolol acid using supercritical fluid chromatography–tandem mass spectrometry – Application to wetland microcosms. Journal of Chromatography A 1409, pages 251-258.
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C. Caballo, M.D. Sicilia & S. Rubio. (2015) Enantioselective determination of representative profens in wastewater by a single-step sample treatment and chiral liquid chromatography–tandem mass spectrometry. Talanta 134, pages 325-332.
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Stuart J. Khan, Lili Wang, Nor H. Hashim & James A. Mcdonald. (2014) Distinct Enantiomeric Signals of Ibuprofen and Naproxen in Treated Wastewater and Sewer Overflow. Chirality 26:11, pages 739-746.
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Sian E. Evans & Barbara Kasprzyk-Hordern. (2014) Applications of chiral chromatography coupled with mass spectrometry in the analysis of chiral pharmaceuticals in the environment. Trends in Environmental Analytical Chemistry 1, pages e34-e51.
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Markus Juza & Volker Schurig. 2014. Practical Gas Chromatography. Practical Gas Chromatography 529 575 .
Lili Wang, James A. McDonald & Stuart J. Khan. (2013) Enantiomeric analysis of polycyclic musks in water by chiral gas chromatography–tandem mass spectrometry. Journal of Chromatography A 1303, pages 66-75.
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Nor H. Hashim, Richard M. Stuetz & Stuart J. Khan. (2013) Enantiomeric Fraction Determination of 2-Arylpropionic Acids in a Package Plant Membrane Bioreactor. Chirality 25:5, pages 301-307.
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Ana R. Ribeiro, Carlos M. Afonso, Paula M.L. Castro & Maria E. Tiritan. (2013) Enantioselective biodegradation of pharmaceuticals, alprenolol and propranolol, by an activated sludge inoculum. Ecotoxicology and Environmental Safety 87, pages 108-114.
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Volker Schurig. 2013. Differentiation of Enantiomers I. Differentiation of Enantiomers I 21 40 .
Victoria K.H. Barclay, Niklas L. Tyrefors, I. Monika Johansson & Curt E. Pettersson. (2012) Trace analysis of fluoxetine and its metabolite norfluoxetine. Part II: Enantioselective quantification and studies of matrix effects in raw and treated wastewater by solid phase extraction and liquid chromatography–tandem mass spectrometry. Journal of Chromatography A 1227, pages 105-114.
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Ana R. Ribeiro, Paula M. L. Castro & Maria Elizabeth Tiritan. 2012. Environmental Chemistry for a Sustainable World. Environmental Chemistry for a Sustainable World 3 45 .
N.H. Hashim, L.D. Nghiem, R.M. Stuetz & S.J. Khan. (2011) Enantiospecific fate of ibuprofen, ketoprofen and naproxen in a laboratory-scale membrane bioreactor. Water Research 45:18, pages 6249-6258.
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Nor H. Hashim & Stuart J. Khan. (2011) Enantioselective analysis of ibuprofen, ketoprofen and naproxen in wastewater and environmental water samples. Journal of Chromatography A 1218:29, pages 4746-4754.
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Juliana Cristina Barreiro, Kenia Lourenço Vanzolini & Quezia Bezerra Cass. (2011) Direct injection of native aqueous matrices by achiral–chiral chromatography ion trap mass spectrometry for simultaneous quantification of pantoprazole and lansoprazole enantiomers fractions. Journal of Chromatography A 1218:20, pages 2865-2870.
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