Occurrence and fate of estrone, 17β-estradiol and 17α- ethynylestradiol in STPs for domestic wastewater

Reviews in Environmental Science and Biotechnology

Volumn 4, Issue 4, 2005, Pages 275-311

  De Mes, Titia ^a   Zeeman, Grietje ^a   Lettinga, Gatze ^a  

^a WAGENINGEN UNIVERSITY   (Netherlands)

Author keywords

17 ethynylestradiol; 17 estradiol; Adsorption; Biodegradation; Endocrine disruption; Estrone; Fate; Sewage treatment plant; Wastewater

Indexed keywords

EID: 28244448509     PISSN: 15691705     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11157-005-3216-x     Document Type: Review

References (159)

1. P Adler 2001 Distribution of natural and synthetic estrogenic steroid hormones in water samples from Southern and Middle Germany Acta Hydrochi. Hydrobiol. 29 4 227 241
2. H Adlercreutz T Fotsis C Bannwart E Hamalainen S Bloigu A Ollus 1986 Urinary estrogen profile determination in young Finnish vegetarian and omnivorous women J. Steroid Biochem. 24 1 289 296
3. H Adlercreutz SL Gorbach BR Goldin MN Woods JT Dwyer E Hamalainen 1994 Estrogen metabolism and excretion in Oriental and Caucasian women J. Natl. Cancer I. 86 14 1076 1082
4. GW Aherne J English V Marks 1985 The role of immunoassay in the analysis of microcontaminants in water samples Ecotoxicol. Environ. Saf. 9 79 83
5. H Andersen H Siegrist B Halling-Sorensen TA Ternes 2003 Fate of estrogens in a municipal sewage treatment plant Environ. Sci.Technol. 37 18 4021 4026
6. F Andreolini C Borra F Caccamo AD Corcia R Samperi 1987 Estrogen conjugates in late-pregnancy fluids: extraction and group separation by a graphitized carbon black cartridge and quantification by high performance liquid chromatography Anal. Chem. 59 1720 1725
7. DJ Back AM Breckenbridge FE Crawford 1979 An investigation of the pharmacokinetics of ethinylestradiol in women using radioimmunoassay Contraception 20 263 273
8. DJ Back AM Breckenbridge M [tmp] MacIver MLE Orme HS Purba 1982 The gut wall metabolism of ethinylestradiol and its contribution to the pre-systemic metabolism of ethinylestradiol in human Brit. J. Clin. Pharmacol. 13 325 330
9. C Baronti R Curini G D'-Ascenzo A Di-Corcia A Gentili R Samperi 2000 Monitoring natural and synthetic estrogens at activated sludge sewage treatment plants and in a receiving river water Environ. Sci. Technol. 34 24 5059 5066
10. Belfroid AC, Murk AJ, de Voogt P, Schäfer AI, Rijs GBJ & Vethaak AD (1999a) Endocrine disruptors in water; pilot inventory on the occurrence of estrogenic substances in watersystems and sewage water in The Netherlands, RIZA Institute for Inland Water Management and Waste Water Treatment, RIKZ Institute for Coastal and Marine Management 109 pp.
11. AC Belfroid A van der Horst AD Vethaak AI Schäfer GBJ Rijs J Wegener WP Cofino 1999b Analysis and occurrence of estrogenic hormones and their glucuronides in surface water and waste water in The Netherlands Sci. Total Environ. 225 1-2 101 108
12. J Blok MAD Wösten 2000 Origin and Fate of Natural Estrogens in the Environment (in Dutch) RIWA Haskoning the Netherlands
13. U Bolz B Kuch JW Metzeger W Körner 2002 Input/Output balance of total estrogenic activity of sewage treatment plants with different technical equipment applying a bioassay Vom Waser 98 81 91
14. MC Bosland TY Chang LEJ Gray LJJ Guilette A Hotchkiss YF Hu C Lambright GW Lucier M Metzler RRE Newbold EF Orlando JS Ostby L Parks CJ Portier IH Russo J Russo FSV Saal JC Seely JP Sumpter SH Swan DM Tham RW Tyl BAT Willlems V Wislon CJ Wolf 2002 Endocrine Disruptors Part II Springer New York
15. JC Bowman JW Readman JL Zhou 2003 Sorption of the natural endocrine disruptors, oestrone and 17b-oestradiol in the aquatic environment Environ. Geochem. Health 25 1 63 67
16. O Braga AI Schäfer G Smythe 2001 Analysis of endocrine disrupters and pharmaceuticals in the aquatic environment AI Schäfer TD Waite P Sherman Recent Advances in Water Recycling Technologies Brisbane Australia
17. A Bruchet C Prompsy G Filippi A Souaki 2002 A broad spectrum analytical scheme for the screening of endocrine disruptors (Eds), pharmaceuticals and personal care products in wastewaters and natural waters Water Sci. Technol. 46 3 97 104
18. AM Brzozowski ACW Pike Z Dauter RE Hubbabrd T Bonn O Engström L Öhman GL Greene J Gustafsson M Carlquist 1997 Molecular basis of agonism and antagonism in the oestrogen receptor Nature 389 753 758
19. NJ Bunce BJ Cox AW Partridge 2000 Method development and interspecies comparison of estrogen receptor binding assays for estrogen agonists and antagonists LH Keith TL Jones-Lepp LL Needham Analysis of Environmental Endocrine Disruptors American Chemical Society Washington
20. M Cargouët D Perdiz A Mouatassim-Souali S Tamisier-Karolak Y Levi 2004 Assessment of river contamination by estrogenic compounds in Paris area (France) Sci. Total Environ. 324 55 66
21. CBS (2002) Statline, http://www.cbs.nl/Central http://www.cbs.nl/Central Bureau of Statistics, the Netherlands.
22. S Chang TD Waite AI Schäfer AG Fane 2002a Adsorption of trace steroid estrogens to hydrophobic hollow fibre membranes Desalination 146 381 386
23. Chang S, Waite TD, Schäfer AI & Fane AG (2002b) Binding of estrone to hollow fibre membranes in microfiltration of solutions containing trace estrone, Enviro 2002 Convention & Exhibition, IWA 3rd World Water Congress, Melbourne, Australia.
24. H Chapman 2003 Removal of endocrine disruptors by tertiary treatments and constructed wetlands in subtropical Australia Water Sci. Technol. 47 9 151 156
25. FM Christensen 1998 Pharmaceuticals in the environment; a human risk? Regul. Toxicol. Pharm. 28 3 212 221
26. M Clara B Sternn M Ausserleitner N Kreuzinger 2004a Comparison of the behaviour of selected micropollutants in a membrane bioreactor and a conventional wastewater treatment plant Water Sci. Technol. 50 5 29 36
27. M Clara B Strenn E Saracevic N Kreuzinger 2004b Adsorption of bisphenol-A, 17b-estradiole and 17a-ethinylestradiole to sewage sludge Chemosphere 56 843 851
28. RG Coombe YY Tsong PB Hamilton CJ Sih 1966 Mechanisms of steroid oxidation by microorganisms J. Biol. Chem. 241 7 1587 1595
29. G D'Ascenzo A Di Corcia A Gentili R Mancini R Mastropasqua M Nazzari R Samperi 2003 Fate of natural estrogen conjugates in municipal sewage transport and treatment facilities Sci. Total Environ. 302 1-3 199 209
30. C Desbrow EJ Routledge GC Brighty JP Sumpter M Waldock 1998 Identification of estrogenic chemicals in STW effluent. 1. Chemical fractionation and in vitro biological screening Environ. Sci. Technol. 32 11 1549 1558
31. EA 2002 Proposed predicted-no-effect-concentrations (PNECs) for natural and synthetic steroid oestrogens in surface waters Environment Agency Bristol
32. JK Fawell D Sheahan HA James M Hurst S Scott 2001 Oestrogens and oestrogenic activity in raw and treated water in Severn Trent Water Water Res. 35 5 1240 1244
33. LC Folmar MJ Hemmer ND Denslow K Kroll J Chen A Cheek H Richman H Meredith EG Grau 2002 A comparison of the estrogenic potencies of estradiol, ethynylestradiol, diethylstilbestrol, nonylphenol and methoxychlor in vivo and in vitro Aquat. Toxicol. 60 1-2 101 110
34. T Fotsis P Järvenpää H Adlecreutz 1980 Purification of urine for quantification of the complete estrogen profile J. Steroid Biochemist. 12 503 508
35. M Fuerhacker A Dürauer A Jungbauer 2001 Adsorption isotherms of 17b-estradiol on granular activated carbon (GAC) Chemosphere 44 7 1573 1579
36. K Fujii S Kikuchi M Satomi N Ushio-Sata N Morita 2002 Degradation of 17b-estradiol by a gram-negative bacterium isolated from activated sludge in a sewage treatment plant in Tokyo, Japan Appl. Environ. Microbiol. 68 4 2057 2060
37. M Fujita M Ike K Kusunoki T Ueno K Seriwasa T Hirao 2002 Removal of color and estrogenic substance by fungal reactor equipped with ultrafiltration unit Water Supply 2 5-6 353 358
38. M Fürhacker A Breithofer A Jungbauer 1999 17b-estradiol: behavior during waste water analyses Chemosphere 39 11 1903 1909
39. RL Gomes HE Deacon KM Lai JW Birkett MD Scrimshaw JN Lester 2004 An assessment of the bioaccumulation of estrone in Daphnia Magna Environ. Toxicol. Chem. 23 1 105 108
40. Gunten U von, Huber M, Ternes T & Ried A (2003) Oxidation of pharmaceuticals during ozonation of drinking water and wastewater, in: IWA Leading Edge Conference Drinking water and Wastewater Treatment Technologies. Noordwijk, the Netherlands.
41. C Hansch A Leo D Hoekman 1995 Exploring QSAR - Hydrophobic, Electronic, and Steric Constants American Chemical Society Washington, DC
42. PD Hansen H Dizer B Hock A Marx J Sherry M [tmp] McMaster C Blaise 1998 Vitellogenin - a biomarker for endocrine disruptors Trends Anal. Chem. 17 7 448 451
43. M Hennies M Wiesmann B Allner H Sauerwein 2003 Vitellogenin in carp (Cyprinus carpio) and perch (Perca fluviatilis): purification, characterization and development of an ELISA for the detection of estrogenic effects Sci. Total Environ. 309 1-3 93 103
44. KI Holthaus AC Johnson MD Jurgens RJ Williams JJ Smith JE Carter 2002 The potential for estradiol and ethinylestradiol to sorb to suspended and bed sediments in some English rivers Environ. Toxicol. Chem. 21 12 2526 2535
45. CH Huang DL Sedlak 2001 Analysis of estrogenic hormones in municipal wastewater effluent and surface water using enzyme-linked immunosorbent assay and gas chromatography/tandem mass spectrometry Environ. Toxicol. Chem. 20 1 133 139
46. MM Huber S Canonica G-Y Park U von Gunten 2003 Oxidation of pharmaceuticals during ozonation and advanced oxidation processes Environ. Sci. Technol. 37 5 1016 1024
47. AR Hurwitz ST Liu 1977 Determination of aqueous solubility and pKa values of estrogens J. Pharm. Sci. 66 5 624 627
48. F Ingerslev B Halling-Sorensen 2003 Evaluation of analytical chemical methods for detection of estrogens in the environment EPA Denmark
49. V Ingrand G Herry J Beausse M-R de Roubin 2003 Analysis of steroid hormones in effluents of wastewater treatment plants by liquid chromatography-tandem mass spectrometry J. Chromatogr. A 1020 1 95 100
50. T Isobe H Shiraishi M Yasuda A Shinoda H Suzuki M Morita 2003 Determination of estrogens and their conjugates in water using solid-phase extraction followed by liquid chromatography-tandem mass spectrometry J. Chromatogr. A 984 2 195 202
51. BN Jacobsen N Nyholm BM Pedersen O Poulsen P Ostfeldt 1993 Removal of organic micropollutants in laboratory activated sludge reactors under various operating conditions: sorption Water Res. 27 10 1505 1510
52. R Jeannot H Sabik E Sauvard T Dagnac K Dohrendorf 2002 Determination of endocrine-disrupting compounds in environmental samples using gas and liquid chromatography with mass spectrometry J. Chromatogr. A 974 1-2 143 159
53. RL Jensen AI Schäfer 2001 Adsorption of estrone and 17b-estradiol by particulates- activated sludge, bentonite, hemalite and cellulose AI Schäfer TD Waite P Sherman Recent Advances in Water Recycling Technologies Brisbane Australia
54. AC Johnson A Belfroid A Di Corcia 2000 Estimating steroid oestrogen inputs into activated sludge treatment works and observations on their removal from the effluent Sci. Total Environ. 256 2-3 163 173
55. AC Johnson JP Sumpter 2001 Removal of endocrine-disrupting chemicals in activated sludge treatment works Environ. Sci. Technol. 35 24 4697 4703
56. PD Jones WM de Coen L Tremblay JP Giesy 2000 Vitellogenin as a biomarker for environmental estrogens Water Sci. Technol. 42 7-8 1 14
57. A Joss H Andersen T Ternes PR Richle H Siegrist 2004 Removal of estrogens in municipal wastewater treatment under aerobic and anaerobic conditions: consequences for plant optimization Environ. Sci. Technol. 38 3047 3055
58. MD Jürgens KIE Holthaus AC Johnson JJL Smith M Hetheridge RJ Williams 2002 The potential for estradiol and ethinylestradiol degradation in English rivers Environ. Toxicol. Chem. 21 3 480 488
59. MD Jürgens RJ Williams AC Johnson 1999 Fate and behaviour of steriod oestrogens in rivers: a scoping study Institute of Hydrology Oxon 80
60. BG Katzung 1995 Basic & Clinical Pharmacology Appleton & Lange Norwalk, Connecticut
61. C Kelly 2000 Analysis of steroids in environmental water samples using solid-phase extraction and ion-trap gas chromatography-mass spectrometry and gas chromatography-tandem mass spectrometry J. Chromatogr. A 872 1-2 309 314
62. MZ Khan J Altmann SS Isani J Yu 2002 A matter of time: evaluating the storage of fecal samples for steroid analysis Gen. Comp. Endocrinol. 128 1 57 64
63. Kikuta T & Urase T (2003) Removal of endocrine disruptors in membrane separation activated sludge process. In: Proceedings of the International Membrane Science and Technology Conference (IMSTE'03). Sydney, Australia.
64. LA Kirk CR Tyler CM Lye JP Sumpter 2002 Changes in estrogenic and androgenic activities at different stages of treatment in wastewater treatment works Environ. Toxicol. Chem. 21 5 972 979
65. J Kjølholt F Stuer-Lauridsen TD Blicher HR Andersen M Hansen F Ingerslev B Halling-Sørensen 2004 Degradation of Estrogens in Sewage Treatment Processes EPA Denmark
66. W Körner U Bolz W Suessmuth G Hiller W Schuller V Hanf H Hagenmaier 2000 Input/output balance of estrogenic active compounds in a major municipal sewage plant in Germany Chemosphere 40 9-11 1131 1142
67. W Körner P Spengler U Bolz W Schuller V Hanf JW Metzger 2001 Substances with estrogenic activity in effluents of sewage treatment plants in southwestern Germany.2. Biological analysis Environ. Toxicol. Chem. 20 10 2142 2151
68. K Kosaka H Yamada S Matsui K Shishida 2000 The effects of the co-existing compounds on the decomposition of micropollutants using the ozone/hydrogen peroxide process Water Sci. Technol. 42 7-8 353 361
69. RG Kozak I D'Haese W Verstraete 2001 Pharmaceuticals in the environment: focus on 17a-ethinyloestradio K Kümmerer Pharmaceuticals in the Environment, Source, Fate, Effects and Risks Springer-Verlag Berlin, Germany
70. HM Kuch K Ballschmiter 2000 Determination of endogenous and exogenous estrogens in effluents from sewage treatment plants at the ng/L-level Fres. J. Anal. Chem. 366 392 395
71. HM Kuch K Ballschmiter 2001 Determination of endocrine-disrupting phenolic compounds and estrogens in surface and drinking water by HRGC-(NCI)-MS in the picogram per liter range Environ. Sci. Technol. 35 15 3201 3206
72. Kunst S, Klotz G, Ternes T & Wenzel A (2002) Endokrin wirksame Substanzen in Kläranlagen; Vorkommen, Verleib und Wirkung, Arbeitsbericht der ATV-DVWK-AG IG 5.4 http://www.dwa.de/fachth/arbeitsberichte/2002/ind- abw_09_02.pdf http://www.dwa.de/fachth/arbeitsberichte/2002/ind-abw_09_02. pdf".
73. KM Lai KL Johnson MD Scrimshaw JN Lester 2000 Binding of waterborne steroid estrogens to solid phases in river and estuarine systems Environ. Sci. Technol. 34 18 3890 3894
74. KM Lai MD Scrimshaw JN Lester 2002 Prediction of the bioaccumulation factors and body burden of natural and synthetic estrogens in aquatic organisms in the river systems Sci. Total Environ. 289 1-3 159 168
75. Langford KH & Lester JN (2003) Fate and behavior of endocrine disrupters in wastewater treatment processes. In: Birkett JW & Lester JN (Eds), Endocrine Disrupters in Wastewater and Sludge Treatment Processes (pp. 103-143). IWA Publishing, Lewis Publishers.
76. DGJ Larsson EM Adolfsson J Parkkonen M Pettersson AH Berg PE Olsson L Forlin 1999 Ethinyloestradiol - an undesired fish contraceptive? Aquat. Toxicol. 45 2-3 91 97
77. Lebietzka B (1996) Untersuchungen zur Abbaubarkeit von Ethinylöstradiol in Abwasserreinigungsanlagen, Internationales Hochschulinstituut Zittau.
78. AC Layton BW Gregory JR Seward TW Schultz GS Sayler 2000 Mineralization of steroidal hormones by biosolids in wastewater treatment systems in Tennessee U.S.A Environ. Sci. Technol. 34 18 3925 3931
79. HB Lee D Liu 2002 Degradation of 17ß-estradiol and its metabolites by sewage bacteria Water Air Soil Pollut. 134 353 368
80. HB Lee TE Peart 1998 Determination of 17b-estradiol and its metabolites in sewage effluent by solid-phase extraction and gas chromatography/mass spectrometry J. AOC Int. 81 6 1209 1216
81. Legler J (2001) Development and application of in vitro and in vivo reporter gene assays for the assessment of (xeno-) estrogenic compounds in the aquatic environment. Department of Toxicology, Wageningen University.
82. J Legler 2002 Determination of the estrogenic potency of phyto- and synthetic estrogens using in vitro bioassays E Dopp H Stopper G Alink Natural and Synthetic Estrogens aspects of the Cellular and Molecular Activity Essen Germany
83. J Legler A Jonas J Lahr AD Vethaak A Brouwer AJ Murk 2002 Biological measurement of estrogenic activity in urine and bile conjugates with the in vitro ER-CALUX reporter gene assay Environ. Toxicol. Chem. 21 3 473 479
84. MJ López de Alda D Barcelo 2000 Determination of steroid sex hormones and related synthetic compounds considered as endocrine disrupters in water by liquid chromatography-diode array detection-mass spectrometry J. Chromatogr. A 892 1-2 391 406
85. MJ López de Alda D Barcelo 2001 Use of solid-phase extraction in various of its modalities for sample preparation in the determination of estrogens and progestogens in sediment and water J. Chromatogr. A 938 1-2 145 153
86. 3H]17a-ethynylestradiol in women Xenobiotica 13 7 421 431
87. Matsuda T, Matsui S, Takigami H, Adachi J & Ou S (2001) Separation of urine from municipal sewage for prevention of water pollution, in: Proceedings of the Conference Ecosan, 5-8 November 2001. Nanning, China.
88. JC Means SG Wood JJ Hasset WL Banwart 1982 Sorption of amino- and carboxy-substituted polynuclear aromatic hydrocarbons by sediments and soils Environ. Sci. Technol. 16 2 93 98
89. Metcalf & Eddy Inc. (2003) Wastewater Engineering; Treatment and Reuse. Tchobanolglous G, Burton FL & Stensel HD (Eds), McGraw Hill, New York.
90. CD Metcalfe TL Metcalfe Y Kiparissis BG Koenig C Khan RJ Hughes TR Croley RE March T Potter 2001 Estrogenic potency of chemicals detected in sewage treatment plant effluents as determined by in viivo assays with Japanese medaka (Oryzias latipes) Environ. Toxicol. Chem. 20 2 297 308
91. HGJ Mol S Sunarto OM Steijger 2000 Determination of endocrine disruptors in water after derivatization with N-methyl-N-(tert.- butyldimethyltrifluoroacetamide) using gas chromatography with mass spectrometric detection J. Chromatogr. A 879 1 97 112
92. AJ Murk J Legler MMH van Lipzig JHN Meerman AC Belfroid A Spenkelink B van der Burg GBJ Rijs D Vethaak 2002 Detection of estrogenic potency in wastewater and surface water with three in vitro bioassays Environ. Toxicol. Chem. 21 1 16 23
93. S Nakamura T Hwee Sian S Daishima 2001 Determination of estrogens in river water by gas chromatography-negative-ion chemical-ionization mass spectrometry J. Chromatogr. A 919 2 275 282
94. Nasu M Goto H Kato Y Oshima H Tanaka 2001 Study on endocrine disrupting chemicals in wastewater treatment plants Wat. Sci. Technol. 43 2 101 108
95. S Nishiyama A Goto K Saito K Sugita M Tamada T Sugo T Funami Y Goda S Fujimoto 2002 Concentration of 17b-estradiol using an immunoaffinity porous hollow-fiber membrane Anal. Chem. 74 19 4933 4966
96. K Norpoth A Nehrkorn M Kirchner H Holsen H Teipel 1973 Investigations on the problem of solubility and stability of steroid ovulation inhibitors in water, waste water and activated sludge Zbl. Bakt. Hyg., I. Abt Orig, B 156 500 511
97. K Onda Y Nakamura C Takatoh A Miya Y Katsu 2003 The behavior of estrogenic substances in the biological treatment process of sewage Water Sci. Technol. 47 9 109 116
98. Ong PEA, Chang S, Waite TD, Schäfer AI & Fane AG (2001) Removal of trace contaminants using coagulation, PAC and microfiltration hybrid processes. In: Recent Advances in Water Recycling Technologies. 26 November 2001 Workshop, Brisbane.
99. Pakert M, Filipov E & Kunst S (2003) Austrag von Estrogenen aus Kläranlagen II: Verhalten beim Faulprozess, Abschätzung de Estrogenexposition; poster 7, POSEIDON Symposium, http://www.bafg.de/portale/ poseidon/Abstract_Book_Braunschweig_final.pdf http://www.bafg.de/portale/ poseidon/Abstract_Book_Braunschweig_final.pdf".
100. GH Panter RS Thompson N Beresford JP Sumpter 1999 Transformation of a non-oestrogenic steroid metabolite to an oestrogenically active substance by minimal bacterial activity Chemosphere 38 15 3579 3596
101. M Peck RW Gibson A Kortenkamp EM Hill 2004 Sediments are major sinks of steroidal estrogens in two United Kingdom rivers Environ. Toxicol. Chem. 23 4 945 952
102. M Petrovic M Sole MJL de Alda D Barcelo 2002 Endocrine disruptors in sewage treatment plants, receiving river waters, and sediments: integration of chemical analysis and biological effects on feral carp Environ. Toxicol. Chem. 21 10 2146 2156
103. CE Purdom PA Hardiman VJ Bye NC Eno CR Tyler JP Sumpter 1994 Estrogenic effects of effluents from sewage treatment works Chem. Ecol. 8 275 285
104. N Rajapakse E Silva A Kortenkamp 2002 Combining xeno-estrogens at levels below individual no-observed-effect concentrations dramatically enhances steroid hormone action Environ. Health Perspect. 110 9 917 921
105. RE Ranney 1977 Comparative metabolism of 17a-ethynyl steroids used in oral contraceptives J. Toxicol. Environ. Health 3 139 166
106. MJ Reed K Fotherby SJ Steele 1972 Metabolism of ethynyloestradiol in man J. Endocrinol. 55 2 351 361
107. TP Rodgers-Gray S Jobling S Morris C Kelly S Kirby A Janbakhsh JE Harries MJ Waldock JP Sumpter CR Tyler 2000 Long-term temporal changes in the estrogenic composition of treated sewage effluent and its biological effects on fish Environ. Sci. Technol. 34 8 1521 1528
108. HR Rogers 1996 Sources, behaviour and fate of organic contaminants during sewage treatment and sewage sludges Sci. Total Environ. 185 3 26
109. EJ Routledge D Sheahan C Desbrow GC Brighty M Waldock JP Sumpter 1998 Identification of estrogenic chemicals in STW effluent: 2. In vivo responses in trout and roach Environ. Sci. Technol. 32 11 1559 1565
110. KA Rubinson JF Rubinson 2000 Contemprory Instrumental Analysis Prentice-Hall Upper Saddle River, New Jersey
111. BV Rutishauser M Pesonen BI Escher GE Ackermann H-R Aerni MJ-F Suter RIL Eggen 2004 Comparative analysis of estrogenic activity in sewage treatment plant effluents involving three in vitro assays and chemical analysis of steroids Environ. Toxicol. Chem. 23 4 857 864
112. SH Safe 2000 Endocrine disruptors and human health: is there a problem? An update Environ. Health Perspect. 108 6 487 493
113. Schäfer AI, Mastrup M & Venkatesh S (2002a) Estrogen removal using the miex® and microfiltration hybrid process in water recycling. In: Recent Advances in Water Recycling Technologies. 26 November 2001 Workshop. Brisbane.
114. AI Schäfer M Mastrup R Lund Jensen 2002b Particle interactions and removal of trace contaminants from water and wastewaters Desalination 147 243 250
115. AI Schäfer LD Nghiem TD Waite 2003 Removal of the natural hormone estrone from aqueous solutions using nanofiltration and reverse osmosis Environ. Sci. Technol. 37 1 182 188
116. AI Schäfer TD Waite 2002 Trace contaminant removal using hybrid membrane processes in water recycling HH Hahn E Hoffmann H Odegaard Chemical Water and Wastewater Treatment VII Gothenburg Sweden, IWA 17-19/6/2002
117. S Schullerer P Spengler JW Metzger 2002 Influence of different water treatment steps in sewage plant technology on the concentration of estrogens in sewage Vom Waser 98 65 80
118. Schwarze-Scharfenberg B, Filipov E & Kunst S (2003) Austrag von Estrogenen aus Kläranlagen I: Abbau- und Adsorptieverhalten im Belebungsbecken; poster 6, POSEIDON Symposium http://www.bafg.de/portale/ poseidon/Abstract_ Book_Braunschweig_final.pdf http://www.bafg.de/portale/ poseidon/Abstract_Book_Braunschweig_final.pdf".
119. JH Shi Y Suzuki BD Lee S Nakai M Hosomi 2002 Isolation and characterization of the ethynylestradiol-biodegrading microorganism Fusarium proliferatum strain HNS-1 Water Sci. Technol. 45 12 175 179
120. J Shi S Fujisawa S Nakai M Hosomi 2004a Biodegradation of natural and synthetic estrogens by nitrifying activated sludge and ammonia-oxidizing bacterium Nitrosomas eropaea Water Res. 38 9 2323 2330
121. JH Shi Y Suzuki S Nakai M Hosomi 2004b Microbial degradation of estrogens using activated sludge and night soil-compositing microorganisms Wat. Sci. Technol. 50 8 153 159
122. K Shimada K Mitamura T Higashi 2001 Gas chromatography and high-performance liquid chromatography of natural steroids J. Chromatogr. A 935 1-2 141 172
123. K Shishida S Echigo K Kosaka M Tabasaki T Matsuda H Takigami H Yamada Y Shimizu S Matsui 2000 Evaluation of advanced sewage treatment processes for reuse of wastewater using bioassays Environ. Technol. 21 5 553 560
124. LS Shore M Gurevitz M Shemesh 1993 Estrogen as an environmental pollutant Bull. Environ. Contam. Toxicol. 51 361 366
125. LS Shore Y Kapulnik B Ben-Dor Y Fridman S Wininger M Shemesh 1992 Effects of estrone and 17b-estradiol on vegetative growth of Medicago sativa Physiol. Plant 84 217 222
126. Shore LS, Kapulnik Y, Gurevich M, Wininger S, Badamy H & Shemesh M (1995) Induction of phytoestrogen production in Medicago sativa leaves by irrigation with sewage water. Environ. Exp. Bot. 363-369.
127. SA Snyder TL Keith DA Verbrugge EM Snyder TS Gross K Kannan JP Giesy 1999 Analytical methods for detection of selected estrogenic compounds in aqueous mixtures Environ. Sci. Technol. 33 16 2814 2820
128. SA Snyder E Snyder D Velleneuve K Kurunthachalam A Villalobos A Blankenship J Giesy 2000 Instrumental and bioanalytical measures of endocrine disruptors in water LH Keith TL Jones-Lepp LL Needham Analysis of Environmental Endocrine Eisruptors American Chemical Society Washington
129. SA Snyder DL Villeneuve EM Snyder JP Giesy 2001 Identification and quantification of estrogen receptor agonists in wastewater effluents Environ. Sci. Technol. 35 18 3620 3625
130. M Solé C Porte D Barcelo 2001 Analysis of the estrogenic activity of sewage treatment works and receiving waters using vitellogenin induction in fish as a biomarker Trends Anal. Chem. 20 9 518 525
131. P Spengler W Körner JW Metzger 2001 Substances with estrogenic activity in effluents of sewage treatment plants in southwestern Germany. 1. Chemical analysis Environ. Toxicol. Chem. 20 10 2133 2141
132. J Struijs J Stoltenkamp D van de Meent 1991 A spreadsheet-based box model to predict the fate of xenobiotics in a municipal wastewater treatment plant Water Res. 25 7 891 900
133. M Stumpf TA Ternes K Haberer W Baumann 1996 Determination of natural and synthetic estrogens in sewage plants and river water Vom Waser 87 251 261
134. A Svenson A Allard M Ek 2003 Removal of estrogenicity in Swedish municipal sewage treatment plants Water Res. 37 18 4433 4443
135. HH Tabak RN Bloomhuff RI Bunch 1970 Steroid Hormones as waterpollutants Society for Industrial Microbiology 11 367 376
136. Tabak HH, Bloomhuff RN & Bunch RL (1981) Steroid hormones as water pollutants II. Studies on the persistence and stability of natural urinary and synthetic ovulation-inhibiting hormones in untreated and treated wastewaters. Dev. Ind. Microbiol. 22.
137. A Takahashi T Higashitani Y Yakou M Saitou H Tamamoto H Tanaka 2003 Evaluating bioaccumulation of suspected endocrine disruptors into periphytons and benthos in the Tama River Water Sci. Technol. 47 9 71 76
138. H Takigami N Taniguchi T Matsuda M Yamada Y Shimizu S Matsui 2000 The fate and behaviour of human estrogens in a night soil treatment process Water Sci. Technol. 42 7-8 45 51
139. T Tanaka K Yamada T Tonosaki T Konishi H Goto M Taniguchi 2000 Enzymatic degradation of alkylphenols, bisphenol A, synthetic estrogen and phthalic ester Water Sci. Technol. 42 7-8 89 95
140. TA Ternes 1998 Occurrence of drugs in German sewage treatment plants and rivers Water Res. 32 11 3245 3260
141. TA Ternes H Andersen D Gilberg M Bonerz 2002 Determination of estrogens in sludge and sediments by liquid extraction and GC/MS/MS Anal. Chem. 74 14 3498 3504
142. TA Ternes P Kreckel J Mueller 1999a Behaviour and occurrence of estrogens in municipal sewage treatment plants II. Aerobic batch experiments with activated sludge Sci. Total Environ. 225 1-2 91 99
143. TA Ternes J Stuber N Herrmann D [tmp] McDowell A Ried M Kampmann B Teise 2003 Ozonation: a tool for removal of pharmaceuticals, contrast media and musk fragrances from wastewater? Water Res. 37 8 1976 1982
144. TA Ternes M Stumpf J Mueller K Haberer RD Wilken M Servos 1999b Behavior and occurrence of estrogens in municipal sewage treatment plants: I. Investigations in Germany, Canada and Brazil Sci. Total Environ. 225 1-2 81 90
145. KL Thorpe RI Cummings TH Hutchinson M Scholze G Brighty JP Sumpter CR Tyler 2003 Relative potencies and combination effects of steroidal estrogens in fish Environ. Sci. Technol. 37 6 1142 1149
146. USDHHS (2002) Report on Carcinogens, 10th ed. U.S. Department of Health and Human Services, Public Health Service, National Toxicology Program.
147. JS Vader CG van Ginkel FMGM Sperling J de Jong W de Boer JS de Graaf M van der Most PGW Stokman 2000 Degradation of ethinyl estradiol by nitrifying activated sludge Chemosphere 41 8 1239 1243
148. AD Vethaak GBJ Rijs SM Schrap H Ruiter A Gerritsen J Lahr 2002 Estrogens and xeno-estrogens in the aquatic environment of the Netherlands; Occurence, potency and biological Effects RIZA Institute for Inland Water Management and Waste Water Treatment, RIKZ Institute for Coastal and Marine Management Almere 292
149. N Voulvoulis MD Scrimshaw 2003 Methods for the determination of endocrine disrupters JW Birkett JN Lester Endocrine Disruptors in Wastewater and Sludge Treatment Processes Lewis Publishers London
150. Wako (2002) Wako Product Update, Analytical Chemistry http://www.wako-chem.co.jp/siyaku/journal/proup/pdf/proup3.pdf http://www.wako-chem.co.jp/siyaku/journal/proup/pdf/proup3.pdf".
151. A Weber R Jager A Borner G Klinger R Vollanth K Matthey A Balogh 1996 Can grapefruit juice influence ethinylestradiol bioavailability? Contraception 53 1 41 47
152. CL Williams GM Stancel 1996 Estrogens and progestins JG Hardman LE Limbird PB Molinoff RW Ruddon A Goodman-Gilman The Pharmacological Basis of Therapeutics The McGraw-Hill Companies USA 1411 1440
153. RJ Williams AC Johnson JJL Smith R Kanda 2003 Steroid estrogens profile along river stretches arising from sewage treatment works discharges Environ. Sci. Technol. 37 9 1744 1750
154. T Wintgens T Melin 2001 Removing endocrine-disrupting compounds from wastewater Membrane Technol. 2001 138 11 12
155. E Worch 1993 A new equation for the calculation of diffusion coefficients for dissolved substances Vom Waser 81 289 297
156. XY Xiao DV [tmp] McCalley J [tmp] McEvoy 2001 Analysis of estrogens in river water and effluents using solid-phase extraction and gas chromatography-negative chemical ionisation mass spectrometry of the pentafluorobenzoyl derivatives J. Chromatogr. A 923 1-2 195 204
157. H Yamamoto HM Liljestrand 2003 The fate of estrogenic compounds in the aquatic environment: sorption onto organic colloids Water Sci. Technol. 47 9 77 84
158. T Zacharewski 1997 In vitro bioassays for assessing estrogenic substances Environ. Sci. Technol. 31 3 613 623
159. T Zacharewski 1998 Identification and assessment of endocrine disruptors: limitations of in vivo and in vitro assays Environ. Health Perspect. 106 Suppl. 2 577 582