Can we effectively degrade microcystins? - implications on human health

Anti-Cancer Agents in Medicinal Chemistry

Volumn 11, Issue 1, 2011, Pages 19-37

  de la Cruz, Armah A ^a   Antoniou, Maria G ^b   Hiskia, Anastasia ^c   Pelaez, Miguel ^d   Song, Weihua ^e   O'Shea, Kevin E ^e   He, Xuexiang ^d   Dionysiou, Dionysios D ^d  

^a U S ENVIRONMENTAL PROTECTION AGENCY   (United States)

^b TECHNICAL UNIVERSITY OF DENMARK   (Denmark)

^c INSTITUTE OF NANOSCIENCE AND NANOTECHNOLOGY   (Greece)

^d UNIVERSITY OF CINCINNATI   (United States)

^e FLORIDA INTERNATIONAL UNIVERSITY   (United States)

Author keywords

Biodegradation; Degradation; Hydroxyl radicals; Ozone; Photolysis; Sonolysis; Sulfate radicals

Indexed keywords

AMINO ACID DERIVATIVE; MICROCYSTIN; ORGANIC COMPOUND; PROTEIN SERINE THREONINE KINASE;

ACUTE DISEASE; APOPTOSIS; BIODEGRADATION; COVALENT BOND; CYANOBACTERIUM; CYTOTOXICITY; DETOXIFICATION; ENVIRONMENTAL EXPOSURE; ENZYME INHIBITION; GENOTOXICITY; HYDROXYLATION; INGESTION; INHALATION; ISOMERIZATION; MEMBRANE FILTER; NONHUMAN; OXIDATION; OXIDATIVE STRESS; REGULATORY MECHANISM; REVIEW; SUNLIGHT; TECHNOLOGY; WATER TREATMENT;

EID: 79953015670     PISSN: 18715206     EISSN: None     Source Type: Journal    
DOI: 10.2174/187152011794941217     Document Type: Review

References (144)

1. Rao, P.V.; Gupta, N.; Bhaskar, A.S.; Jayaraj, R. Toxins and bioactive compounds from cyanobacteria and their implications on human health. J. Environ. Biol., 2002, 23(3), 215-224.
2. Adam, J.C.; Gu, L.; Sorrels, C.M.; Sherman, D.H.; Gerwick, W.H. New tricks from ancient algae: natural products biosynthesis in marine cyanobacteria. Curr. Opin. Chem. Biol., 2009, 13(2), 216-223.
3. Gupta, V.; Chaudry, V.; Joshi, M.; Natarajan, C. Rediscovering cyanobacteria as valuable sources of bioactive compounds (review). Appl. Biochem. Microbiol., 2010, 46(2), 119-134.
4. Botes, D. P.; Wessels, P. L.; Kruger, H.; Runnegar, M. T. C.; Santikarn, S.; Smith, R. J.; Barna, J. C. J.; Williams, D. H. Structural studies on cyanoginosins-LR, -YR, -YA, and -YM, peptide toxins from Microcystis aeruginosa. J. Chem. Soc. Perkin Trans., 1985, 1, 2747-2748.
5. Botes, D.P.; Tuinman, A.A.; Wessels, P.L.; Viljoen, C.C.; Kruger, H.; Williams, D.H.; Santikarn, S.; Richard J. Smith, R.J.; Hammond, S.J. The structure of cyanoginocin-LA, a cyclic hepatopeptide toxin from the cyanobacterium Microcystis aeruginosa. J. Chem. Soc. Perkin Trans., 1984, 1, 2311-2318.
6. Puerto, M.; Pichardo, S.; Jos, A.; Camean, A.M. Comparison of the toxicity induced by microcystin-RR and microcystin-YR in differentiated and undifferentiated Caco-2 cells. Toxicon, 2009, 54, 161-169.
7. Rapala, J.; Berg, K.A.; Lyra, C.; Niemi, R.M.; Manz, W.; Suomalainen, S.; Paulin, L.; Lahti, K. Paucibacter toxinivorans gen. nov., sp. nov., a bacterium that degrades cyclic cyanobacterial hepatotoxins microcystins and nodularin. Int. J. Syst. Evol. Microbiol., 2005, 55(4), 1563-8.
8. Gehringer, M. Microcystin-LR and okadaic acid-induced cellular effects: a dualistic role. FEBS Lett., 2004, 557, 1-8.
9. Campos, A.; Vasconcelos, V. Molecular mechanisms of microcystin toxicity in animal cells. Int. J. Mol. Sci., 2010, 11, 268-287.
10. Gan, N.; Sun, X.; Song, L. Activation of Nrf2 by microcystin-LR provides advantages for liver cancer cell growth. Chem. Res. Toxicol., 2010, 23, 1477-1484.
11. Jayaraj, R.; Rao P.V.L. Protein phosphorylation profile and adduct formation in liver and kidney of microcystin-LR-treated mice. Toxicon, 2006, 48(3), 272-277.
12. Zhang, Z.-Y.; Zhou, B.; Xie, L. Modulation of protein kinase signaling by protein phosphatases and inhibitors. Pharmacol. Ther., 2002, 93(2-3), 307-317.
13. Liu, Y.; Bankaitis, V.A. Phosphoinositide phosphatases in cell biology and disease. Prog. Lipid Res., 2010, 49(3), 201-217.
14. Cohen, P.T.W.; Cohen, P. Discovery of a protein phosphatase activity encoded in the genome of bacteriophage A: probable identity with open reading frame 221. Biochem. J., 1989, 260, 931-934.
15. Guzman, R.E.; Solter, P.F. Characterization of sublethal microcystin-LR exposure in mice. Vet. Pathol., 2002, 39, 17-26.
16. Xing, Y.; Xu, Y.; Chen, Y.; Jeffrey, P.D.; Chao, Y.; Lin, Z.; Li, Z.; Strack, S.; Stock, J.B.; Shi, Y. Structure of protein phosphatase 2A core enzyme bound to tumor-inducing toxins. Cell, 2006, 127, 341-353.
17. Svircev, Z.; Baltic, V.; Gantar, M.; Jukovic, M.; Stojanovic, D.; Baltic, M. Molecular aspects of microcystin-induced hepatotoxicity and hepatocarcinogenesis. J. Environ. Sci. Health: Environ. Carcinog. Rev., 2010, 28(1), 39-59.
18. Milutinović, A.; Živin, M.; Zorc-Plesković, R.; Sedmark, B.; Šuput, D. Nephrotoxic effects of chronic administration of microcystins- LR and -YR. Toxicon, 2003, 42, 281-288.
19. Fu, W.Y.; Chen, J.P.; Wang, X.M.; Xu, L.H. Altered expression of p53, Bcl-2 and Bax induced by microcystin-LR in vivo and in vitro. Toxicon, 2005, 46, 171-177.
20. Stewart, I.; Schluter, P.J.; Shaw, G.R. Cyanobacterial lipopolysaccharides and human health - a review. Environ. Health: Global Access Sci. Sources, 2006, 5, 1-23.
21. Dawson, R.M. The toxicology of microcystins. Toxicon, 1998, 36, 953-962.
22. Solter, P.F.; Wollenberg, G.K.; Huang, H.; Chu, F.S.; Runnegar, M.T.C. Prolonged sublethal exposure to the protein phosphatase inhibitor microcystin-LR results in multiple dose-dependent hepatotoxic effects. Toxicol. Sci, 1998, 44, 87-96.
23. Falconer, I.R.; Beresford, A.M.; Runnegar, M.T.C. Evidence of liver damage by toxin from a bloom of the blue-green alga, Microcystis aeruginosa. Med. J. Aust., 1983, 1, 511-514.
24. Yu, S.-Z. Primary prevention of hepatocellular carcinoma. J. Gastroenterol. Hepatol., 1995, 10, 674-682.
25. Ueno, Y.; Nagata, S.; Tsutsumi, T.; Hasegawa, A.; Watanabe, M.F.; Park, H.-D.; Chen, G.-C.; Chen, G.; Yu, S.-Z. Detection of microcystins, a blue-green algal hepatotoxin, in drinking water sampled in Haimen and Fusui, endemic areas of primary liver cancer in China, by highly sensitive immunoassay. Carcinogenesis, 1996, 17, 1317-1321.
26. Zhou, L.; Yufang, Y.Z. Drinking water types, microcystins and colorectal cancer. Zhonghua Yufang Yixue Zazhi, 2000, 34, 224-226.
27. Svircev, Z.; Krstic, S.; Miladinov-Mikov, M.; Baltic, V.; Vidovic, M. Freshwater cyanobacterial blooms and primary liver cancer epidemiological studies in Serbia. J. Environ. Sci. Health: Environ. Carcinog. Rev., 2009, 27(1), 36-55.
28. Azevedo, S.M.; Carmichael, W.W.; Jochimsen, E.M.; Rinehart, K.L.; Lau, S.; Shaw, G.R.; Eaglesham. G.K. Human intoxication by microcystins during renal dialysis treatment in Caruaru-Brazil. Toxicology, 2003, 181-182, 441-446.
29. Pelaez, M.; Antoniou, M.G.; He, X.; Dionysiou, D.D.; de la Cruz, A.A.; Tsimeli, K.; Triantis, T.; Hiskia, A.; Kaloudis, T.; Williams, C.; Aubel, M.; Chapman, A.; Foss, A.; Khan, U.; O'Shea, K.E.; Westrick, J. In: Xenobiotics in the Urban Water Cycle; Fatta-Kassinos, D.; Bester, K.; Kümmerer, K., Eds.; Springer Netherlands: New York, 2010; Vol. 16, pp. 101-127.
30. Carmichael, W.W. Health effects of toxin-producing cyanobacteria: "the CyanoHABs. Hum. Ecol. Risk Assess., 2001, 7(5), 1393-1407.
31. Cook, C.M.; Vardaka, E.; Lanaras, T. Toxic cyanobacteria in Greek freshwaters, 1987-2000: occurrence, toxicity, and impacts in the Mediterranean region. Acta Hydrochim. Hydrobiol., 2004, 32(2), 107-124.
32. Falconer, I.R. Is there a human health hazard from microcystins in the drinking water supply? Acta Hydrochim. Hydrobiol., 2005, 33(1), 64-71.
33. Stewart, I.; Webb, P.M.; Schluter, P.J.; Shaw, G.R. Recreational and occupational field exposure to freshwater cyanobacteria - a review of anecdotal and case reports, epidemiological studies and the challenges for epidemiologic assessment. Environ. Health: Global Access Sci. Source, 2006, 5:6; doi:10.1186/1476-069X-5-6.
34. Hunter, P.R. Climate change and waterborne and vector-borne disease. J. Appl. Microbiol., 2003, 94(S), 37S-46S.
35. Moore, S.K.; Trainer, V.L.; Mantua, N.J.; Parker, M.S.; Laws, E.A.; Backer, L.C.; Fleming, L.E. Impacts of climate variability and future climate change on harmful algal blooms and human health. Environ. Health, 2008, 7(Suppl 2), S4.
36. Johnk, K.D.; Huisman, J.; Sharples, J.; Sommeijer, B.; Visser, P.M.; Stroom, J.M. Summer heatwaves promote blooms of harmful cyanobacteria. Global Change Biol., 2008, 14(3), 495-512.
37. Anderson, D.M.; Burkholder, J.M.; Cochlan, W.P.; Glibert, P.M.; Gobler, C.J.; Heil, C.A.; Kudela, R.; Parsons, M.L.; J. E. Jack, Rensel, J.E.J.; Townsend, D.W.; Trainer, V.L.; Vargo, G.A. Harmful algal blooms and eutrophication: examining linkages from selected coastal regions of the United States. Harmful Algae, 2008, 8(1), 39-53.
38. Paerl, H.W.; Huisman, J. Climate - blooms like it hot. Science, 2008, 320(5872), 57-58.
39. Chen, X.; Yang, X.; Yang, L.; Xiao, B.; Wu, X.; Wang, J.; Wan, H. An effective pathway for the removal of microcystin LR via anoxic biodegradation in lake sediments. Water Res., 2010, 44, 1884-1892.
40. Chen, W.; Songa, L.; Penga, L.; Wana, N.; Zhang, X.; Gan, N. Reduction in microcystin concentrations in large and shallow lakes: water and sediment-interface contributions. Water Res., 2008, 42, 763-773.
41. Piccini, C.; Conde, D.; Alonso, C.; Sommaruga, R.; Pernthaler, J. Blooms of single bacterial species in a coastal lagoon of the southwestern Atlantic Ocean. Appl. Environ. Microbiol., 2006, 72, 6560-6568.
42. Bourne, D.G.; Blakeley, R.L.; Riddles, P.; Jones, G.J. Biodegradation of the cyanobacterial toxin microcystin LR in natural water and biologically active slow sand filters. Water Res., 2006, 40, 1294-1302.
43. Edwards, C.; Graham, D.; Fowler, N.; Lawton, L.A. Biodegradation of microcystins and nodularin in freshwaters. Chemosphere, 2008, 73, 1315-1321.
44. Chen, J.; Hu, L.B.; Zhou, W.; Yan, S.H.; Yang, J.D.; Xue, Y.F.; Shi, Z.Q. Degradation of microcystin-LR and -RR by a Stenotrophomonas sp. strain EMS isolated from Lake Taihu, China. Int. J. Mol. Sci., 2010, 11, 896-911.
45. Ho, L.; Meyn, T.; Keegan, A.; Hoefel, D.; Brookes, J.; Saint, C.P.; Newcombe, G. Bacterial degradation of microcystin toxins within a biologically active sand filter. Water Res., 2006, 40, 768-774.
46. Ho, L.; Hoefel, D.; Palazot, S.; Sawade, E.; Newcombe, G.; Saint, C.P.; Brookes, J.D. Investigations into the biodegradation of microcystin- LR in wastewaters. J. Hazard. Mater., 2010, 180, 628-633.
47. Kull, T.P.J.; Backlund, P.H.; Karlsoon, K.M.; Meriluoto, J.A.O. Oxidation of the cyanobacterial hepatotoxin microcystin-LR by chlorine dioxide: reaction kinetics, characterization, and toxicity of reaction products. Environ. Sci. Technol., 2004, 38, 6025-6031.
48. Acero, J.L.; Rodriguez, E.; Meriluoto, J. Kinetics of reactions between chlorine and the cyanobacterial toxins microcystins. Water Res., 2005, 39, 1628-638.
49. Choi, H.; Antoniou, M.G.; Pelaez, M.; de la Cruz, A.A.; Shoemaker, J.A.; Dionysiou, D.D. Mesoporous nitrogen-doped TiO2 for the photocatalytic destruction of the cyanobacterial toxin microcystin-LR under visible light irradiation. Environ. Sci. Technol., 2007, 41, 7530-7535.
50. Onstad, G.D.; Strautch, S.; Meriluoto, J.; Codd, G.A.; Von Gunten, U. Selective oxidation of key functional groups in cyanotoxins during drinking water ozonation. Environ. Sci. Technol., 2007, 41,4397-4404.
51. Rodriguez, E.M.; Acero, J. L.; Spoof, L.; Meriluoto, J. Oxidation of MC-LR and -RR with chlorine and potassium permanganate: toxicity of the reaction products. Water Res., 2008, 42, 1744-1752.
52. Pelaez, M.; de la Cruz, A.A.; Stathatos, E.; Falaras, P.; Dionysiou, D.D. Visible light-activated N-F-codoped TiO2 nanoparticles for the photocatalytic degradation of microcystin-LR in water. Catal. Today, 2009, 144, 19-25.
53. Ding, I.J.; Shi, H.; Timmons, T.; Adams, C. Release and removal of microcystins from Microcystis during oxidative-, physical-, and UV-based disinfection. J. Environ. Eng., 2010, 136, 2-11.
54. Miao, H.-F.; Qin, F.; Tao, G.-J.; Tao, W.-Y.; Ruan, W-Q. Detoxification and degradation of microcystin-LR and -RR by ozonation. Chemosphere, 2010, 79, 355-361.
55. Kull, T.P.J.; Backlund, P.H.; Karlsoon, K.M.; Meriluoto, J.A.O. Oxidation of the cyanobacterial hepatotoxin microcystin-LR by chlorine dioxide: reaction kinetics, characterization, and toxicity of reaction products. Environ. Sci. Technol., 2004, 38, 6025-6031.
56. Liu, I.; Lawton, L.A.; Bahnemann, D.W.; Liu, L.; Proft, B.; Robertson, P.K.J. The photocatalytic decomposition of microcystin-LR using selected titanium dioxide materials. Chemosphere, 2009, 76, 549-553.
57. Antoniou, M.G.; Nicolaou, P.A.; Shoemaker, J.A.; de la Cruz, A.A.; Dionysiou, D.D. Impact of the morphological properties of thin TiO2 photocatalytic films on the detoxification of water contaminated with the cyanotoxin, microcystin-LR. Appl. Catal. BEnviron., 2009, 91, 165-173.
58. Berg, K.; Skulberg, O.M.; Skulberg, R. Effects of decaying toxic blue-green-algae on water quality - a laboratory study. Arch. Hydrobiol., 1987, 108(4), 549-563.
59. Watanabe, M.F.; Tsuji, K.; Watanabe, Y.; Harada, K.I.; Suzuki, M. Release of heptapeptide toxin (microcystin) during the decomposition process of Microcystis aeruginosa. Nat. Toxins, 1992, 1(1), 48-53.
60. Kenefick, S.L.; Hrudey, S.E.; Peterson, H.G.; Prepas, E.E. Toxin release from Microcystis aeruginosa after chemical treatment. Water Sci. Technol., 1993, 27(3-4), 433-440.
61. Jones, G.J.; Orr, P.T. Release and degradation of microcystin following algicide treatment of a Microcystis aeruginosa bloom in a recreational lake, as determined by HPLC and protein phosphatase inhibition assay. Water Res., 1994, 28(4), 871-876.
62. Manage, P.M.; Edwards, C.; Singh, B.K.; Lawton, L.A. Isolation and identification of novel microcystin-degrading bacteria. Appl. Environ. Microbiol., 2009, 75(21), 6924-6928.
63. Jones, G.J.; Bourne, D.G.; Blakeley, R.L.; Doelle, H. Degradation of the cyanobacterial hepatotoxin microcystin by aquatic bacteria.Nat. Toxins, 1994, 2(4), 228-235.
64. Cousins, I.T.; Bealing, D.J.; James, H.A.; Sutton, A. Biodegradation of microcystin-LR by indigenous mixed bacterial populations. Water Res., 1996, 30(2), 481-485.
65. Holst, T.; Jorgensen, N.O.G.; Jorgensen, C.; Johansen, A. Degradation of microcystin in sediments at oxic and anoxic, denitrifying conditions. Water Res., 2003, 37(19), 4748-4760.
66. Park, H.D.; Sasaki, Y.; Maruyama, T.; Yanagisawa, E.; Hiraishi, A.; Kato, K. Degradation of the cyanobacterial hepatotoxin microcystin by a new bacterium isolated from a hypertrophic lake. Environ. Toxicol., 2001, 16(4), 337-343.
67. Saito, K.; Konno, A.; Ishii, H.; Saito, H.; Nishida, F.; Abe, T.; Chen, C.Y. Nodularin-Har: a new nodularin from Nodularia. J. Nat. Prod., 2001, 64(1), 139-141.
68. Saito, T.; Sugiura, N.; Itayama, T.; Inamori, Y.; Matsumura, M. Biodegradation of microcystis and microcystins by indigenous nanoflagellates on biofilm in a practical treatment facility. Environ. Technol., 2003, 24(2), 143-151.
69. Bourne, D.G.; Jones, G.J.; Blakeley, R.L.; Jones, A.; Negri, A.P.; Riddles, P. Enzymatic pathway for the bacterial degradation of the cyanobacterial cyclic peptide toxin microcystin LR. Appl. Environ. Microbiol., 1996, 62(11), 4086-4094.
70. Bourne, D.G.; Riddles, P.; Jones, G.J.; Smith, W.; Blakeley, R.L. Characterization of a gene cluster involved in bacterial degradation of the cyanobacterial toxin microcystin LR. Environ. Toxicol., 2001, 16(6), 523-534.
71. Ho, L.; Meyn, T.; Keegan, A.; Hoefel, D.; Saint, C.P.; Newcombe, G. Bacterial degradation of microcystin toxins within a biologically active sand filter. Water Res., 2006, 40(4), 768-774.
72. Ho, L.; Hoefel, D.; Saint, C.P.; Newcombe, G. Isolation and identification of a novel microcystin-degrading bacterium from a biological sand filter. Water Res., 2007, 41(20), 4685-4695.
73. Saito, T.; Okano, K.; Park, H.D.; Itayama, T.; Inamori, Y.; Neilan, B.A.; Burns, B.P.; Sugiura, N. Detection and sequencing of the microcystin LR-degrading gene, mlrA, from new bacteria isolated from Japanese lakes. FEMS Microbiol. Lett., 2003, 229(2), 271-276.
74. Hoefel, D.; Adriansen, C.M.M.; Bouyssou, M.A.C.; Saint, C.P.; Newcombe, G.; Ho, L. Development of an mlrA gene-directed TaqMan PCR assay for quantitative assessment of microcystindegrading bacteria within water treatment plant sand filter biofilms. Appl. Environ. Microbiol., 2009, 75(15), 5167-5169.
75. Hu, L.B.; Yang, J.D.; Zhou, W.; Yin, Y.F.; Chen, J.; Shi, Z.Q. Isolation of a Methylobacillus sp. that degrades microcystin toxins associated with cyanobacteria. New Biotechnol., 2009, 26(3-4), 205-211.
76. Rapala, J.; Berg, K.; Lyra, C.; Niemi R.; Manz W.; Suomalainen, S.; Paulin, L.; Lahti, K. Paucibacter toxinivorans gen. nov., sp. nov., a bacterium that degrades cyclic cyanobacterial hepatotoxins microcystins and nodularin. Int. J. Sys. Evol. Microbiol., 2005, 55, 1563-1568.
77. Matthiensen, A.; Metcalf, J.S.; Ferreira, A.H.F.; Yunes, J.S.; Codd, G.A. In: Biodegradation and biotransformation of microcystins by aquatic microbes in estuarine waters from the Patos Lagoon, RS, Brazil, Proceedings of the X International IUPAC Symposium on Mycotoxins and Phycotoxins, Guaruja, Brazil, May 21-25, 2000; Koe, W.J.; Samson, S.A.; Van Egmond, H.P.; Gilbert, J.; Sabino, M., Eds.; Wageningen, The Netherlands, 2000; pp. 527-536.
78. Lemes, G.A.F.; Kersanach, R.; Pinto, L.D.; Dellagostin, O.A.; Yunes, J.S.; Matthiensen, A. Biodegradation of microcystins by aquatic Burkholderia sp. from a South Brazilian coastal lagoon. Ecotoxicol. Environ. Saf., 2008, 69(3), 358-365.
79. Eleuterio, L.; Batista, J.R. Biodegradation studies and sequencing of microcystin-LR degrading bacteria isolated from a drinking water biofilter and a fresh water lake. Toxicon, 2010, 55(8), 1434-1442.
80. Maruyama, T.; Kato, K.; Yokoyama, A.; Tanaka, T.; Hiraishi, A.; Park, H.-D. Dynamics of microcystin-degrading bacteria in mucilage of Microcystis. Microb. Ecol., 2003, 46, 279-288.
81. Maruyama, T.; Park, H.-D; Ozawa, K.; Tanaka, Y.; Sumino, T.; Hamana, K.; Hiraishi, A.; Kato, K. Sphingosinicella microcystinivorans gen. nov., sp. nov., a microcystin-degrading bacterium. Int. J. Sys. Evol. Microbiol., 2006, 56, 85-89.
82. Saitou, T.; Sugiura, N.; Itayama, T.; Inamori, Y.; Matsumura, M. Degradation characteristics of microcystins isolated bacteria from Lake Kasumigaura. J. Water Supply: Res. Technol.-Aqua, 2003, 52, 13-18.
83. Harada, K.; Imanishi, S.; Kato, H.; Mizuno, M.; Ito, E.; Tsuji, K. Isolation of adda from microcystin-LR by microbial degradation. Toxicon, 2004, 44, 107-109.
84. Imanishi, S.; Kato, H.; Mizuno, M.; Tsuji, K.; Harada, K. Bacterial degradation of microcystins and nodularin. Chem. Res. Toxicol., 2005, 18, 591-598.
85. Ji, R.; Lu, X.; Li, X.; Pu, Y. Biological degradation of algae and microcystins by microbial enrichment on artificial media. Ecol. Eng., 2009, 35, 1584-1588.
86. Lawton, L.A.; Robertson, P.K.J. Physico-chemical treatment methods for the removal of microcystins (cyanobacterial hepatotoxins) from potable waters. Chem. Soc. Rev., 1999, 28, 217-224.
87. Tsuji, K.; Nalto, S.; Kondo, F.; Ishikawa, N.; Watanabe, M.F.; Suzukl, M.; Harada, K.-I. Stability of microcystins from cyanobacteria: effect of light on decomposition and isomerization. Environ. Sci. Technol., 1994, 28, 173-177.
88. Tsuji, K.; Watanuki, T.; Kondo, F.; Watanabe, M. F.; Suzuki, S.; Nakazawa, H.; Suzuki, M.; Uchida, H.; Harada, K.-I. Stability of microcystins from cyanobacteria. II. Effect of UV light on decomposition and isomerization. Toxicon, 1995, 33, 1619-1631.
89. Goldberg, J.; Huang, B.H.; Kwon, G.Y.; Greengard, P.; Nairn, A.C.; Kuriyan, J. Three-dimensional structure of the catalytic subunit of protein serine/threonine phosphatase-1. Nature, 1995, 376, 745-753.
90. Harada, K.-I.; Tsuji, K. Persistence and decomposition of hepatotoxic microcystins produced by cyanobacteria in natural environment. J. Toxicol. - Toxin Rev., 1998, 17, 385-403.
91. Kaya, K.; Sano, T. A photodetoxification mechanism of the cyanobacterial hepatotoxin microcystin-LR by ultraviolet irradiation. Chem. Res. Toxicol. 1998, 11(3), 159-163.
92. Feng, X.; Rong, F.; Fu, D.; Yuan, C.; Hu, Y. Photocatalytic degradation of trace-level of microcystin-LR by nano-film of titanium dioxide. Chin. Sci. Bull., 2006, 51, 1191-1198.
93. Song, W.; Bardowell, S., O'Shea, K.E. Mechanistic study and the influence of oxygen on the photosensitized transformations of microcystins (cyanotoxins). Environ. Sci. Technol. 2007, 41(15), 5336-5341.
94. Ding, J.; Shi, H.; Timmons, T.; Adams, C. Release and removal of microcystins from Microcystis during oxidative-, physical-, and UV-based disinfection. J. Environ. Eng., 2010, 136(1), 2-11.
95. Svrcek, C.; Smith, D.W. Cyanobacteria toxins and the current state of knowledge on water treatment options: a review. J. Environ. Eng. Sci. 2004, 3(3), 155-185.
96. Legrini, O.; Oliveros, E.; Braun, A.M. Photochemical processes for water treatment. Chem. Rev., 1993, 93(2), 671-698.
97. Welker, M.; Steinberg, C. Rates of humic substance photosensitized degradation of microcystin-LR in natural waters. Environ. Sci. Technol. 2000, 34(16), 3415-3419.
98. Harada, K.-I.; Tsuji, K. Persistence and decomposition of hepatotoxic microcystins produced by cyanobacteria in natural environment. J. Toxicol. - Toxin Rev., 1998, 17, 385-403.
99. Sakai, H.; Oguma, K.; Katayama, H.; Ohgaki, S. Effects of low or medium-pressure UV irradiation on the release of intracellular microcystin. Water Res. 2007, 41, 3458-3464.
100. Sakai, H.; Katayama, H.; Oguma, K.; Ohgaki, S. Kinetics of Microcystis aeruginosa growth and intracellular microcystins release after UV irradiation. Environ. Sci. Technol. 2009, 43, 896-901.
101. Maatouk, I.; Bouaïcha, N.; Fontan, D.; Levi, Y. Seasonal variation of microcystin concentrations in the Saint-Caprais reservoir (France) and their removal in a small full-scale treatment plant. Water Res. 2002, 36(11), 2891-2897.
102. Jurczak, T.; Tarczynska, M.; Izydorczyk, K.; Mankiewicz, J.; Zalewski, M.; Meriluoto, J. Elimination of microcystins by water treatment processes ---- examples from Sulejow Reservoir, Poland.Water Res., 2005, 39, 2394-2406.
103. Pouria, S.; De Amdrade, A.; Barbosa, J.; Cavalcanti, R.L.; Barreto, V.T.S.; Ward, C.J.; Preiser, W.; Poon, G.K.; Neild, G.H.; Codd, G.A. Fatal microcystin intoxication in haemodialysis unit in Caruaru, Brazil. Lancet. 1998, 352(9121), 21-26.
104. Hoffmann, M.R.; Martin, S.T.; Choi, W.; Bahnemann, D.W. Environmental applications of semiconductor photocatalysis. Chem. Rev., 1995, 95, 69-96.
105. Liu, I.; Lawton, L.A.; Cornish, B.; Robertson, P.K.J. Mechanistic and toxicity studies of the photocatalytic oxidation of microcystin- LR. J. Photochem. Photobiol. A: Chem., 2002, 148, 349-354.
106. Pichat, P.A brief overview of photocatalytic mechanisms and pathways in water. Water Sci. Technol., 2007, 55, 167-173.
107. Robertson, P.K.J.; Lawton, L.A.; Münch, B.; Rouzade, J. Destruction of cyanobacterial toxins by semiconductor photocatalysis. Chem. Commun. (Cambridge), 1997, 1994, 393-394.
108. Shephard, G.S.; Stockenström, S.; De Villiers, D.; Engelbrecht, W.J.; Sydenham, E.W.; Wessels, G.F.S. Photocatalytic degradation of cyanobacterial microcystin toxins in water. Toxicon, 1998, 36, 1895-1901.
109. Robertson, P.K.J.; Lawton, L.A.; Munch, B.; Cornish, B. The destruction of cyanobacterial toxins by titanium dioxide photocatalysis. J. Adv. Oxid. Technol., 1999, 4, 20-26.
110. Feitz, A.J.; Waite, T.D.; Jones, G.J.; Boyden, B.H.; Orr, P.T. Photocatalytic degradation of the blue green algal toxin microcystin- LR in a natural organic-aqueous matrix. Environ. Sci. Technol., 1999, 33, 243-249.
111. Antoniou, M.G.; Shoemaker, J.A.; de la Cruz, A.A.; Dionysiou, D.D. Unveiling new degradation intermediates/pathways from the photocatalytic degradation of microcystin-LR. Environ. Sci. Technol., 2008, 42, 8877-8883.
112. Antoniou, M.G.; Shoemaker, J.A.; de la Cruz, A.A.; Dionysiou, D.D. LC/MS/MS structure elucidation of reaction intermediates formed during the TiO2 photocatalysis of microcystin-LR. Toxicon, 2008, 51, 1103-1118.
113. Pelaez, M.; Falaras, P.; Likodimos, V.; Kontos, A.G.; de la Cruz, A.A.; O'Shea, K.; Dionysiou, D.D. Synthesis, structural characterization and evaluation of sol-gel-based NF-TiO2 films with visible light-photoactivation for the removal of microcystin-LR. Appl. Catal. B-Environ., 2010, 99 (3-4), 378-387.
114. Shephard, G.S.; Stockenstrom, S.; De Villiers, D.; Engelbrecht, W.J.; Wessels, G.F.S. Degradation of microcystin toxins in a falling film photocatalytic reactor with immobilized titanium dioxide catalyst. Water Res., 2002, 36, 140-146.
115. Feng, X.; Rong, F.; Fu, D.; Yuan, C.; Hu, Y. Photocatalytic degradation of trace-level of microcystin-LR by nano-film of titanium dioxide. Chin. Sci. Bull., 2006, 51, 1191-1198.
116. Liu, I.; Lawton, L.A.; Robertson, P.K.J. Mechanistic studies of the photocatalytic oxidation of microcystin-LR: An investigation of byproducts of the decomposition process. Environ. Sci. Technol., 2003, 37, 3214-3219.
117. McMurry, J.E. Organic Chemistry, 7th ed.; Brooks/Cole Pub Co: California, 1995.
118. Song, W.; de la Cruz, A.A.; Rein, K.; O'Shea, K.E. Ultrasonicallyinduced degradation of microcystin-LR and -RR: Identification of products, effect of pH, formation and destruction of peroxides. Environ. Sci. Technol., 2006, 40, 3941-3946.
119. Buxton, G.V.; Greenstock, C.L.; Helman, W.P.; Ross, A.B. Critical review of rate constants for reactions of hydrated electrons, hydrogen atoms and hydroxyl radicals (·OH/·O-) in aqueous solution. J. Phys. Chem. Ref. Data, 1988, 17, 513-886.
120. Takenaka, S.; Tanaka, Y. Behavior of microcystins and its decomposition product in water treatment process. Chemosphere, 1995, 31, 3635-3641.
121. Song, W.; Teshiba, T.; Rein, K.; O'Shea, K.E. Ultrasonicallyinduced degradation and detoxification of microcystin-LR (cyanobacterial toxin). Environ. Sci. Technol., 2005, 39, 6300-6305.
122. Ahn, C.Y.; Park, M.H.; Joung, S.H.; Kim, H.S.; Jang, K.Y.; Oh, H.M. Growth inhibition of cyanobacteria by ultrasonic radiation: laboratory and enclosure studies. Environ. Sci. Technol., 2003, 37, 3031-3037.
123. Hao, H.; Wu, M.; Chen, Y.; Tang, J.; Wu, Q. Cavitation mechanism in cyanobacterial growth inhibition by ultrasonic irradiation. Coll. Surf. B: Biointer., 2004, 33(3-4), 151-156.
124. Zhang, G.; Wang, B.; Zhang, P.; Wang, L.; Wang, H. 2006. Removal of algae by sonication-coagulation. J. Environ. Sci. Health - Part A Toxic/Hazard. Subs. Environ. Eng., 2006, 41(7), 1379-1390.
125. Ahn, C.Y.; Joung, S.H.; Choi, A.; Kim, H.S.; Jang, K.Y.; Oh, H.M. Selective control of cyanobacteria in eutrophic pond by a combined device of ultrasonication and water pumps. Environ. Technol., 2007, 28(4), 371-379.
126. Lee, T.J.; Nakano, K.; Matsumara, M. Ultrasonic irradiation for blue-green algae bloom control. Environ. Technol., 2001, 22(4), 383-390.
127. Nakano, K.; Lee T.J.; Matsumura, M. In situ algal bloom control by the integration of ultrasonic radiation and jet circulation to flushing. Environ. Sci. Technol., 2001, 35(24), 4941-4946.
128. Lee, T.J.; Nakano, K.; Matsumura, M. A novel strategy for cyanobacterial bloom control by ultrasonic irradiation. Water Sci. Technol., 2002, 46, 207-215.
129. Suslick, K.S. Sonochemistry. Science, 1990, 247, 1439-1445.
130. Kim, D.K.; O'Shea, K.E.; Cooper, W.J. Degradation of MTBE and related gasoline oxygenates in aqueous media by ultrasound irradiation. J. Environ. Eng., 2002, 128(9), 806-812.
131. Wu, Z.; Ondruschka, B. Roles of hydrophobicity and volatility of organic substrates on sonolytic kinetics in aqueous solutions. J. Physic. Chem. A., 2005, 109(29), 6521.
132. Song, W.; O'Shea, K.E. Ultrasonically-induced degradation of 2-methylisoborneol and geosmin. Water Res., 2007, 41(12), 2672-2678.
133. MacKintosh, C.; Beattie, K.A.; Klumpp, S.P.C.; Codd, G.A. Cyanobacterial microcystin-LR is a potent and specific inhibitor of protein phosphatases 1 and 2A from both mammals and higher plants. FEBS Lett. 1990, 264(2), 187-92.
134. von Gunten, U. The basics of oxidants in water treatment. Part B: Ozone React., 2007, 55, 25-29.
135. Staehelln, J.; Hoigné, J. Decomposition of ozone in water: rate of initiation by hydroxide ions and hydrogen peroxide. Environ. Sci. Technol., 1982, 16, 676-681.
136. Al Momani, F.A.; Jarrah, N. Treatment and kinetic study of cyanobacterial toxin by ozone. J. Environ. Sci. Health - Part A Toxic/Hazard. Subs. Environ. Eng., 2010, 45, 719-731.
137. Nicholson, B.C.; Rositano, J.; Burch, M.D. Destruction of cyanobacterial peptide hepatotoxins by chlorine and chloramine. Water Res., 1994, 28, 1297-1303.
138. Kull, T.P.J.; Backlund, P.H.; Karlsson, K.M.; Meriluoto, J.A.O. Oxidation of the cyanobacterial hepatotoxin microcystin-LR by chlorine dioxide: reaction kinetics, characterization, and toxicity of reaction products. Environ. Sci. Technol., 2004, 38, 6025-6031.
139. Tsuji, K.; Watanuki, T.; Kondo, F.; Watanabe, M.F.; Nakazawa, H.; Suzuki, M.; Uchida, H.; Harada, K.-I. Stability of microcystins from cyanobacteria IV. Effect of chlorination on decomposition. Toxicon, 1997, 35, 1033-1041.
140. Neta, P.; Huie, R.E.; Ross, A.B. Rate constants for reactions of inorganic radicals in aqueous solution. J. Phys. Chem. Ref. Data, 1988, 17, 1027-1284.
141. Antoniou, M.G.; de la Cruz, A.A.; Dionysiou, D.D. Intermediates and reaction pathways from the degradation of microcystin-LR with sulfate radicals. Environ. Sci. Technol., 2010, 44(19), 7238-7244.
142. Anipsitakis, G.P.; Dionysiou, D.D. Transition metal/UV-based advanced oxidation technologies for water decontamination. Appl. Catal. B: Environ, 2004, 54, 155-163.
143. Anipsitakis, G.P.; Dionysiou, D.D.; Gonzalez, M.A. Cobaltmediated activation of peroxymonosulfate and sulfate radical attack on phenolic compounds: implications of chloride ions. Environ. Sci. Technol., 2006, 40, 1000-1007.
144. Antoniou, M.G.; de la Cruz, A.A.; Dionysiou, D.D. Degradation of microcystin-LR using sulfate radicals generated through photolysis, thermolysis and ē transfer mechanisms. Appl. Catal. B-Environ., 2010, 96(3-4), 290-298.