A Chemical Invasion on Waters and Aquatic Organisms: Bisphenol A
Year 2022,
Volume: 4 Issue: 2, 138 - 146, 28.12.2022
İkbal Demet Nane
,
Öznur Diler
Abstract
The main reason for the intense discharge of chemical pollutants into nature is the increase in the world population. These pollutants disrupt the natural balance in soil, water and air. However, this effect is most prominent in the aquatic ecosystem. These pollutants are considered to be predominantly endocrine disruptors (EDCs) and which well known EDC is Bisphenol A. Bisphenol A is a chemical used in making polycarbonate plastics and epoxy resins. Also it is one of the most produced chemicals worldwide and it cause serious problems to health of aquatic population. This review provides information about the discharge routes of BPA, its effects in the aquatic system and its mechanisms of action.
Supporting Institution
Isparta Uygulamalı Bilimler Üniversitesi
References
- Al-Sakran, A. A. M., Virk, P., Elobeid, M., Hamed, S. S., Siddiqui, M. I., Omer, S., & Mirghani, N. M. (2016). Histopathological effects on testis of adult male carp, Cyprinus carpio carpio, following exposure to graded concentrations of water-borne bisphenol A. Tropical Journal of Pharmaceutical Research, 15(1), 73-80. https://doi.org/10.4314/tjpr.v15i1.10
- Ankley, G. T., Jensen, K. M., Kahl, M. D., Korte, J. J., & Makynen, E. A. (2001). Description and evaluation of a short‐term reproduction test with the fathead minnow (Pimephales promelas). Environmental Toxicology and Chemistry: An International Journal, 20(6), 1276-1290. https://doi.org/10.1002/etc.5620200616
- Anonymous, 1999a. US Environment Protection Agency, Category for persistent, bioaccumulative, and toxic new chemical substances. Fed Reg 64 (213):60194-60204- prescribing information; Retrieved November 24, 2021 https://www.epa.gov/reviewing-new-chemicals-under-toxic-substances-control-act-tsca/policy-statement-new-chemicals.
- Anonymous, 1999b. USEPA (US Environment Protection Agency)-TRI (Toxic Release Inventory) PBT Final Rule: Washington D.C., USA- prescribing information; Retrieved June 6, 2021. https://www.epa.gov/toxics-release-inventory-tri-program.
- Anonymous, 2010. Bisphenol A Action Plan, edited by US Environmental Protection Agency: Washington D.C., USA- prescribing information; Retrieved January 12, 2022. https://www.epa.gov/sites/default/files/2015-09/documents/bpa_action_plan.pdf.
- Anonymous, 2020. Bisphenol A (BPA) Market-Growth, Trends, and Forecast (2020-2025), Report ID:4520075- prescribing information; Retrieved December 10, 2021]. https://www.researchandmarkets.com/reports/4520075/bisphenol-a-bpa-market-growth-trends-and.
- Belfroid, A., van Velzen, M., van der Horst, B., & Vethaak, D. (2002). Occurrence of bisphenol A in surface water and uptake in fish: evaluation of field measurements. Chemosphere, 49(1), 97-103. doi.org/10.1016/s0045-6535(02)00157-1.
- Bhandari, R. K., Vom Saal, F. S., & Tillitt, D. E. (2015). Transgenerational effects from early developmental exposures to bisphenol A or 17α-ethinylestradiol in medaka, Oryzias latipes. Scientific Reports, 5(1), 1-5. https://doi.org/10.1038/srep09303
- Bock, K. W. (2014). Homeostatic control of xeno-and endobiotics in the drug-metabolizing enzyme system. Biochemical Pharmacology, 90(1), 1-6. https://doi.org/10.1016/j.bcp.2014.04.009
- Bolli, A., Bulzomi, P., Galluzzo, P., Acconcia, F., & Marino, M. (2010). Bisphenol A impairs estradiol‐induced protective effects against DLD‐1 colon cancer cell growth. IUBMB life, 62(9), 684-687. https://doi.org/10.1002/iub.370
- Borrirukwisitsak, S., Keenan, H. E., & Gauchotte-Lindsay, C. (2012). Effects of salinity, pH and temperature on the octanol-water partition coefficient of bisphenol A. International Journal of Environmental Science and Development, 3(5), 460. https://doi.org/10.7763/ijesd.2012.v3.267.
- Brugnera, M. F., Rajeshwar, K., Cardoso, J. C., & Zanoni, M. V. B. (2010). Bisphenol a removal from wastewater using self-organized TIO2 nanotubular array electrodes. Chemosphere, 78(5), 569-575. https://doi.org/10.1016/j.chemosphere.2009.10.058.
- Burgos-Castillo, R. C., Sirés, I., Sillanpää, M., & Brillas, E. (2018). Application of electrochemical advanced oxidation to bisphenol A degradation in water. Effect of sulfate and chloride ions. Chemosphere, 194, 812-820. https://doi.org/ 10.1016/j.chemosphere.2017.12.014
- Calafat, A. M., Weuve, J., Ye, X., Jia, L. T., Hu, H., Ringer, S., Huttner, K. & Hauser, R. (2009). Exposure to bisphenol A and other phenols in neonatal intensive care unit premature infants. Environmental Health Perspectives, 117(4), 639-644. https://doi.org/doi.org/10.1289/ehp.0800265
- Canesi, L., & Fabbri, E. (2015). Environmental effects of BPA: focus on aquatic species. Dose-Response, 13(3), 1559325815598304. doi.org/10.1177/1559325815598304
- Chen, D., Kannan, K., Tan, H., Zheng, Z., Feng, Y.-L., Wu, Y., & Widelka, M. (2016). Bisphenol analogues other than BPA: environmental occurrence, human exposure, and toxicity a review. Environmental Science & Technology, 50(11), 5438-5453. https://doi.org/10.1021/acs.est.5b05387
- Chen, J., Xiao, Y., Gai, Z., Li, R., Zhu, Z., Bai, C., Tanguay, R. L., Xu, X., Huang, C., & Dong, Q. (2015). Reproductive toxicity of low level bisphenol A exposures in a two-generation zebrafish assay: evidence of male-specific effects. Aquatic Toxicology, 169, 204-214. https://doi.org/10.1016/j.aquatox.2015.10.020
- Chen, X., Zhao, J., Liu, Y., Jiang, Y., & Yang, Y. (2016a). Occurrence and ecological risks of hormonal activities in the middle and lower reaches of Yangtze River. Asian Journal of Ecotoxicology, (3), 191-203. http://dx.doi.org/10.7524/AJE.1673-5897.20150616001
- Chen, Y., Shu, L., Qiu, Z., Lee, D. Y., Settle, S. J., Que Hee, S., Telesca, D., Yang, X., & Allard, P. (2016b). Exposure to the BPA-substitute bisphenol S causes unique alterations of germline function. PLoS Genetics, 12(7), e1006223. https://doi.org/10.1371/journal.pgen.1006223
- Chitra, K., & R. Sajitha. (2014). Effect of bisphenol-A on the antioxidant defense system and its impact on the activity of succinate dehydrogenase in the gill of freshwater fish, Oreochromis mossambicus. Journal of Cell and Tissue Research, 14(2), 4219.
- Chruściel, A., Kiedik, M., & Hreczuch, W. (2019). New method of running the bisphenol A synthesis process using the set of two-zone reactors. Chemical Engineering Research and Design, 141, 187-197. https://doi.org/10.1016/j.cherd.2018.10.027
- Crain, D. A., Eriksen, M., Iguchi, T., Jobling, S., Laufer, H., LeBlanc, G. A., & Guillette Jr., L. J. (2007). An ecological assessment of bisphenol-A: evidence from comparative biology. Reproductive Toxicology, 24(2), 225-239. https://doi.org/10.1016/j.reprotox.2007.05.008
- Danzl, E., Sei, K., Soda, S., Ike, M., & Fujita, M. (2009). Biodegradation of bisphenol A, bisphenol F and bisphenol S in seawater. International Journal of Environmental Research and Public Health, 6(4), 1472-1484. doi.org/10.3390/ijerph6041472
- Das, R., Li, G., Mai, B., & An., T. (2018). Spore cells from BPA degrading bacteria Bacillus sp. GZB displaying high laccase activity and stability for BPA degradation. Science of The Total Environment, 640, 798-806. https://doi.org/10.1016/j.scitotenv.2018.05.379.
- Deborde, M., Rabouan, S., Mazellier, P., Duguet, J.-P. & Legube, B. (2008). Oxidation of bisphenol A by ozone in aqueous solution. Water Research, 42(16), 4299-4308. https://doi.org/10.1016/j.watres.2008.07.015
- Di Pietro, G., Magno, L. A. V. & Rios-Santos, F. (2010). Glutathione S-transferases: an overview in cancer research. Expert Opinion on Drug Metabolism & Toxicology, 6(2), 153-170. https://doi.org/10.1517/17425250903427980
- Dorn, P. B., Chou, C.-S. & Gentempo, J. J. (1987). Degradation of bisphenol A in natural waters. Chemosphere, 16(7), 1501-1507. https://doi.org/10.1016/0045-6535(87)90090-7
- Efferth, T., & Paul, N. W. (2017). Threats to human health by great ocean garbage patches. The Lancet Planetary Health, 1(8), e301-e303. https://doi.org/10.1016/S2542-5196(17)30140-7
- Elshaer, F., Khalaf-Allah, H., & Bakry, S. (2013). Histopathological alterations in gills of some poecilid fishes after exposure to bisphenol A. World Journal of Fish and Marine Sciences, 5, 693-700. https://doi.org/10.5829/idosi.wjfms.2013.05.06.76203
- Eltoukhy, A., Jia, Y., Nahurira, R., Abo-Kadoum, M., Khokhar, I., Wang, J., & Yan, Y. (2020). Biodegradation of endocrine disruptor Bisphenol A by Pseudomonas putida strain YC-AE1 isolated from polluted soil, Guangdong, China. BMC Microbiology. 20(1), 1-14. https://doi.org/10.1186/s12866-020-1699-9
- Faheem, M., Jahan, N., & Lone, K. (2016). Histopathological effects of bisphenol-A on liver, kidneys and gills of Indian major carp, Catla catla (Hamilton, 1822). JAPS: Journal of Animal & Plant Sciences, 26 (2), 514-522.
- Fang, Q., Shi, Q., Guo, Y., Hua, J., Wang, X., & Zhou, B. (2016). Enhanced bioconcentration of bisphenol A in the presence of nano-TiO2 can lead to adverse reproductive outcomes in zebrafish. Environmental Science & Technology, 50(2), 1005-1013. https://doi.org/10.1021/acs.est.5b05024.
- Fischer, J., Kappelmeyer, U., Kastner, M., Schauer, F., & Heipieper, H. J. (2010). The degradation of bisphenol A by the newly isolated bacterium Cupriavidus basilensis JF1 can be enhanced by biostimulation with phenol. International Biodeterioration & Biodegradation, 64(4), 324-330. https://doi.org/10.1016/j.ibiod.2010.03.007
- Forner-Piquer, I., Beato, S., Piscitelli, F., Santangeli, S., Di Marzo, V., Habibi, H. R., Maradonna, F., & Carnevali, O. (2020). Effects of BPA on zebrafish gonads: Focus on the endocannabinoid system. Environmental Pollution, 264, 114710. https://doi.org/ doi.org/10.1016/j.envpol.2020.114710
- Gao, C., Zeng, Y.-H., Li, C.-Y., Li, L., Cai, Z.-H., & Zhou, J. (2022). Bisphenol A biodegradation by Sphingonomas sp. YK5 is regulated by acyl-homoserine lactone signaling molecules Science of The Total Environment, 802, 149898. https://doi.org/ 10.1016/j.scitotenv.2021.149898
- Garg, A., Singhania, T., Singh, A., Sharma, S., Rani, S., Neogy, A., Yadav, S. R., Sangal, V. K., & Garg, N. (2019). Photocatalytic degradation of bisphenol-A using N, Co Codoped TiO 2 catalyst under solar light. Scientific Reports, 9(1), 1-13. https://doi.org/10.1038/s41598-018-38358-w
- Goulet, R. R., Fortin, C., & Spry, D. J. (2011). Uranium. Fish Physiology. 31, 391-428
- Gray Jr, L., Ostby, J., Wilson, V., Lambright, C., Bobseine, K., Hartig, P., Hotchkiss, A., Wolf, C., Furr, J., & Price, M. (2002). Xenoendocrine disrupters-tiered screening and testing: filling key data gaps. Toxicology. 181, 371-382. https://doi.org/10.1016/s0300-483x(02)00469-9.
- Hatice, D., & Şişman. T. (2017). A histopathological study on the freshwater fish species chub (Squalius cephalus) in the Karasu River, Turkey. Turkish Journal of Zoology, 41(1), 1-11. https://doi.org/doi.org/10.3906/zoo-1509-21
- Hediger, M. A., Romero, M. F., Peng, J.-B., Rolfs, A., Takanaga, H., & Bruford, E. A. (2004). The ABCs of solute carriers: physiological, pathological and therapeutic implications of human membrane transport proteins. Pflügers Archiv. 447(5), 465-468. https://doi.org/10.1007/s00424-003-1192-y.
- Him, N. R. N., Zainuddin, M. F., & Basha, A. Z. A. (2017). Fast biodegradation of toxic bisphenol a by Pseudomonas aeruginosa NR. 22 (Ps. NR. 22) isolated from Malaysian local lake. In AIP Conference Proceedings,1901(1)-100019). AIP Publishing LLC. https://doi.org/10.1063/1.5010541
- Iwano, H., Inoue, H., Nishikawa, M., Fujiki, J., & Yokota, H. (2018). Biotransformation of bisphenol a and its adverse effects on the next generation. Endocrine Disruptors, 63. https://doi.org/10.5772/intechopen.78275
- Jia, Y., Eltoukhy, A., Wang, J., Li, X., Hlaing, T. S., Aung, M. M., Nwe, M. T., Lamraoui, I., & Y. Yan. (2020). Biodegradation of bisphenol A by Sphingobium sp. YC-JY1 and the essential role of cytochrome P450 monooxygenase. International Journal of Molecular Sciences, 21(10), 3588. https://doi.org/10.3390/ijms21103588
- Kamaraj, M., Rajeshwari, S., & Aravind, J. (2018). Isolation of Virgibacillus sp. strain KU4 from agricultural soil as a potential degrader of endocrine disruptor bisphenol-A. International Journal of Environmental Science and Technology, 15(12), 2545-2550. https://doi.org /10.1007/s13762-017-1398-8
- Kamaraj, M., Sivaraj, R. & Venckatesh, R. (2014). Biodegradation of Bisphenol A by the tolerant bacterial species isolated from coastal regions of Chennai, Tamil Nadu, India. International Biodeterioration & Biodegradation, 93, 216-222. https://doi.org/10.1016/j.ibiod.2014.02.014
- Kang, J.-H., Aasi, D., & Katayama, Y. (2007). Bisphenol A in the aquatic environment and its endocrine-disruptive effects on aquatic organisms. Critical Reviews in Toxicology, 37(7), 607-625. https://doi.org/10.1080/10408440701493103.
- Kang, J.-H., Katayama, Y., & Kondo, F. (2006). Biodegradation or metabolism of bisphenol A: from microorganisms to mammals. Toxicology, 217(2-3), 81-90. https://doi.org/ 10.1016/j.tox.2005.10.001.
- Kang, J.-H., & Kondo, F. (2002). Bisphenol A degradation by bacteria isolated from river water. Archives of Environmental Contamination and Toxicology, 43(3), 0265-0269. https://doi.org/10.1007/s00244-002-1209-0
- Kang, J., & Kondo, F. (2005). BPA degradation in river water is different from that in seawater. Chemosphere, 60, 1288-1292. https://doi.org 10.1016/j.chemosphere.2005.01.058.
- Kang, J. H., Ri, N., & Kondo, F. (2004). Streptomyces sp. strain isolated from river water has high bisphenol A degradability. Letters in Applied Microbiology, 39(2), 178-180. https://doi.org/10.1111/j.1472-765X.2004.01562.x.
- Karlsson, L. (1983). Gill morphology in the zebrafish, Brachydanio rerio (Hamilton‐Buchanan). Journal of Fish Biology, 23(5), 511-524.
- Kinney, C. A., Furlong, E. T., Zaugg, S. D., Burkhardt, M. R., Werner, S. L., Cahill, J. D. & Jorgensen, G. R. (2006). Survey of organic wastewater contaminants in biosolids destined for land application. Environmental Science & Technology, 40(23), 7207-7215. https://doi.org/doi.org/10.1021/es0603406.
- Kleĉka, G. M., Gonsior, S. J., West, R. J., Goodwin, P. A., & Markham, D. A. (2001). Biodegradation of bisphenol a in aquatic environments: River die‐away. Environmental Toxicology and Chemistry: An International Journal, 20(12), 2725-2735.
- Kloas, W., Urbatzka, R., Opitz, R., Würtz, S., Behrends, T., Hermelink, B., Hofmann, F., Jagnytsch, O., Kroupova, H., & Lorenz, C. (2009). Endocrine disruption in aquatic vertebrates. Annals of the New York Academy of Sciences, 1163(1), 187-200. https://doi.org/10.1111/j.1749-6632.2009.04453.x
- Knaak, J. B., & Sullivan, L. J. (1966). Metabolism of bisphenol A in the rat. Toxicology and Applied Pharmacology, 8(2), 175-184. https://doi.org/10.1016/s0041-008x(66)80001-7.
- Kolvenbach, B., Schlaich, N., Raoui, Z., Prell, J., Zuhlke, S., Schaffer, A., Guengerich, F., & Corvini, P. (2007). Degradation pathway of bisphenol A: does ipso substitution apply to phenols containing a quaternary α-carbon structure in the para position?. Applied and Environmental Microbiology, 73(15), 4776-4784. https://doi.org/10.1128/aem.00329-07
- Kong, X., Li, J., Yang, C., Tang, Q., & Wang, D. (2020). Fabrication of Fe2O3/g-C3N4@ N-TiO2 photocatalyst nanotube arrays that promote bisphenol A photodegradation under simulated sunlight irradiation. Separation and Purification Technology, 248, 116924. https://doi.org/doi.org/10.1016/j.seppur.2020.116924
- Kučić Grgić, D., Kovačević, A., Lovrinčić, E., Ocelić Bulatović, V., & Vuković Domanovac, M. (2019). Biodegradation of bisphenol A in the environment. Hrvatske Vode, 27 (107),1-6.
- Li, F., Yao, L., Sun, W., Jiang, Y., Li, Z., & Zhai, Y. (2017). Histopathological liver and testis alterations in male half-smooth tongue sole (Cynoglossus semilaevis) exposed to endocrine disruptors Journal of Coastal Research, 33(3), 678-683. https://doi.org/10.2112/jcoastres-d-15-00244.1
- Li, J., Hu, A., Lv, M., & Yu, C.-P. (2021). Croceicoccus bisphenolivorans sp. nov., a bisphenol A-degrading bacterium isolated from seawater. International Journal of Systematic and Evolutionary Microbiology, 71(2), 004658. https://doi.org/10.1099/ijsem.0.004658.
- Liguori, F., Moreno-Marrodan, C., & Barbaro, P. (2020). Biomass-derived chemical substitutes for bisphenol A: recent advancements in catalytic synthesis. Chemical Society Reviews, 49(17), 6329-6363. https://doi.org/10.1039/d0cs00179a
- Lindholst, C., Pedersen, S. N., & Bjerregaard, P. (2001). Uptake, metabolism and excretion of bisphenol A in the rainbow trout (Oncorhynchus mykiss). Aquatic Toxicology, 55(1-2), 75-84. doi.org/10.1016/s0166-445x(01)00157-6
- Lindholst, C., Wynne, P., Marriott, P., Pedersen, S., & Bjerregaard, P. (2003). Metabolism of bisphenol A in zebrafish (Danio rerio) and rainbow trout (Oncorhynchus mykiss) in relation to estrogenic response. Comparative Biochemistry and Physiology Part C: Toxicology & Pharmacology, 135(2), 169-177. https://doi.org/10.1016/s1532-0456(03)00088-7
- Lobos, J. H., Leib, T., & Su, T.-M. (1992). Biodegradation of bisphenol A and other bisphenols by a gram-negative aerobic bacterium. Applied and Environmental Microbiology, 58(6), 1823-1831. https://doi.org/10.1128/aem.58.6.1823-1831.1992
- Lu, N., Lu, Y., Liu, F., Zhao, K., Yuan, X., Zhao, Y., ... & Zhu, J. (2013). H3PW12O40/TiO2 catalyst-induced photodegradation of bisphenol A (BPA): kinetics, toxicity and degradation pathways. Chemosphere, 91(9), 1266-1272. https://doi.org/10.1016/j. chemosphere.2013.02.023
- Luo, L., Zhang, Q., Kong, X., Huang, H., & Ke, C. (2017). Differential effects of bisphenol A toxicity on oyster (Crassostrea angulata) gonads as revealed by label-free quantitative proteomics. Chemosphere, 176, 305-314. https://doi.org/10.1016/j.chemosphere.2017.02.146
- MacKenzie, P. I., Gregory, P. A., Gardner-Stephen, D. A., Lewinsky, R. H., Jorgensen, B. R., Nishiyama, T., ..., & Radominska-Pandya, A. (2003). Regulation of UDP glucuronosyltransferase genes. Current Drug Metabolism, 4(3), 249-257. https://doi.org/10.2174/1389200033489442
- Mackenzie, P. I., Owens, I. S., Burchell, B., Bock, K. W., Bairoch, A., Belanger, A., ..., & Nebert, D. W. (1997). The UDP glycosyltransferase gene superfamily: recommended nomenclature update based on evolutionary divergence. Pharmacogenetics, 7(4), 255-269. https://doi.org/10.1097/00008571-199708000-00001
- Matsumura, Y., Hosokawa, C., Sasaki-Mori, M., Akahira, A., Fukunaga, K., Ikeuchi, T., ..., & Tsuchido, T. (2009). Isolation and characterization of novel bisphenol-A-degrading bacteria from soils. Biocontrol Science, 14(4), 161-169. https://doi.org/10.4265/bio.14.161
- Melcer, H., & Klečka, G. (2011). Treatment of wastewaters containing bisphenol A: state of the science review. Water Environment Research, 83(7), 650-666.
- Mihaich, E. M., Friederich, U., Caspers, N., Hall, A. T., Klecka, G. M., Dimond, S. S., ..., & Hentges, S. G. (2009). Acute and chronic toxicity testing of bisphenol A with aquatic invertebrates and plants. Ecotoxicology and Environmental Safety, 72(5), 1392-1399. https://doi.org/10.1016/j.ecoenv.2009.02.005
- Molina, A. M., Abril, N., Morales-Prieto, N., Monterde, J. G., Lora, A. J., Ayala, N., & Moyano, R. (2018). Evaluation of toxicological endpoints in female zebrafish after bisphenol A exposure. Food and Chemical Toxicology, 112, 19-25. https://doi.org/10.1016/j.fct.2017.12.026
- Mukherjee, U., Samanta, A., Biswas, S., Das, S., Ghosh, S., Mandal, D. K., & Maitra, S. (2020). Bisphenol A-induced oxidative stress, hepatotoxicity and altered estrogen receptor expression in Labeo bata: impact on metabolic homeostasis and inflammatory response. Ecotoxicology and Environmental Safety, 202, 110944. https://doi.org/10.1016/j.ecoenv.2020.110944
- Nane, İ. D., Görmez, Ö., Minaz, M., Nazıroğlu, M., Diler, Ö., & Özmen, Ö. (2021). Japon Balığı (Carassius auratus) Gonad ve Viseral Organları Üzerine Bisfenol S’nin Toksik Etkileri. Acta Aquatica Turcica, 17(1), 129-135. doi.org/10.22392/actaquatr.767061
- Neamţu, M., & Frimmel, F. H. (2006). Degradation of endocrine disrupting bisphenol A by 254 nm irradiation in different water matrices and effect on yeast cells. Water Research, 40(20), 3745-3750. https://doi.org/10.1016/j.watres.2006.08.019
- Nelson, D. R., Kamataki, T., Waxman, D. J., Guengerich, F. P., Estabrook, R. W., Feyereisen, R., ... & Nebert, D. W. (1993). The P450 superfamily: update on new sequences, gene mapping, accession numbers, early trivial names of enzymes, and nomenclature. DNA and Cell Biology, 12(1), 1-51. https://doi.org/10.1089/dna.1993.12.1.
- Noszczyńska, M., Chodór, M., Jałowiecki, Ł., & Piotrowska-Seget, Z. (2021). A comprehensive study on bisphenol A degradation by newly isolated strains Acinetobacter sp. K1MN and Pseudomonas sp. BG12. Biodegradation, 32(1), 1-15. https://doi.org/10.1007/s10532-020-09919-6.
- Oehlmann, J., Schulte-Oehlmann, U., Kloas, W., Jagnytsch, O., Lutz, I., Kusk, K. O., ..., & Tyler, C. R. (2009). A critical analysis of the biological impacts of plasticizers on wildlife. Philosophical Transactions of the Royal Society B: Biological Sciences, 364(1526), 2047-2062. doi.org/10.1098/rstb.2008.0242
- Oshiman, K. I., Tsutsumi, Y., Nishida, T., & Matsumura, Y. (2007). Isolation and characterization of a novel bacterium, Sphingomonas bisphenolicum strain AO1, that degrades bisphenol A. Biodegradation, 18(2), 247-255. https://doi.org/10.1007/s10532-006-9059-5
- Parrott, J. L., & Wood, C. S. (2002). Fathead minnow lifecycle tests for detection of endocrine-disrupting substances in effluents. Water Quality Research Journal, 37(3), 651-667. https://doi.org/10.2166/wqrj.2002.043
- Pathiraja, K., & Rajapaksa, G. (2019). Impact of early-life exposure to bisphenol a on survival and histopathology of liver and kidney of zebrafish (Danio rerio). In Proceedings of International Forestry and Environment Symposium. https://doi.org/ 10.31357/fesympo.v24i0.4266
- Roh, H., Subramanya, N., Zhao, F., Yu, C. P., Sandt, J., & Chu, K. H. (2009). Biodegradation potential of wastewater micropollutants by ammonia-oxidizing bacteria. Chemosphere, 77(8), 1084-1089. https://doi.org/10.1016/j.chemosphere.2009.08.049
- Saiyood, S., Vangnai, A. S., Thiravetyan, P., & Inthorn, D. (2010). Bisphenol A removal by the Dracaena plant and the role of plant-associating bacteria. Journal of Hazardous Materials, 178(1-3), 777-785. https://doi.org/10.1016/j.jhazmat.2010.02.008
- Sajiki, J., & Yonekubo, J. (2002). Degradation of bisphenol-A (BPA) in the presence of reactive oxygen species and its acceleration by lipids and sodium chloride. Chemosphere, 46(2), 345-354. https://doi.org/10.1016/s0045-6535(01)00093-5
- Sajiki, J., & Yonekubo, J. (2003). Leaching of bisphenol A (BPA) to seawater from polycarbonate plastic and its degradation by reactive oxygen species. Chemosphere, 51(1), 55-62. https://doi.org/10.1016/s0045-6535(02)00789-0
- Sakai, K., Yamanaka, H., Moriyoshi, K., Ohmoto, T., & Ohe, T. (2007). Biodegradation of bisphenol A and related compounds by Sphingomonas sp. strain BP-7 isolated from seawater. Bioscience, Biotechnology, and Biochemistry, 0612070212. https://doi.org/10.1271/bbb.60351
- Santangeli, S., Maradonna, F., Gioacchini, G., Cobellis, G., Piccinetti, C. C., Dalla Valle, L., & Carnevali, O. (2016). BPA-induced deregulation of epigenetic patterns: effects on female zebrafish reproduction. Scientific Reports, 6(1), 1-11. https://doi.org/ 10.1038/srep21982
- Sidhu, S., Gullett, B., Striebich, R., Klosterman, J., Contreras, J., & DeVito, M. (2005). Endocrine disrupting chemical emissions from combustion sources: diesel particulate emissions and domestic waste open burn emissions. Atmospheric Environment, 39(5), 801-811.
- Snyder, M. J. (2000). Cytochrome P450 enzymes in aquatic invertebrates: recent advances and future directions. Aquatic Toxicology, 48(4), 529-547. https://doi.org/10.1016/s0166-445x(00)00085-0
- Song, W., Lu, H., Wu, K., Zhang, Z., Lau, E. S. W., & Ge, W. (2020). Genetic evidence for estrogenicity of bisphenol A in zebrafish gonadal differentiation and its signalling mechanism. Journal of Hazardous Materials, 386, 121886. https://doi.org/10.1016/j.jhazmat.2019.121886
- Spivack, J., Leib, T. K., & Lobos, J. H. (1994). Novel pathway for bacterial metabolism of bisphenol A. Rearrangements and stilbene cleavage in bisphenol A metabolism. Journal of Biological Chemistry, 269(10), 7323-7329. https://doi.org/10.1016/S0021-9258(17)37287-3
- Staples, C. A., Woodburn, K. B., Klecka, G. M., Mihaich, E. M., Hall, A. T., Ortego, L., ... & Hentges, S. G. (2008). Comparison of four species sensitivity distribution methods to calculate predicted no effect concentrations for bisphenol A. Human and Ecological Risk Assessment, 14(3), 455-478. https://doi.org/10.1080/10807030802074170
- Staples, C. A., Dome, P. B., Klecka, G. M., Oblock, S. T., & Harris, L. R. (1998). A review of the environmental fate, effects, and exposures of bisphenol A. Chemosphere, 36(10), 2149-2173. https://doi.org/10.1016/s0045-6535(97)10133-3
- Staples, C. A., Woodburn, K., Caspers, N., Hall, A. T., & Kleĉka, G. M. (2002). A weight of evidence approach to the aquatic hazard assessment of bisphenoi A. Human and Ecological Risk Assessment, 8(5), 1083-1105. https://doi.org/10.1080/1080-700291905837
- Susiarjo, M., Hassold, T. J., Freeman, E., & Hunt, P. A. (2007). Bisphenol A exposure in utero disrupts early oogenesis in the mouse. PLoS Genetics, 3(1), e5. https://doi.org/10.1371/journal.pgen.0030005
- Suyamud, B., Inthorn, D., Panyapinyopol, B., & Thiravetyan, P. (2018). Biodegradation of bisphenol A by a newly isolated Bacillus megaterium strain ISO-2 from a polycarbonate industrial wastewater. Water, Air, & Soil Pollution, 229(11), 1-12.
- Tong, T., Li, R., Chen, J., Ke, Y., & Xie, S. (2021). Bisphenol A biodegradation differs between mudflat and mangrove forest sediments. Chemosphere, 270, 128664. https://doi.org/10.1016/j.chemosphere.2020.128664
- Uğuz, C., İşcan, M., & Togan, İ. (2009). Alkylphenols in the environment and their adverse effects on living organisms. Kocatepe Veterinary Journal, 2(1), 49-58.
- Umar, M., Roddick, F., Fan, L., & Aziz, H. A. (2013). Application of ozone for the removal of bisphenol A from water and wastewater–a review. Chemosphere, 90(8), 2197-2207. https://doi.org/10.1016/j.chemosphere.2012.09.090
- Van den Berg, M., Sanderson, T., Kurihara, N., & Katayama, A. (2003). Role of metabolism in the endocrine-disrupting effects of chemicals in aquatic and terrestrial systems. Pure and Applied Chemistry, 75(11-12), 1917-1932. https://doi.org/ 10.1351/pac200375111917
- Van der Oost, R., Beyer, J., & Vermeulen, N. P. (2003). Fish bioaccumulation and biomarkers in environmental risk assessment: a review. Environmental Toxicology and Pharmacology, 13(2), 57-149. https://doi.org/10.1016/s1382-6689(02)00126-6
- Vasu, G., Sujatha, L. B., & Manju Bashini, J. (2019). Histological changes in tilapia exposed to bisphenol A (BPA) compound. International Journal of Advanced Scientific Research and Management, 4(4), 267-282.
- Vom Saal, F. S., Akingbemi, B. T., Belcher, S. M., Birnbaum, L. S., Crain, D. A., Eriksen, M., ... & Zoeller, R. T. (2007). Chapel Hill bisphenol A expert panel consensus statement: integration of mechanisms, effects in animals and potential to impact human health at current levels of exposure. Reproductive Toxicology, 24(2), 131-138. https://doi.org/10.1016/j.reprotox.2007.07.005
- Vom Saal, F. S., & Myers, J. P. (2008). Bisphenol A and risk of metabolic disorders. Jama, 300(11), 1353-1355. https://doi.org/10. 1001/jama.300.11.1353
- Wang, H., Liu, Z. H., Tang, Z., Zhang, J., Yin, H., Dang, Z., ... & Liu, Y. (2020). Bisphenol analogues in Chinese bottled water: quantification and potential risk analysis. Science of The Total Environment, 713, 136583. https://doi.org/10.1016/j.scitotenv.2020.136583
- Wang, W. K., Zhu, W., Mao, L., Zhang, J., Zhou, Z., & Zhao, G. (2019). Two-dimensional TiO2-g-C3N4 with both TiN and CO bridges with excellent conductivity for synergistic photoelectrocatalytic degradation of bisphenol A. Journal of Colloid and Interface Science, 557, 227-235. https://doi.org/10.1016/j.jcis.2019.08.088
- Wang, Z., Liu, H., & Liu, S. (2017). Low‐dose bisphenol A exposure: A seemingly instigating carcinogenic effect on breast cancer. Advanced Science, 4(2), 1600248. https://doi.org/10.1002/advs.201600248
- Wirasnita, R., Hadibarata, T., Yusoff, A. R. M., & Yusop, Z. (2014). Removal of bisphenol A from aqueous solution by activated carbon derived from oil palm empty fruit bunch. Water, Air, & Soil Pollution, 225(10), 1-12. https://doi.org/10.1007/s11270-014-2148-x
- Xiong, J., An, T., & Li, G. (2017). Accelerated biodegradation of BPA in water-sediment microcosms with Bacillus sp. GZB and the associated bacterial community structure. Chemosphere, 184, 120-126. https://doi.org/10.1016/j.chemosphere.2017.05.163
- Yamanaka, H., Moriyoshi, K., Ohmoto, T., Ohe, T., & Sakai, K. (2008). Efficient microbial degradation of bisphenol A in the presence of activated carbon. Journal of Bioscience and Bioengineering, 105(2), 157-160. https://doi.org/10.1263/jbb.105.157
- Zhang, C., Zeng, G., Yuan, L., Yu, J., Li, J., Huang, G., ... & Liu, H. (2007). Aerobic degradation of bisphenol A by Achromobacter xylosoxidans strain B-16 isolated from compost leachate of municipal solid waste. Chemosphere, 68(1), 181-190. https://doi.org/10.1016/j.chemosphere.2006.12.012
- Zhang, H., Zhang, Y., Li, J., & Yang, M. (2019). Occurrence and exposure assessment of bisphenol analogues in source water and drinking water in China. Science of the Total Environment, 655, 607-613. https://doi.org/10.1016/j.scitotenv.2018.11.053
- Zhang, W., Yin, K., & Chen, L. (2013). Bacteria-mediated bisphenol A degradation. Applied Microbiology and Biotechnology, 97(13), 5681-5689. https://doi.org/10.1007/s00253-013-4949-z
- Zühlke, M. K., Schlüter, R., Mikolasch, A., Zühlke, D., Giersberg, M., Schindler, H., ..., & Schauer, F. (2017). Biotransformation and reduction of estrogenicity of bisphenol A by the biphenyl-degrading Cupriavidus basilensis. Applied Microbiology and Biotechnology, 101(9), 3743-3758. https://doi.org/10.1007/s00253-016-8061-Z
A Chemical Invasion on Waters and Aquatic Organisms: Bisphenol A
Year 2022,
Volume: 4 Issue: 2, 138 - 146, 28.12.2022
İkbal Demet Nane
,
Öznur Diler
Abstract
The main reason for the intense discharge of chemical pollutants into nature is the increase in the world population. These pollutants disrupt the natural balance in soil, water and air. However, this effect is most prominent in the aquatic ecosystem. These pollutants are considered to be predominantly endocrine disruptors (EDCs) and which well known EDC is Bisphenol A. Bisphenol A is a chemical used in making polycarbonate plastics and epoxy resins. Also it is one of the most produced chemicals worldwide and it cause serious problems to health of aquatic population. This review provides information about the discharge routes of BPA, its effects in the aquatic system and its mechanisms of action.
References
- Al-Sakran, A. A. M., Virk, P., Elobeid, M., Hamed, S. S., Siddiqui, M. I., Omer, S., & Mirghani, N. M. (2016). Histopathological effects on testis of adult male carp, Cyprinus carpio carpio, following exposure to graded concentrations of water-borne bisphenol A. Tropical Journal of Pharmaceutical Research, 15(1), 73-80. https://doi.org/10.4314/tjpr.v15i1.10
- Ankley, G. T., Jensen, K. M., Kahl, M. D., Korte, J. J., & Makynen, E. A. (2001). Description and evaluation of a short‐term reproduction test with the fathead minnow (Pimephales promelas). Environmental Toxicology and Chemistry: An International Journal, 20(6), 1276-1290. https://doi.org/10.1002/etc.5620200616
- Anonymous, 1999a. US Environment Protection Agency, Category for persistent, bioaccumulative, and toxic new chemical substances. Fed Reg 64 (213):60194-60204- prescribing information; Retrieved November 24, 2021 https://www.epa.gov/reviewing-new-chemicals-under-toxic-substances-control-act-tsca/policy-statement-new-chemicals.
- Anonymous, 1999b. USEPA (US Environment Protection Agency)-TRI (Toxic Release Inventory) PBT Final Rule: Washington D.C., USA- prescribing information; Retrieved June 6, 2021. https://www.epa.gov/toxics-release-inventory-tri-program.
- Anonymous, 2010. Bisphenol A Action Plan, edited by US Environmental Protection Agency: Washington D.C., USA- prescribing information; Retrieved January 12, 2022. https://www.epa.gov/sites/default/files/2015-09/documents/bpa_action_plan.pdf.
- Anonymous, 2020. Bisphenol A (BPA) Market-Growth, Trends, and Forecast (2020-2025), Report ID:4520075- prescribing information; Retrieved December 10, 2021]. https://www.researchandmarkets.com/reports/4520075/bisphenol-a-bpa-market-growth-trends-and.
- Belfroid, A., van Velzen, M., van der Horst, B., & Vethaak, D. (2002). Occurrence of bisphenol A in surface water and uptake in fish: evaluation of field measurements. Chemosphere, 49(1), 97-103. doi.org/10.1016/s0045-6535(02)00157-1.
- Bhandari, R. K., Vom Saal, F. S., & Tillitt, D. E. (2015). Transgenerational effects from early developmental exposures to bisphenol A or 17α-ethinylestradiol in medaka, Oryzias latipes. Scientific Reports, 5(1), 1-5. https://doi.org/10.1038/srep09303
- Bock, K. W. (2014). Homeostatic control of xeno-and endobiotics in the drug-metabolizing enzyme system. Biochemical Pharmacology, 90(1), 1-6. https://doi.org/10.1016/j.bcp.2014.04.009
- Bolli, A., Bulzomi, P., Galluzzo, P., Acconcia, F., & Marino, M. (2010). Bisphenol A impairs estradiol‐induced protective effects against DLD‐1 colon cancer cell growth. IUBMB life, 62(9), 684-687. https://doi.org/10.1002/iub.370
- Borrirukwisitsak, S., Keenan, H. E., & Gauchotte-Lindsay, C. (2012). Effects of salinity, pH and temperature on the octanol-water partition coefficient of bisphenol A. International Journal of Environmental Science and Development, 3(5), 460. https://doi.org/10.7763/ijesd.2012.v3.267.
- Brugnera, M. F., Rajeshwar, K., Cardoso, J. C., & Zanoni, M. V. B. (2010). Bisphenol a removal from wastewater using self-organized TIO2 nanotubular array electrodes. Chemosphere, 78(5), 569-575. https://doi.org/10.1016/j.chemosphere.2009.10.058.
- Burgos-Castillo, R. C., Sirés, I., Sillanpää, M., & Brillas, E. (2018). Application of electrochemical advanced oxidation to bisphenol A degradation in water. Effect of sulfate and chloride ions. Chemosphere, 194, 812-820. https://doi.org/ 10.1016/j.chemosphere.2017.12.014
- Calafat, A. M., Weuve, J., Ye, X., Jia, L. T., Hu, H., Ringer, S., Huttner, K. & Hauser, R. (2009). Exposure to bisphenol A and other phenols in neonatal intensive care unit premature infants. Environmental Health Perspectives, 117(4), 639-644. https://doi.org/doi.org/10.1289/ehp.0800265
- Canesi, L., & Fabbri, E. (2015). Environmental effects of BPA: focus on aquatic species. Dose-Response, 13(3), 1559325815598304. doi.org/10.1177/1559325815598304
- Chen, D., Kannan, K., Tan, H., Zheng, Z., Feng, Y.-L., Wu, Y., & Widelka, M. (2016). Bisphenol analogues other than BPA: environmental occurrence, human exposure, and toxicity a review. Environmental Science & Technology, 50(11), 5438-5453. https://doi.org/10.1021/acs.est.5b05387
- Chen, J., Xiao, Y., Gai, Z., Li, R., Zhu, Z., Bai, C., Tanguay, R. L., Xu, X., Huang, C., & Dong, Q. (2015). Reproductive toxicity of low level bisphenol A exposures in a two-generation zebrafish assay: evidence of male-specific effects. Aquatic Toxicology, 169, 204-214. https://doi.org/10.1016/j.aquatox.2015.10.020
- Chen, X., Zhao, J., Liu, Y., Jiang, Y., & Yang, Y. (2016a). Occurrence and ecological risks of hormonal activities in the middle and lower reaches of Yangtze River. Asian Journal of Ecotoxicology, (3), 191-203. http://dx.doi.org/10.7524/AJE.1673-5897.20150616001
- Chen, Y., Shu, L., Qiu, Z., Lee, D. Y., Settle, S. J., Que Hee, S., Telesca, D., Yang, X., & Allard, P. (2016b). Exposure to the BPA-substitute bisphenol S causes unique alterations of germline function. PLoS Genetics, 12(7), e1006223. https://doi.org/10.1371/journal.pgen.1006223
- Chitra, K., & R. Sajitha. (2014). Effect of bisphenol-A on the antioxidant defense system and its impact on the activity of succinate dehydrogenase in the gill of freshwater fish, Oreochromis mossambicus. Journal of Cell and Tissue Research, 14(2), 4219.
- Chruściel, A., Kiedik, M., & Hreczuch, W. (2019). New method of running the bisphenol A synthesis process using the set of two-zone reactors. Chemical Engineering Research and Design, 141, 187-197. https://doi.org/10.1016/j.cherd.2018.10.027
- Crain, D. A., Eriksen, M., Iguchi, T., Jobling, S., Laufer, H., LeBlanc, G. A., & Guillette Jr., L. J. (2007). An ecological assessment of bisphenol-A: evidence from comparative biology. Reproductive Toxicology, 24(2), 225-239. https://doi.org/10.1016/j.reprotox.2007.05.008
- Danzl, E., Sei, K., Soda, S., Ike, M., & Fujita, M. (2009). Biodegradation of bisphenol A, bisphenol F and bisphenol S in seawater. International Journal of Environmental Research and Public Health, 6(4), 1472-1484. doi.org/10.3390/ijerph6041472
- Das, R., Li, G., Mai, B., & An., T. (2018). Spore cells from BPA degrading bacteria Bacillus sp. GZB displaying high laccase activity and stability for BPA degradation. Science of The Total Environment, 640, 798-806. https://doi.org/10.1016/j.scitotenv.2018.05.379.
- Deborde, M., Rabouan, S., Mazellier, P., Duguet, J.-P. & Legube, B. (2008). Oxidation of bisphenol A by ozone in aqueous solution. Water Research, 42(16), 4299-4308. https://doi.org/10.1016/j.watres.2008.07.015
- Di Pietro, G., Magno, L. A. V. & Rios-Santos, F. (2010). Glutathione S-transferases: an overview in cancer research. Expert Opinion on Drug Metabolism & Toxicology, 6(2), 153-170. https://doi.org/10.1517/17425250903427980
- Dorn, P. B., Chou, C.-S. & Gentempo, J. J. (1987). Degradation of bisphenol A in natural waters. Chemosphere, 16(7), 1501-1507. https://doi.org/10.1016/0045-6535(87)90090-7
- Efferth, T., & Paul, N. W. (2017). Threats to human health by great ocean garbage patches. The Lancet Planetary Health, 1(8), e301-e303. https://doi.org/10.1016/S2542-5196(17)30140-7
- Elshaer, F., Khalaf-Allah, H., & Bakry, S. (2013). Histopathological alterations in gills of some poecilid fishes after exposure to bisphenol A. World Journal of Fish and Marine Sciences, 5, 693-700. https://doi.org/10.5829/idosi.wjfms.2013.05.06.76203
- Eltoukhy, A., Jia, Y., Nahurira, R., Abo-Kadoum, M., Khokhar, I., Wang, J., & Yan, Y. (2020). Biodegradation of endocrine disruptor Bisphenol A by Pseudomonas putida strain YC-AE1 isolated from polluted soil, Guangdong, China. BMC Microbiology. 20(1), 1-14. https://doi.org/10.1186/s12866-020-1699-9
- Faheem, M., Jahan, N., & Lone, K. (2016). Histopathological effects of bisphenol-A on liver, kidneys and gills of Indian major carp, Catla catla (Hamilton, 1822). JAPS: Journal of Animal & Plant Sciences, 26 (2), 514-522.
- Fang, Q., Shi, Q., Guo, Y., Hua, J., Wang, X., & Zhou, B. (2016). Enhanced bioconcentration of bisphenol A in the presence of nano-TiO2 can lead to adverse reproductive outcomes in zebrafish. Environmental Science & Technology, 50(2), 1005-1013. https://doi.org/10.1021/acs.est.5b05024.
- Fischer, J., Kappelmeyer, U., Kastner, M., Schauer, F., & Heipieper, H. J. (2010). The degradation of bisphenol A by the newly isolated bacterium Cupriavidus basilensis JF1 can be enhanced by biostimulation with phenol. International Biodeterioration & Biodegradation, 64(4), 324-330. https://doi.org/10.1016/j.ibiod.2010.03.007
- Forner-Piquer, I., Beato, S., Piscitelli, F., Santangeli, S., Di Marzo, V., Habibi, H. R., Maradonna, F., & Carnevali, O. (2020). Effects of BPA on zebrafish gonads: Focus on the endocannabinoid system. Environmental Pollution, 264, 114710. https://doi.org/ doi.org/10.1016/j.envpol.2020.114710
- Gao, C., Zeng, Y.-H., Li, C.-Y., Li, L., Cai, Z.-H., & Zhou, J. (2022). Bisphenol A biodegradation by Sphingonomas sp. YK5 is regulated by acyl-homoserine lactone signaling molecules Science of The Total Environment, 802, 149898. https://doi.org/ 10.1016/j.scitotenv.2021.149898
- Garg, A., Singhania, T., Singh, A., Sharma, S., Rani, S., Neogy, A., Yadav, S. R., Sangal, V. K., & Garg, N. (2019). Photocatalytic degradation of bisphenol-A using N, Co Codoped TiO 2 catalyst under solar light. Scientific Reports, 9(1), 1-13. https://doi.org/10.1038/s41598-018-38358-w
- Goulet, R. R., Fortin, C., & Spry, D. J. (2011). Uranium. Fish Physiology. 31, 391-428
- Gray Jr, L., Ostby, J., Wilson, V., Lambright, C., Bobseine, K., Hartig, P., Hotchkiss, A., Wolf, C., Furr, J., & Price, M. (2002). Xenoendocrine disrupters-tiered screening and testing: filling key data gaps. Toxicology. 181, 371-382. https://doi.org/10.1016/s0300-483x(02)00469-9.
- Hatice, D., & Şişman. T. (2017). A histopathological study on the freshwater fish species chub (Squalius cephalus) in the Karasu River, Turkey. Turkish Journal of Zoology, 41(1), 1-11. https://doi.org/doi.org/10.3906/zoo-1509-21
- Hediger, M. A., Romero, M. F., Peng, J.-B., Rolfs, A., Takanaga, H., & Bruford, E. A. (2004). The ABCs of solute carriers: physiological, pathological and therapeutic implications of human membrane transport proteins. Pflügers Archiv. 447(5), 465-468. https://doi.org/10.1007/s00424-003-1192-y.
- Him, N. R. N., Zainuddin, M. F., & Basha, A. Z. A. (2017). Fast biodegradation of toxic bisphenol a by Pseudomonas aeruginosa NR. 22 (Ps. NR. 22) isolated from Malaysian local lake. In AIP Conference Proceedings,1901(1)-100019). AIP Publishing LLC. https://doi.org/10.1063/1.5010541
- Iwano, H., Inoue, H., Nishikawa, M., Fujiki, J., & Yokota, H. (2018). Biotransformation of bisphenol a and its adverse effects on the next generation. Endocrine Disruptors, 63. https://doi.org/10.5772/intechopen.78275
- Jia, Y., Eltoukhy, A., Wang, J., Li, X., Hlaing, T. S., Aung, M. M., Nwe, M. T., Lamraoui, I., & Y. Yan. (2020). Biodegradation of bisphenol A by Sphingobium sp. YC-JY1 and the essential role of cytochrome P450 monooxygenase. International Journal of Molecular Sciences, 21(10), 3588. https://doi.org/10.3390/ijms21103588
- Kamaraj, M., Rajeshwari, S., & Aravind, J. (2018). Isolation of Virgibacillus sp. strain KU4 from agricultural soil as a potential degrader of endocrine disruptor bisphenol-A. International Journal of Environmental Science and Technology, 15(12), 2545-2550. https://doi.org /10.1007/s13762-017-1398-8
- Kamaraj, M., Sivaraj, R. & Venckatesh, R. (2014). Biodegradation of Bisphenol A by the tolerant bacterial species isolated from coastal regions of Chennai, Tamil Nadu, India. International Biodeterioration & Biodegradation, 93, 216-222. https://doi.org/10.1016/j.ibiod.2014.02.014
- Kang, J.-H., Aasi, D., & Katayama, Y. (2007). Bisphenol A in the aquatic environment and its endocrine-disruptive effects on aquatic organisms. Critical Reviews in Toxicology, 37(7), 607-625. https://doi.org/10.1080/10408440701493103.
- Kang, J.-H., Katayama, Y., & Kondo, F. (2006). Biodegradation or metabolism of bisphenol A: from microorganisms to mammals. Toxicology, 217(2-3), 81-90. https://doi.org/ 10.1016/j.tox.2005.10.001.
- Kang, J.-H., & Kondo, F. (2002). Bisphenol A degradation by bacteria isolated from river water. Archives of Environmental Contamination and Toxicology, 43(3), 0265-0269. https://doi.org/10.1007/s00244-002-1209-0
- Kang, J., & Kondo, F. (2005). BPA degradation in river water is different from that in seawater. Chemosphere, 60, 1288-1292. https://doi.org 10.1016/j.chemosphere.2005.01.058.
- Kang, J. H., Ri, N., & Kondo, F. (2004). Streptomyces sp. strain isolated from river water has high bisphenol A degradability. Letters in Applied Microbiology, 39(2), 178-180. https://doi.org/10.1111/j.1472-765X.2004.01562.x.
- Karlsson, L. (1983). Gill morphology in the zebrafish, Brachydanio rerio (Hamilton‐Buchanan). Journal of Fish Biology, 23(5), 511-524.
- Kinney, C. A., Furlong, E. T., Zaugg, S. D., Burkhardt, M. R., Werner, S. L., Cahill, J. D. & Jorgensen, G. R. (2006). Survey of organic wastewater contaminants in biosolids destined for land application. Environmental Science & Technology, 40(23), 7207-7215. https://doi.org/doi.org/10.1021/es0603406.
- Kleĉka, G. M., Gonsior, S. J., West, R. J., Goodwin, P. A., & Markham, D. A. (2001). Biodegradation of bisphenol a in aquatic environments: River die‐away. Environmental Toxicology and Chemistry: An International Journal, 20(12), 2725-2735.
- Kloas, W., Urbatzka, R., Opitz, R., Würtz, S., Behrends, T., Hermelink, B., Hofmann, F., Jagnytsch, O., Kroupova, H., & Lorenz, C. (2009). Endocrine disruption in aquatic vertebrates. Annals of the New York Academy of Sciences, 1163(1), 187-200. https://doi.org/10.1111/j.1749-6632.2009.04453.x
- Knaak, J. B., & Sullivan, L. J. (1966). Metabolism of bisphenol A in the rat. Toxicology and Applied Pharmacology, 8(2), 175-184. https://doi.org/10.1016/s0041-008x(66)80001-7.
- Kolvenbach, B., Schlaich, N., Raoui, Z., Prell, J., Zuhlke, S., Schaffer, A., Guengerich, F., & Corvini, P. (2007). Degradation pathway of bisphenol A: does ipso substitution apply to phenols containing a quaternary α-carbon structure in the para position?. Applied and Environmental Microbiology, 73(15), 4776-4784. https://doi.org/10.1128/aem.00329-07
- Kong, X., Li, J., Yang, C., Tang, Q., & Wang, D. (2020). Fabrication of Fe2O3/g-C3N4@ N-TiO2 photocatalyst nanotube arrays that promote bisphenol A photodegradation under simulated sunlight irradiation. Separation and Purification Technology, 248, 116924. https://doi.org/doi.org/10.1016/j.seppur.2020.116924
- Kučić Grgić, D., Kovačević, A., Lovrinčić, E., Ocelić Bulatović, V., & Vuković Domanovac, M. (2019). Biodegradation of bisphenol A in the environment. Hrvatske Vode, 27 (107),1-6.
- Li, F., Yao, L., Sun, W., Jiang, Y., Li, Z., & Zhai, Y. (2017). Histopathological liver and testis alterations in male half-smooth tongue sole (Cynoglossus semilaevis) exposed to endocrine disruptors Journal of Coastal Research, 33(3), 678-683. https://doi.org/10.2112/jcoastres-d-15-00244.1
- Li, J., Hu, A., Lv, M., & Yu, C.-P. (2021). Croceicoccus bisphenolivorans sp. nov., a bisphenol A-degrading bacterium isolated from seawater. International Journal of Systematic and Evolutionary Microbiology, 71(2), 004658. https://doi.org/10.1099/ijsem.0.004658.
- Liguori, F., Moreno-Marrodan, C., & Barbaro, P. (2020). Biomass-derived chemical substitutes for bisphenol A: recent advancements in catalytic synthesis. Chemical Society Reviews, 49(17), 6329-6363. https://doi.org/10.1039/d0cs00179a
- Lindholst, C., Pedersen, S. N., & Bjerregaard, P. (2001). Uptake, metabolism and excretion of bisphenol A in the rainbow trout (Oncorhynchus mykiss). Aquatic Toxicology, 55(1-2), 75-84. doi.org/10.1016/s0166-445x(01)00157-6
- Lindholst, C., Wynne, P., Marriott, P., Pedersen, S., & Bjerregaard, P. (2003). Metabolism of bisphenol A in zebrafish (Danio rerio) and rainbow trout (Oncorhynchus mykiss) in relation to estrogenic response. Comparative Biochemistry and Physiology Part C: Toxicology & Pharmacology, 135(2), 169-177. https://doi.org/10.1016/s1532-0456(03)00088-7
- Lobos, J. H., Leib, T., & Su, T.-M. (1992). Biodegradation of bisphenol A and other bisphenols by a gram-negative aerobic bacterium. Applied and Environmental Microbiology, 58(6), 1823-1831. https://doi.org/10.1128/aem.58.6.1823-1831.1992
- Lu, N., Lu, Y., Liu, F., Zhao, K., Yuan, X., Zhao, Y., ... & Zhu, J. (2013). H3PW12O40/TiO2 catalyst-induced photodegradation of bisphenol A (BPA): kinetics, toxicity and degradation pathways. Chemosphere, 91(9), 1266-1272. https://doi.org/10.1016/j. chemosphere.2013.02.023
- Luo, L., Zhang, Q., Kong, X., Huang, H., & Ke, C. (2017). Differential effects of bisphenol A toxicity on oyster (Crassostrea angulata) gonads as revealed by label-free quantitative proteomics. Chemosphere, 176, 305-314. https://doi.org/10.1016/j.chemosphere.2017.02.146
- MacKenzie, P. I., Gregory, P. A., Gardner-Stephen, D. A., Lewinsky, R. H., Jorgensen, B. R., Nishiyama, T., ..., & Radominska-Pandya, A. (2003). Regulation of UDP glucuronosyltransferase genes. Current Drug Metabolism, 4(3), 249-257. https://doi.org/10.2174/1389200033489442
- Mackenzie, P. I., Owens, I. S., Burchell, B., Bock, K. W., Bairoch, A., Belanger, A., ..., & Nebert, D. W. (1997). The UDP glycosyltransferase gene superfamily: recommended nomenclature update based on evolutionary divergence. Pharmacogenetics, 7(4), 255-269. https://doi.org/10.1097/00008571-199708000-00001
- Matsumura, Y., Hosokawa, C., Sasaki-Mori, M., Akahira, A., Fukunaga, K., Ikeuchi, T., ..., & Tsuchido, T. (2009). Isolation and characterization of novel bisphenol-A-degrading bacteria from soils. Biocontrol Science, 14(4), 161-169. https://doi.org/10.4265/bio.14.161
- Melcer, H., & Klečka, G. (2011). Treatment of wastewaters containing bisphenol A: state of the science review. Water Environment Research, 83(7), 650-666.
- Mihaich, E. M., Friederich, U., Caspers, N., Hall, A. T., Klecka, G. M., Dimond, S. S., ..., & Hentges, S. G. (2009). Acute and chronic toxicity testing of bisphenol A with aquatic invertebrates and plants. Ecotoxicology and Environmental Safety, 72(5), 1392-1399. https://doi.org/10.1016/j.ecoenv.2009.02.005
- Molina, A. M., Abril, N., Morales-Prieto, N., Monterde, J. G., Lora, A. J., Ayala, N., & Moyano, R. (2018). Evaluation of toxicological endpoints in female zebrafish after bisphenol A exposure. Food and Chemical Toxicology, 112, 19-25. https://doi.org/10.1016/j.fct.2017.12.026
- Mukherjee, U., Samanta, A., Biswas, S., Das, S., Ghosh, S., Mandal, D. K., & Maitra, S. (2020). Bisphenol A-induced oxidative stress, hepatotoxicity and altered estrogen receptor expression in Labeo bata: impact on metabolic homeostasis and inflammatory response. Ecotoxicology and Environmental Safety, 202, 110944. https://doi.org/10.1016/j.ecoenv.2020.110944
- Nane, İ. D., Görmez, Ö., Minaz, M., Nazıroğlu, M., Diler, Ö., & Özmen, Ö. (2021). Japon Balığı (Carassius auratus) Gonad ve Viseral Organları Üzerine Bisfenol S’nin Toksik Etkileri. Acta Aquatica Turcica, 17(1), 129-135. doi.org/10.22392/actaquatr.767061
- Neamţu, M., & Frimmel, F. H. (2006). Degradation of endocrine disrupting bisphenol A by 254 nm irradiation in different water matrices and effect on yeast cells. Water Research, 40(20), 3745-3750. https://doi.org/10.1016/j.watres.2006.08.019
- Nelson, D. R., Kamataki, T., Waxman, D. J., Guengerich, F. P., Estabrook, R. W., Feyereisen, R., ... & Nebert, D. W. (1993). The P450 superfamily: update on new sequences, gene mapping, accession numbers, early trivial names of enzymes, and nomenclature. DNA and Cell Biology, 12(1), 1-51. https://doi.org/10.1089/dna.1993.12.1.
- Noszczyńska, M., Chodór, M., Jałowiecki, Ł., & Piotrowska-Seget, Z. (2021). A comprehensive study on bisphenol A degradation by newly isolated strains Acinetobacter sp. K1MN and Pseudomonas sp. BG12. Biodegradation, 32(1), 1-15. https://doi.org/10.1007/s10532-020-09919-6.
- Oehlmann, J., Schulte-Oehlmann, U., Kloas, W., Jagnytsch, O., Lutz, I., Kusk, K. O., ..., & Tyler, C. R. (2009). A critical analysis of the biological impacts of plasticizers on wildlife. Philosophical Transactions of the Royal Society B: Biological Sciences, 364(1526), 2047-2062. doi.org/10.1098/rstb.2008.0242
- Oshiman, K. I., Tsutsumi, Y., Nishida, T., & Matsumura, Y. (2007). Isolation and characterization of a novel bacterium, Sphingomonas bisphenolicum strain AO1, that degrades bisphenol A. Biodegradation, 18(2), 247-255. https://doi.org/10.1007/s10532-006-9059-5
- Parrott, J. L., & Wood, C. S. (2002). Fathead minnow lifecycle tests for detection of endocrine-disrupting substances in effluents. Water Quality Research Journal, 37(3), 651-667. https://doi.org/10.2166/wqrj.2002.043
- Pathiraja, K., & Rajapaksa, G. (2019). Impact of early-life exposure to bisphenol a on survival and histopathology of liver and kidney of zebrafish (Danio rerio). In Proceedings of International Forestry and Environment Symposium. https://doi.org/ 10.31357/fesympo.v24i0.4266
- Roh, H., Subramanya, N., Zhao, F., Yu, C. P., Sandt, J., & Chu, K. H. (2009). Biodegradation potential of wastewater micropollutants by ammonia-oxidizing bacteria. Chemosphere, 77(8), 1084-1089. https://doi.org/10.1016/j.chemosphere.2009.08.049
- Saiyood, S., Vangnai, A. S., Thiravetyan, P., & Inthorn, D. (2010). Bisphenol A removal by the Dracaena plant and the role of plant-associating bacteria. Journal of Hazardous Materials, 178(1-3), 777-785. https://doi.org/10.1016/j.jhazmat.2010.02.008
- Sajiki, J., & Yonekubo, J. (2002). Degradation of bisphenol-A (BPA) in the presence of reactive oxygen species and its acceleration by lipids and sodium chloride. Chemosphere, 46(2), 345-354. https://doi.org/10.1016/s0045-6535(01)00093-5
- Sajiki, J., & Yonekubo, J. (2003). Leaching of bisphenol A (BPA) to seawater from polycarbonate plastic and its degradation by reactive oxygen species. Chemosphere, 51(1), 55-62. https://doi.org/10.1016/s0045-6535(02)00789-0
- Sakai, K., Yamanaka, H., Moriyoshi, K., Ohmoto, T., & Ohe, T. (2007). Biodegradation of bisphenol A and related compounds by Sphingomonas sp. strain BP-7 isolated from seawater. Bioscience, Biotechnology, and Biochemistry, 0612070212. https://doi.org/10.1271/bbb.60351
- Santangeli, S., Maradonna, F., Gioacchini, G., Cobellis, G., Piccinetti, C. C., Dalla Valle, L., & Carnevali, O. (2016). BPA-induced deregulation of epigenetic patterns: effects on female zebrafish reproduction. Scientific Reports, 6(1), 1-11. https://doi.org/ 10.1038/srep21982
- Sidhu, S., Gullett, B., Striebich, R., Klosterman, J., Contreras, J., & DeVito, M. (2005). Endocrine disrupting chemical emissions from combustion sources: diesel particulate emissions and domestic waste open burn emissions. Atmospheric Environment, 39(5), 801-811.
- Snyder, M. J. (2000). Cytochrome P450 enzymes in aquatic invertebrates: recent advances and future directions. Aquatic Toxicology, 48(4), 529-547. https://doi.org/10.1016/s0166-445x(00)00085-0
- Song, W., Lu, H., Wu, K., Zhang, Z., Lau, E. S. W., & Ge, W. (2020). Genetic evidence for estrogenicity of bisphenol A in zebrafish gonadal differentiation and its signalling mechanism. Journal of Hazardous Materials, 386, 121886. https://doi.org/10.1016/j.jhazmat.2019.121886
- Spivack, J., Leib, T. K., & Lobos, J. H. (1994). Novel pathway for bacterial metabolism of bisphenol A. Rearrangements and stilbene cleavage in bisphenol A metabolism. Journal of Biological Chemistry, 269(10), 7323-7329. https://doi.org/10.1016/S0021-9258(17)37287-3
- Staples, C. A., Woodburn, K. B., Klecka, G. M., Mihaich, E. M., Hall, A. T., Ortego, L., ... & Hentges, S. G. (2008). Comparison of four species sensitivity distribution methods to calculate predicted no effect concentrations for bisphenol A. Human and Ecological Risk Assessment, 14(3), 455-478. https://doi.org/10.1080/10807030802074170
- Staples, C. A., Dome, P. B., Klecka, G. M., Oblock, S. T., & Harris, L. R. (1998). A review of the environmental fate, effects, and exposures of bisphenol A. Chemosphere, 36(10), 2149-2173. https://doi.org/10.1016/s0045-6535(97)10133-3
- Staples, C. A., Woodburn, K., Caspers, N., Hall, A. T., & Kleĉka, G. M. (2002). A weight of evidence approach to the aquatic hazard assessment of bisphenoi A. Human and Ecological Risk Assessment, 8(5), 1083-1105. https://doi.org/10.1080/1080-700291905837
- Susiarjo, M., Hassold, T. J., Freeman, E., & Hunt, P. A. (2007). Bisphenol A exposure in utero disrupts early oogenesis in the mouse. PLoS Genetics, 3(1), e5. https://doi.org/10.1371/journal.pgen.0030005
- Suyamud, B., Inthorn, D., Panyapinyopol, B., & Thiravetyan, P. (2018). Biodegradation of bisphenol A by a newly isolated Bacillus megaterium strain ISO-2 from a polycarbonate industrial wastewater. Water, Air, & Soil Pollution, 229(11), 1-12.
- Tong, T., Li, R., Chen, J., Ke, Y., & Xie, S. (2021). Bisphenol A biodegradation differs between mudflat and mangrove forest sediments. Chemosphere, 270, 128664. https://doi.org/10.1016/j.chemosphere.2020.128664
- Uğuz, C., İşcan, M., & Togan, İ. (2009). Alkylphenols in the environment and their adverse effects on living organisms. Kocatepe Veterinary Journal, 2(1), 49-58.
- Umar, M., Roddick, F., Fan, L., & Aziz, H. A. (2013). Application of ozone for the removal of bisphenol A from water and wastewater–a review. Chemosphere, 90(8), 2197-2207. https://doi.org/10.1016/j.chemosphere.2012.09.090
- Van den Berg, M., Sanderson, T., Kurihara, N., & Katayama, A. (2003). Role of metabolism in the endocrine-disrupting effects of chemicals in aquatic and terrestrial systems. Pure and Applied Chemistry, 75(11-12), 1917-1932. https://doi.org/ 10.1351/pac200375111917
- Van der Oost, R., Beyer, J., & Vermeulen, N. P. (2003). Fish bioaccumulation and biomarkers in environmental risk assessment: a review. Environmental Toxicology and Pharmacology, 13(2), 57-149. https://doi.org/10.1016/s1382-6689(02)00126-6
- Vasu, G., Sujatha, L. B., & Manju Bashini, J. (2019). Histological changes in tilapia exposed to bisphenol A (BPA) compound. International Journal of Advanced Scientific Research and Management, 4(4), 267-282.
- Vom Saal, F. S., Akingbemi, B. T., Belcher, S. M., Birnbaum, L. S., Crain, D. A., Eriksen, M., ... & Zoeller, R. T. (2007). Chapel Hill bisphenol A expert panel consensus statement: integration of mechanisms, effects in animals and potential to impact human health at current levels of exposure. Reproductive Toxicology, 24(2), 131-138. https://doi.org/10.1016/j.reprotox.2007.07.005
- Vom Saal, F. S., & Myers, J. P. (2008). Bisphenol A and risk of metabolic disorders. Jama, 300(11), 1353-1355. https://doi.org/10. 1001/jama.300.11.1353
- Wang, H., Liu, Z. H., Tang, Z., Zhang, J., Yin, H., Dang, Z., ... & Liu, Y. (2020). Bisphenol analogues in Chinese bottled water: quantification and potential risk analysis. Science of The Total Environment, 713, 136583. https://doi.org/10.1016/j.scitotenv.2020.136583
- Wang, W. K., Zhu, W., Mao, L., Zhang, J., Zhou, Z., & Zhao, G. (2019). Two-dimensional TiO2-g-C3N4 with both TiN and CO bridges with excellent conductivity for synergistic photoelectrocatalytic degradation of bisphenol A. Journal of Colloid and Interface Science, 557, 227-235. https://doi.org/10.1016/j.jcis.2019.08.088
- Wang, Z., Liu, H., & Liu, S. (2017). Low‐dose bisphenol A exposure: A seemingly instigating carcinogenic effect on breast cancer. Advanced Science, 4(2), 1600248. https://doi.org/10.1002/advs.201600248
- Wirasnita, R., Hadibarata, T., Yusoff, A. R. M., & Yusop, Z. (2014). Removal of bisphenol A from aqueous solution by activated carbon derived from oil palm empty fruit bunch. Water, Air, & Soil Pollution, 225(10), 1-12. https://doi.org/10.1007/s11270-014-2148-x
- Xiong, J., An, T., & Li, G. (2017). Accelerated biodegradation of BPA in water-sediment microcosms with Bacillus sp. GZB and the associated bacterial community structure. Chemosphere, 184, 120-126. https://doi.org/10.1016/j.chemosphere.2017.05.163
- Yamanaka, H., Moriyoshi, K., Ohmoto, T., Ohe, T., & Sakai, K. (2008). Efficient microbial degradation of bisphenol A in the presence of activated carbon. Journal of Bioscience and Bioengineering, 105(2), 157-160. https://doi.org/10.1263/jbb.105.157
- Zhang, C., Zeng, G., Yuan, L., Yu, J., Li, J., Huang, G., ... & Liu, H. (2007). Aerobic degradation of bisphenol A by Achromobacter xylosoxidans strain B-16 isolated from compost leachate of municipal solid waste. Chemosphere, 68(1), 181-190. https://doi.org/10.1016/j.chemosphere.2006.12.012
- Zhang, H., Zhang, Y., Li, J., & Yang, M. (2019). Occurrence and exposure assessment of bisphenol analogues in source water and drinking water in China. Science of the Total Environment, 655, 607-613. https://doi.org/10.1016/j.scitotenv.2018.11.053
- Zhang, W., Yin, K., & Chen, L. (2013). Bacteria-mediated bisphenol A degradation. Applied Microbiology and Biotechnology, 97(13), 5681-5689. https://doi.org/10.1007/s00253-013-4949-z
- Zühlke, M. K., Schlüter, R., Mikolasch, A., Zühlke, D., Giersberg, M., Schindler, H., ..., & Schauer, F. (2017). Biotransformation and reduction of estrogenicity of bisphenol A by the biphenyl-degrading Cupriavidus basilensis. Applied Microbiology and Biotechnology, 101(9), 3743-3758. https://doi.org/10.1007/s00253-016-8061-Z