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Soil enzyme response to bisphenol F contamination in the soil bioaugmented using bacterial and mould fungal consortium

  • Magdalena Zaborowska
  • Jadwiga WyszkowskaEmail author
  • Jan Kucharski
Article

Abstract

The concept of the study resulted from the lack of accurate data on the toxicity of bisphenol F (BPF) coinciding with the need for immediate changes in the global economic policy eliminating the effects of environmental contamination with bisphenol A (BPA). The aim of the experiment was to determine the scale of the previously unstudied inhibitory effect of BPF on soil biochemical activity. To this end, in a soil subjected to increasing BPF pressure at three contamination levels of 0, 5, 50 and 500 mg BPF kg−1 DM, responses of soil enzymes, dehydrogenases, catalase, urease, acid phosphatase, alkaline phosphatase, arylsulphatase and β-glucosidase, were examined. Moreover, the study suggested a potentially effective way of biostimulating the soil by means of bioaugmentation with a consortium of four bacterial species: Pseudomonas umsongensis, Bacillus mycoides, Bacillus weihenstephanensis and Bacillus subtilis, and the following fungal species: Mucor circinelloides, Penicillium daleae, Penicillium chrysogenum and Aspergillus niger. It was found that BPF was a controversial BPA analogue due to the fact that it contributed to the inhibition of all the enzyme activities. Dehydrogenases proved to be the most sensitive to bisphenol contamination of the soil. The addition of 5 mg BPF kg−1 DM of soil triggered an escalation of the inhibition comparable to that for the other enzymes only after exposing them to the effects of 50 and 500 mg BPF kg−1 DM of soil. Moreover, BPF generated low activity of urease, acid phosphatase, alkaline phosphatase and β-glucosidase. Bacterial inoculum increased the activity of urease, β-glucosidase, catalase and alkaline phosphatase. Seventy-six percent of BPF underwent biodegradation during the 5 days of the study.

Keywords

BPF Biochemical activity Soil Bioaugmentation Bacterial consortium Mould fungi consortium 

Notes

Funding information

The research was supported by the Higher Education and Polish Ministry of Science funds for statutory activity and co-financed by the National Science Center (Project MINIATURA1). Project financially supported by Minister of Science and Higher Education range of the program entitled “Regional Initiative of Excellence” for the years 2019–2022, Project No. 010/RID/2018/19 amount of funding 12.000.000 PLN.

Compliance with ethical standards

Conflict of interest

The authors declare that they have no conflict of interest.

References

  1. Alef, K., & Nannipieri, P. (1998). Methods in applied soil. In Microbiology and biochemistry (p. 576). London: Academic Press.Google Scholar
  2. Bai, N., Wang, S., Sun, P., Abuduaini, R., Zhu, X., & Zhao, Y. (2018). Degradation of nonylphenol polyethoxylates by functionalized Fe3O4 nanoparticle-immobilized Sphingomonas sp Y2. Science of the Total Environment, 615, 462–468.  https://doi.org/10.1016/j.scitotenv.2017.09.290.CrossRefGoogle Scholar
  3. Borowik, A., Wyszkowska, J., & Wyszkowski, M. (2017). Resistance of aerobic microorganisms and soil enzyme response to soil contamination with Ekodiesel Ultra fuel. Environmental Science and Pollution Research, 24(31), 24346–24363.  https://doi.org/10.1007/s11356-017-0076-1.CrossRefGoogle Scholar
  4. Brunel-Muguet, S., Mollier, A., Kauffmann, F., Avice, J.-C., Goudier, D., Sénécal, E., & Etienne, P. (2015). SuMoToRI, an ecophysiological model to predict growth and sulfur allocation and partitioning in oilseed rape (Brassica napus L.) until the onset of pod formation. Frontiers in Plant Science, 6(993), 1–14.  https://doi.org/10.3389/fpls.2015.00993.CrossRefGoogle Scholar
  5. Burns, R. G., De Forest, J. L., Marxsen, J., Sinsabaugh, R. L., Stromberger, M. E., Wallenstein, M. D., Weintraub, M. N., & Zoppini, A. (2013). Soil enzymes in a changing environment: current knowledge and future directions. Soil Biology and Biochemistry, 58, 216–234.  https://doi.org/10.1016/j.soilbio.2012.11.009.CrossRefGoogle Scholar
  6. Cabaton, N., Dumont, C., Severinm, I., Perdu, E., Zalko, D., Cherkaoui-Malki, M., & Chagnon, M. C. (2009). Genotoxic and endocrine activities of bis(hydroxyphenyl) methane (bisphenol F) and its derivatives in the HepG2 cell line. Toxicology, 255, 15–24.  https://doi.org/10.1016/j.tox.2008.09.024.CrossRefGoogle Scholar
  7. Cajthaml, T., Křesinová, Z., Svobodová, K., & Möder, M. (2009). Biodegradation of endocrine-disrupting compounds and suppression of estrogenic activity by ligninolytic fungi. Chemosphere, 75, 745–750.  https://doi.org/10.1016/j.chemosphere.2009.01.034.CrossRefGoogle Scholar
  8. Cao, X. L., Perez-Locas, C., Dufresne, G., Clement, G., Popovic, S., Beraldin, F., Dabeka, R. W., & Feeley, M. (2011). Concentrations of bisphenol A in thecomposite food samples from the 2008 Canadian total diet study in Quebec City and dietary intake estimates. Food Additives and Contaminants, 28(6), 791–798.  https://doi.org/10.1080/19440049.2010.513015.CrossRefGoogle Scholar
  9. Chen, D., Kannan, K., Tan, H., Zheng, Z., Feng, Y., Wu, Y., & Widelka, M. (2016). Bisphenol analogues other than BPA: environmental occurrence, human exposure, and toxicity - a review. Environmental Science & Technology, 50, 5438–5453.  https://doi.org/10.1021/acs.est.5b05387.CrossRefGoogle Scholar
  10. Cheynier, V., Comte, G., Davies, K. M., Lattanzio, V., & Martens, S. (2013). Plant phenolics: recent advances on their biosynthesis, genetics, and ecophysiology. Plant Physiology and Biochemistry, 72, 1–20.  https://doi.org/10.1016/j.plaphy.2013.05.009.CrossRefGoogle Scholar
  11. Chris Felshia, S., Aswin Karthick, N., Thilagam, R., Chandralekha, A., Raghavarao, K., & Gnanamani, A. (2017). Efficacy of free and encapsulated Bacillus licheniformis strain SL10 on degradation of phenol: a comparative study of degradation kinetics. Journal of Environmental Management, 197, 373–383.  https://doi.org/10.1016/j.jenvman.2017.04.005.CrossRefGoogle Scholar
  12. Crathorne, B., Palmer, C. P., & Stanley, J. A. (1986). High-performance liquid chromatographic determination of bisphenol A diglycidyl ether and bisphenol F diglycidyl ether in water. Journal of Chromatography A, 260, 266–270.  https://doi.org/10.1016/j.chroma.2004.12.092.CrossRefGoogle Scholar
  13. 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, 1472–1484.  https://doi.org/10.3390/ijerph6041472.CrossRefGoogle Scholar
  14. Daudzai, Z., Treesubsuntorn, C., & Thiravetyan, P. (2018). Inoculated Clitoria ternatea with Bacillus cereus ERBP for enhancing gaseous ethylbenzene phytoremediation: plant metabolites and expression of ethylbenzene degradation genes. Ecotoxicology and Environmental Safety, 164, 50–60.  https://doi.org/10.1016/j.ecoenv.2018.07.121.CrossRefGoogle Scholar
  15. del Carmen Martínez-Ballesta, M., Moreno, D., & Carvajal, M. (2013). The physiological importance of glucosinolates on plant response to abiotic stress in Brassica. International Journal of Molecular Sciences, 14, 11607–11625.  https://doi.org/10.3390/ijms140611607.CrossRefGoogle Scholar
  16. Dhanjai, L., Sinha, A., Wu, L., Lu, X., Chen, J., & Jain, R. (2018). Advances in sensing and biosensing of bisphenols: a review. Analytica Chimica Acta, 998, 1–27.  https://doi.org/10.1016/j.aca.2017.09.048.CrossRefGoogle Scholar
  17. Dhiman, S. S., Selvaraj, C., Jinglin, L., Singh, R., Zhao, X., Kim, D., Kim, Y., Jae, Y., Kang, C., & Jung-Kul, L. (2016). Phytoremediation of metal-contaminated soils by the hyperaccumulator canola (Brassica napus L.) and the use of its biomass for ethanol production. Fuel, 183, 107–114.  https://doi.org/10.1016/j.fuel.2016.06.025.CrossRefGoogle Scholar
  18. Divyateja, D., Konapalli, P., Sridevi, V., & Radhika, P. (2018). Cell phenotyping of Pseudomonas sp. strain DT-4 capable of degrading phenol using gen III; optimization. Materials Today: Proceedings, 5, 17857–17865.  https://doi.org/10.1016/j.matpr.2018.06.112.CrossRefGoogle Scholar
  19. Dotaniya, M. L., Aparna, K., Dotaniya, C. K., Singh, M., & Regar, K. L. (2019). Chapter 33 - role of soil enzymes in sustainable crop production. Enzymes in Food Biotechnology Production, Applications, and Future Prospects, 569–589.  https://doi.org/10.1016/B978-0-12-813280-7.00033-5.CrossRefGoogle Scholar
  20. EFSA CEF Panel (EFSA Panel on Food Contact Materials, Enzymes,bFlavourings and Processing Aids). (2015). Scientific opinion on the risks to public health related to the presence of bisphenol A (BPA) in foodstuffs: executive summary. The EFSA Journal, 13(1), 3978–4001.CrossRefGoogle Scholar
  21. European Chemicals Agency (ECHA) (2017). Member state committee support document for identification of 4,4′-isopropylidenediphenol(BPA) as a substance of very high concern because of its endocrine disrupting properties which cause probable serious effects to human health which give rise to an equivalent level of concern to those of CMR and PBR/vPvB substances. Adopted on 06 march 2019.Google Scholar
  22. FAO (2017). Available at: http://www.fao.org/faostat/en/#data/QC. Accessed 13 March 2019.
  23. Feng, Y., Yin, J., Jiao, Z., Shi, J., Li, M., & Shao, B. (2012). Bisphenol AF may cause testosterone reduction by directly affecting testis function in adult male rats. Toxicology Letters, 211, 201–209.  https://doi.org/10.1016/j.toxlet.2012.03.802.CrossRefGoogle Scholar
  24. Fromme, H., Küchler, T., Otto, T., Pilz, K., Müller, J., & Wenzel, A. (2002). Occurrence of phthalates and bisphenol A and F in the environment. Water Research, 36(6), 1429–1438.  https://doi.org/10.1016/S0043-1354(01)00367-0.CrossRefGoogle Scholar
  25. Gianfreda, L. (2015). Enzymes of importance to rhizosphere processes. Journal of Soil Science and Plant Nutrition, 15(2), 283–306.  https://doi.org/10.4067/S0718-95162015005000022.CrossRefGoogle Scholar
  26. Grob, K., Spinner, C., Brunner, M., & Etter, R. (1999). The migration from the internal coatings of food cans; summary of the findings and call for more effective regulation of polymers in contact with foods: a review. Food Additives & Contaminants, 16(12), 579–590.  https://doi.org/10.1080/026520399283722.CrossRefGoogle Scholar
  27. Gu, X. B., Cai, H. J., Du, Y. D., & Li, Y. N. (2019). Effects of film mulching and nitrogen fertilization on rhizosphere soil environment, root growth and nutrient uptake of winter oilseed rape in Northwest China. Soil & Tillage Research, 187, 194–203.  https://doi.org/10.1016/j.still.2018.12.009.CrossRefGoogle Scholar
  28. Guo, X., Liu, Y., Sun, F., Zhou, D., Guo, R., Dong, T., Chen, Y., Ji, R., & Chen, J. (2019). Fate of 14C-bisphenol F isomers in an oxic soil and the effects of earthworm. Science of the Total Environment, 657(20), 254–261.  https://doi.org/10.1016/j.scitotenv.2018.12.032.CrossRefGoogle Scholar
  29. Hąc-Wydro, K., Połeć, K., & Broniatowski, M. (2019). The comparative analysis of the effect of environmental toxicants: Bisphenol A, S and F on model plant, fungi and bacteria membranes. The studies on multicomponent systems. Journal of Molecular Liquids, 289, 111136.  https://doi.org/10.1016/j.molliq.2019.111136.CrossRefGoogle Scholar
  30. Horta, L. P., Mota, Y. C. C., Barbosa, G. M., Braga, T., Marriel, I. E., Fátima, A., & Modolo, L. V. (2016). Urease inhibitors of agricultural interest inspired by structures of plant phenolic aldehydes. Journal of the Brazilian Chemical Society, 27(8), 1512–1519.  https://doi.org/10.21577/0103-5053.20160208.CrossRefGoogle Scholar
  31. HSDB (2013). U.S. national library of medicine’s hazardous substances data bank. 1,1′-methylenebisbenzene, CASRN: 101-81-5, UNII: K3E387I0BC. Last Revision Date: 2013/03/08 Available at: https://toxnet.nlm.nih.gov/cgi-bin/sis/search2/f?./temp/∼38wDR1:1, Accessed 06 March 2019.
  32. Hugentobler, K. G., & Müller, M. (2018). Towards semisynthetic natural compounds with a biaryl axis: Oxidative phenol coupling in Aspergillus niger. Bioorganic & Medicinal Chemistry, 26, 1374–1377.  https://doi.org/10.1016/j.bmc.2017.08.008.CrossRefGoogle Scholar
  33. Im, J., Prevatte, C. W., Campagna, S. R., & Löffler, F. E. (2015). Identification of 4-hydroxycumyl alcohol as the major MnO2-mediated bisphenol A transformation product and evaluation of its environmental fate. Environmental Science & Technology, 49, 6214–6221.  https://doi.org/10.1021/acs.est.5b00372.CrossRefGoogle Scholar
  34. Inoue, K., Murayama, S., Takeba, K., Yoshimura, Y., & Nakazawa, H. (2003). Contamination of xenoestrogens bisphenol A and F in honey: safety assessment and analytical method of these compounds in honey. Journal of Food Composition and Analysis, 16, 497–506.  https://doi.org/10.1016/S0889-1575(03)00018-8.CrossRefGoogle Scholar
  35. Institute of Environment and Health (IEH) (2012). A review of latest endocrine disrupting chemicals research implications for drinking water. Final Report DWI:70/2/266 Cranfield University, UK Available at: http://dwi.defra.gov.uk/research/completed-research/reports/DWI70_2_266.pdf.
  36. Ishida, M., Hara, M., Fukino, N., Kakizaki, T., & Morimitsu, Y. (2014). Glucosinolate metabolism, functionality and breeding for the improvement of Brassicaceae vegetables. Breeding Science, 64, 48–59.  https://doi.org/10.1270/jsbbs.64.48.CrossRefGoogle Scholar
  37. IUSS Working Group WRB (2014). World reference base for soil resources: International soil classification system for naming soils and creating legends for soil maps. Rome, FAO.Google Scholar
  38. Jordakova, I., Dobias, J., Voldrich, M., & Poustka, J. (2003). Determination of bisphenol A, bisphenol F, bisphenol A diglycidyl ether, bisphenol F diglycidyl ether, migrated. From food cans using gas chromatography-mass spectrometry. Czech Journal of Food Sciences, 21(3), 85–90.  https://doi.org/10.17221/3481-CJFS.CrossRefGoogle Scholar
  39. Journal of Laws No. 1, item 1395 (2016). Regulation of the minister of the environment of September 1, 2016 on the way of assessing the pollution of the earth's surface.Google Scholar
  40. Kea, Q., Zhanga, Y., Wu, X., Sua, X., Wang, Y., Lina, H., Mei, R., Zhang, Y., Hashmic, M. Z., Chend, C., & Chena, J. (2018). Sustainable biodegradation of phenol by immobilized Bacillus sp. SAS19 with porous carbonaceous gels as carriers. Journal of Environmental Management, 222, 185–189.  https://doi.org/10.1016/j.jenvman.2018.05.061.CrossRefGoogle Scholar
  41. Kucharski, J., Tomkiel, M., Baćmaga, M., Borowik, A., & Wyszkowska, J. (2016). Enzyme activity and microorganisms diversity in soil contaminated with the Boreal 58 WG. Journal of Environmental Science and Health, Part B, 51(7), 446–454.  https://doi.org/10.1080/03601234.2016.1159456.CrossRefGoogle Scholar
  42. Lee, S., Liao, C., Song, G. J., Kongtae, R., Kannan, K., & Moon, H. B. (2015). Emission of bisphenol analogues including bisphenol A and bisphenol F from wastewater treatment plants in Korea. Chemosphere, 119, 1000–1006.  https://doi.org/10.1016/j.chemosphere.2014.09.011.CrossRefGoogle Scholar
  43. Leitão, A. L., Duarte, M. P., & Santos Oliveira, J. (2007). Degradation of phenol by a halotolerant strain of Penicillium chrysogenum. International Biodeterioration & Biodegradation, 59, 220–225.  https://doi.org/10.1016/j.ibiod.2006.09.009.CrossRefGoogle Scholar
  44. Li, F., Wang, J., Nastold, P., Jiang, B., Sun, F., Zenker, A., Kolvenbach, B. A., Ji, R., & François-Xavier Corvini, P. (2014). Fate and metabolism of tetrabromobisphenol A in soil slurries without and with the amendment with the alkylphenol degrading bacterium Sphingomonas sp. strain TTNP3. Environmental Pollution, 193, 181–188.  https://doi.org/10.1016/j.envpol.2014.06.030.CrossRefGoogle Scholar
  45. Li, F., Jiang, B., Nastold, P., Kolvenbach, B. A., Chen, J., Wang, L., Guo, H., François-Xavier Corvini, P., & Ji, R. (2015). Enhanced transformation of tetrabromobisphenol A by nitrifiers in nitrifying activated sludge. Environmental Science & Technology, 49, 4283–4292.  https://doi.org/10.1021/es5059007.CrossRefGoogle Scholar
  46. Li, Z., Zhang, Y., Wang, Y., Mei, R., Zhang, Y., Hashmi, M. Z., Lin, H., & Su, X. (2018). A new approach of Rpf addition to explore bacterial consortium for enhanced phenol degradation under high salinity conditions. Current Microbiology, 75(8), 1046–1054.  https://doi.org/10.1007/s00284-018-1489-x.CrossRefGoogle Scholar
  47. Li, Z., Cui, J., Mi, Z., Tiana, D., Wang, J., Ma, Z., Wang, B., Chen, H. Y. H., & Niu, S. (2019). Responses of soil enzymatic activities to transgenic Bacillus thuringiensis (Bt) crops - a global meta-analysis. Science of the Total Environment, 651, 1830–1838.  https://doi.org/10.1016/j.scitotenv.2018.10.073.CrossRefGoogle Scholar
  48. Liao, C., & Kannan, K. (2014). A survey of alkylphenols, bisphenols, and triclosan in personal care products from China and the United States. Archives of Environmental Contamination and Toxicology, 67, 50–59.  https://doi.org/10.1007/s00244-014-0016-8.CrossRefGoogle Scholar
  49. Lipińska, A., Kucharski, J., & Wyszkowska, J. (2014). The effect of polycyclic aromatic hydrocarbons on the structure of organotrophic bacteria and dehydrogenase activity in soil. Polycyclic Aromatic Compounds, 34(1), 35–53.  https://doi.org/10.1080/10406638.2013.844175.CrossRefGoogle Scholar
  50. Liu, Y. D., Su, X. M., Lu, L., Ding, L. X., & Shen, C. F. (2016). A novel approach to enhance biological nutrient removal using a culture supernatant from Micrococcus luteus containing resuscitation-promoting factor (Rpf) in SBR process. Environmental Science and Pollution Research, 23, 4498–4508.  https://doi.org/10.1007/s11356-015-5603-3.CrossRefGoogle Scholar
  51. Liu, J. W., Pan, D. D., Wu, X. W., Chen, H. Y., Cao, H., Li, Q. X., & Hua, R. (2018). Enhanced degradation of prometryn and other s-triazine herbicides in pure cultures and wastewater by polyvinyl alcohol-sodium alginate immobilized Leucobacter sp. JW-1. Science of the Total Environment, 615, 78–86.  https://doi.org/10.1016/j.scitotenv.2017.09.208.CrossRefGoogle Scholar
  52. Lu, Z., Lin, K., & Gan, J. (2011). Oxidation of bisphenol F (BPF) by manganese dioxide. Environmental Pollution, 159, 2546–2551.  https://doi.org/10.1016/j.envpol.2011.06.016.CrossRefGoogle Scholar
  53. Modolo, L. V., Silva, C. J., Brandão, D. S., & Chaves, I. S. (2018). Minireview on what we have learned about urease inhibitors of agricultural interest since mid-2000sq. Journal of Advanced Research, 13, 29–37.  https://doi.org/10.1016/j.jare.2018.04.001.CrossRefGoogle Scholar
  54. Niu, Z., Jia, Y., Chen, Y., Hu, Y., Chen, J., & Lv, Y. (2018). Positive effects of bio-nano Pd (0) toward direct electron transfer in Pseudomonas putida and phenol biodegradation. Ecotoxicology and Environmental Safety, 161, 356–363.  https://doi.org/10.1016/j.ecoenv.2018.06.011.CrossRefGoogle Scholar
  55. OHAT (2012). Office of Environmental Health Hazard Assessment. Biomonitoring California: p,p’-bisphenols and diglycidyl ethers of p,p’-bisphenols. 2012. Available: http://www.oehha.ca.gov/multimedia/biomon/pdf/041113Bisphenols_priority.pdf (Accessed 6 March 2019).
  56. Öhlinger, R. (1996). Dehydrogenases activity with the substrate TTC. In F. Schinner, R. Öhlinger, E. Kandele, & R. Margesin (Eds.), Methods in soil biology (p. 241). Berlin: Springer Verlag. 2001.Google Scholar
  57. Ono, E., Homma, Y., Horikawa, M., Kunikane-Doi, S., Imai, H., Takahashi, S., Kawai, Y., Ishiguro, M., Fukui, Y., & Nakayama, T. (2010). Functional differentiation of the glycosyltransferases that contribute to the chemical diversity of bioactive flavonol glycosides in grapevines (Vitis vinifera). Plant Cell, 22, 2856–2871.  https://doi.org/10.1105/tpc.110.074625.CrossRefGoogle Scholar
  58. Ort, M. R., & Mass, W. (1983). Process for making bis(hydroxyphenyl) methanes, Patent US 4400554.Google Scholar
  59. Orwin, K. H., & Wardle, D. A. (2004). New indices for quantifying the resistance and resilience of soil biota to exogenous disturbances. Soil Biology and Biochemistry, 36, 1907–1912.  https://doi.org/10.1016/j.soilbio.2004.04.036.CrossRefGoogle Scholar
  60. Park, J. C., Lee, M. C., Yoon, D. S., Han, J., Hwang, K. M., Jung, J. H., & Lee, J. S. (2018). Effects of bisphenol A and its analogs bisphenol F and S on life parameters, antioxidant system, and response of defensome in themarine rotifer Brachionus koreanus. Aquatic Toxicology, 199, 21–29.  https://doi.org/10.1016/j.aquatox.2018.03.024.CrossRefGoogle Scholar
  61. Pérez, R. A., Albero, B., Ferriz, M., & Tadeo, J. L. (2017). Rapid multiresidue determination of bisphenol analogues in soil with on-line derivatization. Analytical and Bioanalytical Chemistry, 409, 4571–4580.  https://doi.org/10.1007/s00216-017-0399-2.CrossRefGoogle Scholar
  62. Peyton, B. M., Wilson, T., & Yonge, D. R. (2002). Kinetics of phenol biodegradation in high salt solutions. Water Research, 36, 4811–4820.  https://doi.org/10.1016/S0043-1354(02)00200-2.CrossRefGoogle Scholar
  63. Preisner, M., Wojtasik, W., Kostyn, K., Boba, A., Czuj, T., Szopa, J., & Kulma, A. (2018). The cinnamyl alcohol dehydrogenase family in flax: differentiation during plant growth and under stress conditions. Journal of Plant Physiology, 221, 132–143.  https://doi.org/10.1016/j.jplph.2017.11.015.CrossRefGoogle Scholar
  64. Saeed, A., Mahesar, P. A., Channar, P. A., Larik, F. A., Abbas, Q., Hassan, M., Raza, H., & Seo, S. Y. (2017). Hybrid pharmacophoric approach in the design and synthesis of coumarin linked pyrazolinyl as urease inhibitors, kinetic mechanism and molecular docking. Chemistry & Biodiversity, 14(8), e1700035.  https://doi.org/10.1002/cbdv.201700035.CrossRefGoogle Scholar
  65. Schimel, J., Becerra, C. A., & Blankinship, J. (2017). Estimating decay dynamics for enzyme activities in soils from different ecosystems. Soil Biology & Biochemistry, 114, 5–11.  https://doi.org/10.1016/j.soilbio.2017.06.023.CrossRefGoogle Scholar
  66. Schöpel, M., Herrmann, C., Scherkenbeck, J., & Stoll, R. (2016). The bisphenol A analogue bisphenol S binds to k-ras4b – implications for ‘BPA-free’ plastics. FEBS Letters, 590(3), 369–375.  https://doi.org/10.1002/1873-3468.12056.CrossRefGoogle Scholar
  67. Senthilvelan, T., Kanagaraj, J., Panda, R. C., & Mandal, A. B. (2014). Biodegradation of phenol by mixed microbial culture: an eco-friendly approach for the pollution reduction. Clean Technologies and Environmental Policy, 16(1), 113–126.  https://doi.org/10.1007/s10098-013-0598-2.CrossRefGoogle Scholar
  68. Singh, U., Arorab, N. K., & Sachan, P. (2018). Simultaneous biodegradation of phenol and cyanide present in coke-oven effluent using immobilized Pseudomonas putida and Pseudomonas stutzeri. Brazilian Journal of Microbiology, 49, 38–44.  https://doi.org/10.1016/j.bjm.2016.12.013.CrossRefGoogle Scholar
  69. Sivasubramanian, S., Karthick, S., & Namasivayam, R. (2015). Phenol degradation studies using microbial consortium isolated from environmental sources. Journal of Environmental Chemical Engineering, 3(1), 243–252.  https://doi.org/10.1016/j.jece.2014.12.014.CrossRefGoogle Scholar
  70. Sivitskaya, V., & Wyszkowski, M. (2013). Changes in the content of some macroelements in maize (Zea mays L.) under effect of fuel oil after application of different substances to soil. Journal of Elementology, 8, 705–714.Google Scholar
  71. Statsoft Inc (2018). Data Analysis Software System. Version 12.0. Available at: http://www.statsoft.com
  72. Su, X. M., Liu, Y. D., Hashmi, M. Z., Ding, L. X., & Shen, C. F. (2015). Culture-dependent andculture-independent characterization of potentially functional biphenyl-degrading bacterial community in response to extracellular organic matter from Micrococcus luteus. Microbial Biotechnology, 8, 569–578.  https://doi.org/10.1111/1751-7915.12266.CrossRefGoogle Scholar
  73. Su, X. M., Wang, Y. Y., Xue, B. B., Zhang, Y. G., Mei, R. W., Zhang, Y., Hashmi, M. Z., Lin, H., Chen, J., & Sun, F. (2018). Resuscitation of functional bacterial community for enhancing biodegradation of phenol under high salinity conditions based on Rpf. Bioresource Technology, 261, 394–402.  https://doi.org/10.1016/j.biortech.2018.04.048.CrossRefGoogle Scholar
  74. Szaleniec, M., Borowski, T., Schühle, K., Witko, M., & Heider, J. (2010). Ab inito modeling of ethylbenzene dehydrogenase reaction mechanism. Journal of the American Chemical Society, 132, 6014–6024.  https://doi.org/10.1021/ja907208k.CrossRefGoogle Scholar
  75. Tanaka, Y., Sasaki, N., & Ohmiya, A. (2008). Biosynthesis of plant pigments: anthocyanins, betalains and carotenoids. Plant Journal, 54, 733–749.  https://doi.org/10.1111/j.1365-313X.2008.03447.x.CrossRefGoogle Scholar
  76. Tuta-Navajas, G., Gutierrez-Avila, K., Roa-Prada, S., & Chalela-Alvarez, G. (2018). Experimental development of a biosensor system to measure the concentration of phenol diluted in water using alternative sources of oxidoreductase enzymes. Analytica Chimica Acta, 1040, 128–135.  https://doi.org/10.1016/j.aca.2018.08.007.CrossRefGoogle Scholar
  77. Voss-Fels, K. P., Snowdon, R. J., & Hickey, L. T. (2018). Designer roots for future crops. Trends in Plant Science, 23(11), 957–960.  https://doi.org/10.1016/j.tplants.2018.08.004.CrossRefGoogle Scholar
  78. Wang, Q., Wu, Z. M., Li, Y. F., Tan, Y., Liu, N., & Liu, Y. J. (2014). The efficient hydroxyalkylation of phenol with formaldehyde to bisphenol F over a thermoregulated phase-separable reaction system containing a water-soluble Brønsted acidic ionic liquid. RSC Advances, 4, 33466–33473.  https://doi.org/10.1039/C4RA02827A.CrossRefGoogle Scholar
  79. Wang, H., Zhao, Y. P., Zhu, Y. J., & Shen, J. Y. (2016). Spectral properties of bisphenol F based on quantum chemical calculations. Vacuum, 128, 198–204.  https://doi.org/10.1016/j.vacuum.2016.03.024.CrossRefGoogle Scholar
  80. Wiedermann, M. M., Kane, E. S., Veverica, T. J., & Lilleskov, E. A. (2017). Are colorimetric assays appropriate for measuring phenol oxidase activity in peat soils? Soil Biology and Biochemistry, 105, 108–110.  https://doi.org/10.1016/j.soilbio.2016.11.019.CrossRefGoogle Scholar
  81. Wyszkowska, J., & Wyszkowski, M. (2006). Role of compost, bentonite and lime in recovering the biochemical equilibrium of diesel oil contaminated soil. Plant, Soil and Environment, 52(11), 505–514.  https://doi.org/10.17221/3541-pse.CrossRefGoogle Scholar
  82. Wyszkowska, J., Boros-Lajszner, E., Lajszner, W., & Kucharski, J. (2017). Reaction of soil enzymes and spring barley to copper chloride and copper sulphate. Environmental Earth Sciences, 76, 403–414.  https://doi.org/10.1007/s12665-017-6742-2.CrossRefGoogle Scholar
  83. Xu, J., Sheng, G. P., Ma, Y., Wang, L. F., & Yu, H. Q. (2013). Roles of extracellular polymeric substances (EPS) in the migration and removal of sulfamethazine in activated sludge system. Water Research, 47(14), 5298–5306.  https://doi.org/10.1016/j.watres.2013.06.009.CrossRefGoogle Scholar
  84. Xue, F., Xiangju, Y., Tong, Q., Xiu, Y., & Huang, H. (2018). Heterologous over expression of Pseudomonas umsongensis halohydrin dehalogenase in Escherichia coli and its application in epoxide asymmetric ring opening reactions. Process Biochemistry, 75, 139–145.  https://doi.org/10.1016/j.procbio.2018.09.018.CrossRefGoogle Scholar
  85. Yan, L., Liu, Y., Wen, Y., Ren, Y., Hao, G., & Zhang, Y. (2014). Role and significance of extracellular polymeric substances from granular sludge for simultaneous removal of organic matter and ammonia nitrogen. Bioresource Technology, 179C, 460–466.  https://doi.org/10.1016/j.biortech.2014.12.042.CrossRefGoogle Scholar
  86. Yan, Z., Liu, Y., Yan, K., Wu, S., Han, Z., & Guo, R. (2017). Bisphenol analogues in surface water and sediment from the shallow Chinese freshwater lakes: occurrence, distribution, source apportionment, and ecological and human health risk. Chemosphere, 184, 318–328.  https://doi.org/10.1016/j.chemosphere.2017.06.010.CrossRefGoogle Scholar
  87. Zaborowska, M., Kucharski, J., & Wyszkowska, J. (2017). Brown algae and basalt meal in maintaining the activity of arylsulfatase of soil polluted with cadmium. Water, Air, and Soil Pollution, 228(8), 1–13.  https://doi.org/10.1007/s11270-017-3449-7.CrossRefGoogle Scholar
  88. Zaborowska, M., Kucharski, J., & Wyszkowska, J. (2018). Biochemical and microbiological activity of soil contaminated with o-cresol and biostimulated with Perna canaliculus mussel meal. Environmental Monitoring and Assessment, 190, 602.  https://doi.org/10.1007/s10661-018-6979-6.CrossRefGoogle Scholar
  89. Zaborska, W., Krajewska, B., Kot, M., & Karcz, W. (2007). Quinone-induced inhibition of urease: elucidation of its mechanisms by probing thiol groups of the enzyme. Bioorganic Chemistry, 35(3), 233–242.CrossRefGoogle Scholar

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© Springer Nature Switzerland AG 2019

Authors and Affiliations

  1. 1.Department of MicrobiologyUniversity of Warmia and Mazury in OlsztynOlsztynPoland

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