Detection of the Antimicrobial Triclosan in Environmental Samples by Immunoassay

Environmental Science and Technology

Volumn 50, Issue 7, 2016, Pages 3754-3761

  Ahn, Ki Chang ^a,c   Ranganathan, Anupama ^a   Bever, Candace S ^a   Hwang, Sung Hee ^a   Holland, Erika B ^b   Morisseau, Kevin ^a   Pessah, Isaac N ^b   Hammock, Bruce D ^a   Gee, Shirley J ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b UNIVERSITY OF CALIFORNIA   (United States)

^c PTRL West Inc   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ASSAYS; CHLORINE COMPOUNDS; COATINGS; ETHERS; IMMUNOLOGY; MICROORGANISMS; SYNTHESIS (CHEMICAL);

BROMINATED DIPHENYL ETHERS; CROSS REACTIVITY; DETECTION RANGE; ENVIRONMENTAL EXPOSURE; ENVIRONMENTAL SAMPLE; ENZYME LINKED IMMUNOSORBENT ASSAY; IMMUNOREAGENTS; SENSITIVE ASSAY;

ANTIGENS;

ANTISERUM; BIPHENYL DERIVATIVE; BROMINE DERIVATIVE; DIPHENYL ETHER; HAPTEN; TRICLOSAN; 2,2',4,4'-TETRABROMODIPHENYL ETHER; ANTIINFECTIVE AGENT; DIPHENYL ETHER DERIVATIVE; WATER POLLUTANT;

ANTIBIOTICS; ANTIGEN; ANTIMICROBIAL ACTIVITY; BROMINE; CHLORINE; CONCENTRATION (COMPOSITION); DETECTION METHOD; DILUTION; ENZYME; ETHER; IMMUNOASSAY; METABOLITE; WATER;

ANTIBODY LIBRARY; ARTICLE; ATOM; CONTROLLED STUDY; CROSS REACTION; DRUG DETERMINATION; ENZYME LINKED IMMUNOSORBENT ASSAY; IC50; NONHUMAN; RABBIT; SENSITIVITY ANALYSIS; SUBSTITUTION REACTION; WATER SAMPLING; ANALYSIS; ANIMAL; CHEMISTRY; FEMALE; IMMUNOLOGY; PROCEDURES; REPRODUCIBILITY; TANDEM MASS SPECTROMETRY; WATER POLLUTANT;

ORYCTOLAGUS CUNICULUS;

ANIMALS; ANTI-INFECTIVE AGENTS; CROSS REACTIONS; ENZYME-LINKED IMMUNOSORBENT ASSAY; FEMALE; HALOGENATED DIPHENYL ETHERS; HAPTENS; IMMUNE SERA; RABBITS; REPRODUCIBILITY OF RESULTS; TANDEM MASS SPECTROMETRY; TRICLOSAN; WATER POLLUTANTS, CHEMICAL;

EID: 84963894029     PISSN: 0013936X     EISSN: 15205851     Source Type: Journal    
DOI: 10.1021/acs.est.5b05357     Document Type: Article

References (39)

1. Bester, K. Fate of triclosan and triclosan-methyl in sewage treatment plants and surface waters Arch. Environ. Contam. Toxicol. 2005, 49, 9-17 10.1007/s00244-004-0155-4
2. Davis, E. F.; Klosterhaus, S. L.; Stapleton, H. M. Measurement of flame retardants and triclosan in municipal sewage sludge and biosolids Environ. Int. 2012, 40, 1-7 10.1016/j.envint.2011.11.008
3. Halden, R. U.; Paull, D. H. Co-occurrence of triclocarban and triclosan in U.S. water resources Environ. Sci. Technol. 2005, 39, 1420-1426 10.1021/es049071e
4. Jackson, J.; Sutton, R. Sources of endocrine-disrupting chemicals in urban wastewater, Oakland, CA Sci. Total Environ. 2008, 405, 153-160 10.1016/j.scitotenv.2008.06.033
5. Kolpin, D. W.; Furlong, E. T.; Meyer, M. T.; Thurman, E. M.; Zaugg, S. D.; Barber, L. B.; Buxton, H. T. Pharmaceuticals, hormones, and other organic wastewater contaminants in U.S. streams, 1999-2000: a national reconnaissance Environ. Sci. Technol. 2002, 36, 1202-1211 10.1021/es011055j
6. Lozano, N.; Rice, C. P.; Ramirez, M.; Torrents, A. Fate of triclosan in agricultural soils after biosolid applications Chemosphere 2010, 78, 760-766 10.1016/j.chemosphere.2009.10.043
7. Ahn, K. C.; Zhao, B.; Chen, J.; Cherednichenko, G.; Sanmarti, E.; Denison, M. S.; Lasley, B.; Pessah, I. N.; Kultz, D.; Chang, D. P.; Gee, S. J.; Hammock, B. D. In vitro biologic activities of the antimicrobials triclocarban, its analogs, and triclosan in bioassay screens: receptor-based bioassay screens Environ. Health. Perspect. 2008, 116, 1203-1210 10.1289/ehp.11200
8. Chen, J.; Ahn, K. C.; Gee, N. A.; Gee, S. J.; Hammock, B. D.; Lasley, B. L. Antiandrogenic properties of parabens and other phenolic containing small molecules in personal care products Toxicol. Appl. Pharmacol. 2007, 221, 278-284 10.1016/j.taap.2007.03.015
9. Cherednichenko, G.; Zhang, R.; Bannister, R. A.; Timofeyev, V.; Li, N.; Fritsch, E. B.; Feng, W.; Barrientos, G. C.; Schebb, N. H.; Hammock, B. D.; Beam, K. G.; Chiamvimonvat, N.; Pessah, I. N. Triclosan impairs excitation-contraction coupling and Ca2+ dynamics in striated muscle Proc. Natl. Acad. Sci. U. S. A. 2012, 109, 14158-14163 10.1073/pnas.1211314109
10. Yueh, M. F.; Taniguchi, K.; Chen, S.; Evans, R. M.; Hammock, B. D.; Karin, M.; Tukey, R. H. The commonly used antimicrobial additive triclosan is a liver tumor promoter Proc. Natl. Acad. Sci. U. S. A. 2014, 111, 17200-17205 10.1073/pnas.1419119111
11. Lee, H. B.; Kohli, J.; Peart, T. E.; Nguyen, N. Selected chloro and bromo derivatives of triclosan - syntheses and their occurrence in Canadian sewage and biosolid samples Environ. Sci. Pollut. Res. 2014, 21, 314-324 10.1007/s11356-013-1880-x
12. Pintado-Herrera, M. G.; Gonzalez-Mazo, E.; Lara-Martin, P. A. Determining the distribution of triclosan and methyl triclosan in estuarine settings Chemosphere 2014, 95, 478-485 10.1016/j.chemosphere.2013.09.101
13. Ying, G. G.; Kookana, R. S. Triclosan in wastewaters and biosolids from Australian wastewater treatment plants Environ. Int. 2007, 33, 199-205 10.1016/j.envint.2006.09.008
14. Ahn, K. C.; Gee, S. J.; Tsai, H. J.; Bennett, D.; Nishioka, M. G.; Blum, A.; Fishman, E.; Hammock, B. D. Immunoassay for monitoring environmental and human exposure to the polybrominated diphenyl ether BDE-47 Environ. Sci. Technol. 2009, 43, 7784-7790 10.1021/es9009037
15. Bahlmann, A.; Carvalho, J. J.; Weller, M. G.; Panne, U.; Schneider, R. J. Immunoassays as high-throughput tools: monitoring spatial and temporal variations of carbamazepine, caffeine and cetirizine in surface and wastewaters Chemosphere 2012, 89, 1278-1286 10.1016/j.chemosphere.2012.05.020
16. Thiphom, S.; Prapamontol, T.; Chantara, S.; Mangklabruks, A.; Suphavilai, C.; Ahn, K. C.; Gee, S. J.; Hammock, B. D. Determination of the pyrethroid insecticide metabolite 3-PBA in plasma and urine samples from farmer and consumer groups in northern Thailand J. Environ. Sci. Health, Part B 2014, 49, 15-22 10.1080/03601234.2013.836862
17. Garcia-Nieto, E.; Nichkova, M.; Yanez, L.; Costilla-Salazar, R.; Torres-Dosal, A.; Gee, S. J.; Hammock, B. D.; Juarez-Santacruz, L.; Diaz-Barriga, F. Assessment of dioxin-like soil contamination in Mexico by enzyme-linked immunosorbent assay Arch. Environ. Contam. Toxicol. 2010, 58, 918-926 10.1007/s00244-009-9422-8
18. Shelver, W. L.; Kamp, L. M.; Church, J. L.; Rubio, F. M. Measurement of triclosan in water using a magnetic particle enzyme immunoassay J. Agric. Food Chem. 2007, 55, 3758-3763 10.1021/jf0632841
19. Brun, E. M.; Bonet, E.; Puchades, R.; Maquieira, A. Selective enzyme-linked immunosorbent assay for triclosan. Application to wastewater treatment plant effluents Environ. Sci. Technol. 2008, 42, 1665-1672 10.1021/es702300s
20. Takacs, J. M.; Jaber, M. R.; Clement, F.; Walters, C. A. A useful procedure for the preparation of (E,E)-2,4-dienoates: LiOH promoted dienylation by 4-phosphono-crotonate J. Org. Chem. 1998, 63, 6757-6760 10.1021/jo980841c
21. Punna, S.; Meunier, S.; Finn, M. G. A hierarchy of aryloxide deprotection by boron tribromide Org. Lett. 2004, 6, 2777-2779 10.1021/ol0489898
22. Ahn, K. C.; Kasagami, T.; Tsai, H.-J.; Schebb, N. H.; Ogunyoku, T.; Gee, S. J.; Young, T. M.; Hammock, B. D. An immunoassay to evaluate human/environmental exposure to the antimicrobial triclocarban Environ. Sci. Technol. 2012, 46, 374-381 10.1021/es202494d
23. Sanborn, J. R.; Gee, S. J.; Gilman, S. D.; Sugawara, Y.; Jones, A. D.; Rogers, J.; Szurdoki, F.; Stanker, L. H.; Stoutamire, D. W.; Hammock, B. D. Hapten synthesis and antibody development for polychlorinated dibenzo-p-dioxin immunoassays J. Agric. Food Chem. 1998, 46, 2407-2416 10.1021/jf970716m
24. Lee, J. K.; Ahn, K. C.; Park, O. S.; Ko, Y. K.; Kim, D. W. Development of an immunoassay for the residues of the herbicide bensulfuron-methyl J. Agric. Food Chem. 2002, 50, 1791-1803 10.1021/jf011150b
25. U.S. Environmental Protection Agency. Short-term Methods for Estimating the Chronic Toxicity of Effluents and Receiving Waters to Organisms, 4 th ed.; U.S. Environmental Protection Agency: Washington DC, 2002.
26. Padilla, S.; Hunter, D. L.; Padnos, B.; Frady, S.; MacPhail, R. C. Assessing locomotor activity in larval zebrafish: Influence of extrinsic and intrinsic variables Neurotoxicol. Teratol. 2011, 33, 624-630 10.1016/j.ntt.2011.08.005
27. Ogunyoku, T. A.; Young, T. M. Removal of triclocarban and triclosan during municipal biosolid production Water Environ. Res. 2014, 86, 197-203 10.2175/106143013X13807328849378
28. Shelver, W. L.; Kamp, L. M.; Church, J. L.; Rubio, F. M. Development of a magnetic particle enzyme irnmunoassay and its application to the measurement of triclosan in water and wastewater Organohalogen Compd. 2006, 68, 1291-1294
29. Chiu, Y. W.; Carlson, R. E.; Marcus, K. L.; Karu, A. E. A monoclonal immunoassay for the coplanar polychlorinated biphenyls Anal. Chem. 1995, 67, 3829-3839 10.1021/ac00117a003
30. Brun, E. M.; Garces-Garcia, M.; Puchades, R.; Maquieira, A. Enzyme-linked immunosorbent assay for the organophosphorus insecticide fenthion. Influence of hapten structure J. Immunol. Methods 2004, 295, 21-35 10.1016/j.jim.2004.08.014
31. Mercader, J. V.; Agullo, C.; Abad-Somovilla, A.; Abad-Fuentes, A. Synthesis of site-heterologous haptens for high-affinity anti-pyraclostrobin antibody generation Org. Biomol. Chem. 2011, 9, 1443-1453 10.1039/c0ob00686f
32. Suarez-Pantaleon, C.; Mercader, J. V.; Agullo, C.; Abad-Somovilla, A.; Abad-Fuentes, A. Forchlorfenuron-mimicking haptens: from immunogen design to antibody characterization by hierarchical clustering analysis Org. Biomol. Chem. 2011, 9, 4863-4872 10.1039/c1ob05190c
33. Lee, H. J.; Shan, G.; Watanabe, T.; Stoutamire, D. W.; Gee, S. J.; Hammock, B. D. Enzyme-linked immunosorbent assay for the pyrethroid deltamethrin J. Agric. Food Chem. 2002, 50, 5526-5532 10.1021/jf0207629
34. Gonzalez-Marino, I.; Quintana, J. B.; Rodriguez, I.; Cela, R. Simultaneous determination of parabens, triclosan and triclocarban in water by liquid chromatography/electrospray ionisation tandem mass spectrometry Rapid Commun. Mass Spectrom. 2009, 23, 1756-1766 10.1002/rcm.4069
35. Chen, Z. F.; Ying, G. G.; Lai, H. J.; Chen, F.; Su, H. C.; Liu, Y. S.; Peng, F. Q.; Zhao, J. L. Determination of biocides in different environmental matrices by use of ultra-high-performance liquid chromatography-tandem mass spectrometry Anal. Bioanal. Chem. 2012, 404, 3175-3188 10.1007/s00216-012-6444-2
36. Xia, K.; Bhandari, A.; Das, K.; Pillar, G. Occurrence and fate of pharmaceuticals and personal care products (PPCPs) in biosolids J. Environ. Qual. 2005, 34, 91-104 10.2134/jeq2005.0091
37. Golet, E.; Strehler, A.; Alder, A.; Giger, W. Determination of fluoroquinolone antibacterial agents in sewage sludge and sludge-treated soil using accelerated solvent extraction followed by solid-phase extraction Anal. Chem. 2002, 74, 5455-5462 10.1021/ac025762m
38. Van Emon, J.; Chuang, J.; Trejo, R.; Durnford, J. Integrating bioanalytical capability in an environmental analytical laboratory. In Immunoassay and Other Bioanalytical Techniques, Van Emon, J., Ed. CRC Press: Boca Raton, FL, 2006; pp 1-44.
39. USEPA Targeted National Sewage Sludge Survey Sampling and Analysis Technical Report; EPA-822-R-08-016; Washington, DC, 2009.