Enhanced bioremediation of polycyclic aromatic hydrocarbons by environmentally friendly techniques

Journal of Environmental Science and Health - Part C Environmental Carcinogenesis and Ecotoxicology Reviews

Volumn 25, Issue 4, 2007, Pages 313-352

  Hwang, Huey Min ^a   Hu, Xiaoke ^a   Zhao, Xueheng ^a  

^a Jackson State University   (United States)

Author keywords

Enhanced Bioremediation; Green Chemistry; Immobilized Enzymes; Polycyclic Aromatic Hydrocarbons (PAHs); Sensitized Photolysis

Indexed keywords

BIOACCUMULATION; ENVIRONMENTAL MANAGEMENT; POLYCYCLIC AROMATIC HYDROCARBONS; TOXICITY;

ENHANCED BIOREMEDIATION; GREEN CHEMISTRY; IMMOBILIZED ENZYMES; SENSITIZED PHOTOLYSIS;

BIOREMEDIATION;

ACENAPHTHENE DERIVATIVE; ACENAPHTHYLENE; ANTHRACENE; BENZ[A]ANTHRACENE; BENZO[A]PYRENE; BENZO[GHI]PERYLENE; CHRYSENE; CORONENE; DIBENZ[A,H]ANTHRACENE; FLUORANTHENE; FLUORENE; INDENO[1,2,3 CD]PYRENE; NAPHTHALENE; PHENANTHRENE; POLYCYCLIC AROMATIC HYDROCARBON; PYRENE;

BIOACCUMULATION; BIODEGRADATION; BIOREMEDIATION; ENVIRONMENTAL EXPOSURE; ENVIRONMENTAL FACTOR; ENVIRONMENTAL MANAGEMENT; ENVIRONMENTAL PROTECTION; MICROBIAL DEGRADATION; PHOTOLYSIS; PHOTOTOXICITY; PHYTOREMEDIATION; REVIEW; SOIL POLLUTION; WATER CONTAMINATION;

BACTERIA; BIODEGRADATION, ENVIRONMENTAL; ENVIRONMENTAL POLLUTANTS; FUNGI; MOLECULAR STRUCTURE; PHOTOLYSIS; POLYCYCLIC HYDROCARBONS, AROMATIC;

EID: 36248929457     PISSN: 10590501     EISSN: 15324095     Source Type: Journal    
DOI: 10.1080/10590500701704011     Document Type: Review

References (213)

1. IARC (International Agency for Research on Cancer) Polynuclear Aromatic Compounds. Part I: Chemical, Environmental and Experimental Data, Lyon, 1983.
2. U.S. Department of Health and Human Services, P.H.S., ATSDR Toxicological Profile for Polycyclic Aromatic Hydrocarbons (PAHs), Atlanta, GA, 1995.
3. Sudip K, Samanta OV, Rakeash KJ. Polycyclic aromatic hydrocarbons: environmental pollution and bioremediation. Trends Biotechnol. 2002;20:243-248.
4. Agency of Toxic Substances and Disease Registry (ATSDR). Public Health Statement for Polycyclic Aromatic Hydrocarbons (PAHs). U.S. Department of Health and Human Services, Public Health Service, Atlanta, GA. Updated June 2001. 1995a.
5. Agency of Toxic Substances and Disease Registry (ATSDR). Toxicological Profile for Polycyclic Aromatic Hydrocarbons. U.S. Department of Health and Human Services, Public Health Service, Atlanta, GA. Updated June 2001. 1995b
6. Johnson AC, Larsen RF, Gadbois DF, Humason AW. The distribution of polycyclic aromatic hydrocarbons in the superficial sediments of penobscot bay (Maine, USA) in relation to possible sources and to other sites worldwide. Mar. Environ. Res. 1985,15:1-16.
7. Manahan SE. Environmental Chemistry, 7th ed. Lewis Publisher, Boca Raton, FL, 2000.
8. Kanaly RA, Harayama S. Biodegradation of high-molecular-weight polycyclic aromatic hydrocarbons by bacteria. J. Bacteriol. 2000;182:2059-2067.
9. Freeman DJ, Carrell FCR. Woodburning as a source of atmospheric polycyclic aromatic hydrocarbons. Environ. Sci. Technol. 1990;24:1581-1585
10. Terashima M, Tanaka S, Fukushima M. Distribution behavior of pyrene to adsorbed humic acids on kaolin. J. Environ. Quality. 2003;32:591-598.
11. Aiken MD, Long TC. Biotransformation, Biodegradation, and Bioremediation of Polycyclic Aromatic Hydrocarbons. In Biodegradation and Bioremediation; Singh, A., Ward, O.P., Eds.; Springer-Verlag Berlin Heidelberg, Germany, 2004;83-124.
12. Mayer LM, Chen Z, Findlay RH, Fang J, Sampson S, Self RFL, Jumars PA, Quetel C, Donard OFX. Bioavailability of sedimentary contaminants subject to deposit-feeder digestion. Environ. Sci. Technol. 1996;30:2641-2645.
13. Roy TA, Krueger AJ, Taylor BB, Mauro DM, Goldstein LS. Studies estimating the dermal bioavailability of polynuclear aromatic hydrocarbons from manufactured gas plant tar-contaminated soils. Environ. Sci. Technol. 1998;32:3113-3117.
14. Hussain M, Rae J, Gilman A, Kause P. Lifetime health risk assessment from exposure of recreational users to polycyclic aromatic hydrocarbons. Arch. Environ. Contam. Toxicol. 1998;35:527-531.
15. National Toxicology Program. Nine Report on Carcinogens. US Department of Health and Human Services, Washington, DC. 2001.
16. Sverdrup LE, Nielsen T, Krogh PH. Soil ecotoxicity of polycyclic aromatic hydrocarbons in relation to soil sorption, lipophilicity, and water solubility. Environ. Sci. Technol. 2002;36:2429-2435.
17. Samsøe-Petersen L, Larsen EH, Larsen PB, Bruun P. Uptake of trace elements and PAHs by fruit and vegetables from contaminated soils. Environ. Sci. Technol. 2002;36:3057-3063.
18. Bamforth S, Singleton I. Bioremediation of polycyclic aromatic hydrocarbons: current knowledge and future directions. J. Chem. Biotechnol. 2005;80:723-736.
19. Sutherland JB, Rafi F, Khan AA, Cerniglia CE. Mechanisms of polycyclic aromatic hydrocarbons degradation. In Microbial Transformation and Degradation of Toxic Chemicals; Young L, Cerniglia CE, Eds.; Wiley-Liss, Inc: New York, 1995;269-306.
20. Liu K, Han W, Pan WP, Riley JT. Polycyclic aromatic hydrocarbons (PAH) emissions from a coal fired pilot FBC system. J. Hazard. Material. 2001;84:175-188.
21. US Environmental Protection Agency. Provisional Guidance for Quantitative Risk Assessment of Polycyclic Aromatic Hydrocarbons, EPA/600/R-93.089, Environmental Protection Agency, Washington, DC. 1993.
22. Nisbet ICT, LaGoy PK. Toxic equivalency factors (TEFs) for polycyclic aromatic hydrocarbons (PAHs). Regulatory Toxicol. Pharmacol. 1992;16:290-300.
23. Goldstain LS, Weyand EH, Safe S, Steinberg M, Gulp SJ, Gaylor DW, Beland FA, Rodriguez LV. Tumors and DNA adducts in mice exposed to benzo[a]pyrene and coal tars: implications for risk assessment. Environ. Health Perspect. 1998;106:1325-1330.
24. Reeves WR, Barhoumi R, Burghardt RC, Lemke SL, Mayura K, McDonald TJ, Philips TD, Donelly KC. Evaluation of methods for predicting the toxicity for polycyclic aromatic hydrocarbon mixtures. Environ. Sci. Technol. 2001;35:1630-1636.
25. Andreoni V, Cavalca L, Rao MA, Nocerino S, Bernasconi E, Dell'Amico E, Colombo M, Gianfreda L. Bacterial communities and enzyme activities of PAHs polluted soils. Chemosphere. 2004;57:401-412.
26. Zucchi M, Angiolini L, Borin S, Brusetti L, Dietrich N, Gigliotti C, Barbieri P, Sorlini C, Daffonchio D. Response of bacterial community during bioremediation of an oil-polluted soil. J. Appl. Microbiol. 2003;94:248-257.
27. Siciliano SD, Germida JJ, Banks K, Greer CW. Changes in microbial community composition and function during a polyaromatic hydrocarbon phytoremediation field trial". Appl. Environ. Microbiol. 2003;69:483-489.
28. Prichard H, Meehan JJ, Nester C, Hansen LD, Straube W, Jones W, Hind J, Talley JW. Polycyclic Aromatic Hydrocarbons (PAHs): Improved Land Treatment with Bioaugmentation". In Bioremediation of Recalcitrant Compounds; Talley, J.W., Ed.; Taylor & Francis, Boca Raton, Florida, 2006;215-300.
29. Viñas M, Sabaté J, Espuny MJ, Solanas AM. Bacterial community dynamics and polycyclic aromatic hydrocarbon degradation during bioremediation of heavily creosotecontaminated soil. Appl. Environ. Microbiol. 2005;71:7008-7018.
30. Geiselbrecht AD, Herwig RP, Deming JW, Staley JT. Enumeration and phylogenetic analysis of polycyclic aromatic hydrocarbon-degrading marine bacteria from puget sound sediments. Appl. Environ. Microbiol. 1996;62:3344-3349.
31. Cerniglia CE. Biodegradation of polycyclic aromatic hydrocarbons. Biodegradation. 1992;3:351-368.
32. dell'Omo M, Lauwerys RR. Adducts to macromolecules in the biological monitoring of workers exposed to polycyclic aromatic hydrocarbons. Crit. Rev. Toxicol. 1993;23:111-126.
33. Dipple, A. Polycyclic Hydrocarbons and Carcinogenesis, Harvey, R. G. Ed., pp 1-17, American Chemical Society, Washington, DC, 1985.
34. Conney AH. Induction of microsomal enzymes by foreign chemicals and carcinogenesis by polycyclic aromatic hydrocarbons. Cancer Res. 1982;42:4875-4917.
35. Lesko SA. Chemical carcinogenesis: benzopyrene system. Methods Enzymol. 1984;105:539-550.
36. Baird W, Hooven L, Brinda M. Carcinogenic polycyclic aromatic hydrocarbon-DNA adducts and mechanism of action. Environ. Mol. Mutagen. 2005;45:106-114.
37. Chen JX, MacLeod MC, Zhao R, Geacintov NE. Fluorescence HPLC methods for detecting benzo[a]pyrene-7,8-dihydrodiol 9,10-oxide-deoxyadenosine adducts in enzyme-digests of modified DNA: improved sensitivity", Carcinogenesis 1993;14:1049-1051.
38. RamaKrishna NVS, Devanesan PD, Rogan EG, Cavalieri EL, Jeong H, Jankowiak R, Small GJ. Mechanism of metabolic activation of the potent carcinogen 7,12-dimethylbenz[a] anthracene. Chem. Res. Toxicol. 1992;5:220-226.
39. Geacintov NE, Cosman M, Hingerty BE, Amin S, Broyde S, Patel DJ. NMR solution structure of stereoisomeric covalent polycyclic aromatic carcinogen-DNA adducts: principles, patterns, and diversity. Chem. Res. Toxicol. 1997;10:111-146.
40. Pandey AK, Bajpayee M, Parmar D, Rastogi SK, Mathur N, Seth P, Dhawan A. DNA damage in lymphocytes of rural indian women exposed to biomass fuled smoke as assessed by the comet assay. Environ. Mol. Mutagen. 2005;45:435-44.
41. Musthapa MS, Lohani M, Tiwari S, Mathur N, Prasad R, Rahman Q. Cytogenetic biomonitoring of indian woman cooking with biofuels: micronucleus and chromosomal aberration tests in peripheral blood lymphocytes. Environ. Mol. Mutagen. 2004;43:243-249.
42. Andrade VM, de, Silva J, da, Silva FR, da, Heuser VD, Dias JF, Yoneama ML, Freitas ROde. Fish as bioindicators to assess the effects of pollution in two southern brazilian rivers using the comet assay and micronucleus test. Environ. Mol. Mutagen. 2004;44:459-468.
43. Hu X, Zhang Y, Zhao X, Hwang H. Cytotoxicity and genotoxicity of benzo[a]pyrene and its enzymatic degradation intermediates to HaCaT and A3 cells. Environ. Mol. Mutagen. 2007;48:106-113.
44. Zhao X, Hu X, Hwang H. Effects of riboflavin on phototransformation of benzo[a]pyrene. Chemosophere 2006;63:1116-1123.
45. Lampi M, Gurska J, McDonald K, Xie F, Huang X-D, Dixon DG, Greenberg BM. Photoinduced toxicity of polycyclic aromatic hydrocarbons to Daphnia Magna: ultravioletmediate effects and the toxicity of polycyclic aromatic hydrocarbon photoproducts. Evrion. Toxicol. Chem. 2005;25:1079-1087.
46. Paskova V, Hilscherova K, Feldmannova M, Blaha Ludek. Toxic effects and oxidative stress in higher plants exposed to polycyclic aromatic hydrocarbons and their N-Heterocyclic derivatives. Environ. Toxicol. Chem. 2006;25:3238-3245.
47. Xia Q, Chou MW, Yin JJ, Howard PC, Yu H, Fu PP. Photoirradiation of representative polycyclic aromatic hydrocarbons and twelve isomeric methylbenz[α]anthracene with UVA light: formation of lipid peroxidation. Toxicol. and Indus. Health. 2006;22:147-156.
48. von Sonntag C. Disinfection with UV-radiation, p. 159, In: Process Technologies for Water Treatment, (ed) S. Stucki. Plenum Press, New York, 1988
49. IARC (International Agency for Research on Cancer). Handbooks of Cancer Prevention, Volume 5, Sunscreens. 2001
50. Huang, X-D, Krylov SN, Ren L, McKonkey BJ, Dixon DG, Greenberg BM. Mechanistic quantitative structure-activity relationship model for the photoinduced toxicity of polycyclic aromatic hydrocarbons: II. an empirical model for the toxicity of 16 polycyclic aromatic hydrocarbons to the duckweek lemna gibba L. G-3. Environ. Toxicol. & Chem. 1997;16:2296-2303.
51. Kagan J, Tuveson RW, Gong H-H. The light-dependent cytotoxicity of benzo[a]pyrene: effect on human erythrocytes, Escherichia coli cells, and haemophilus influenzae transforming DNA. Mutat. Res. 1989;216:231-242.
52. Krylov SN, Huang X-D, Zeiler LF, Dixon DG, Greenberg BM. Mechanistic quantitative structure-activity relationship model for the photoinduced toxicity of polycyclic aromatic hydrocarbons: I. physical model based on chemical kinetics in a two-compartment system. Environ. Toxicol. & Chem. 1997;16:2283-2295.
53. Mezey PG, Zimpel Z, Warburton P, Walker PD, Irvine DG, Huang X-D, Dixon DG, Greenberg BM. Use of quantitative shape-activity relationship to model the photoinduced toxicity of polycyclic aromatic hydrocarbons: electron density shape features accurately predict toxicity. Envirn. Toxicol. & Chem. 1998;17:1207-1215.
54. Pelletier MC, Burgess RM, Ho KT, Kuhn A, McKinney RA, Ryba SA. Phototoxicity of individual polycyclic aromatic hydrocarbons and petroleum to Marine invertebrae lavae and juveniles. Environ. Toxicol. Chem. 1997;16:2190-2199.
55. Swartz RC, Ferraro SP, Lamberson JO, Cole FA, Ozretich RJ, Boese BL, Schults DW, Behrenfeld M, Ankley GT. Photoactivation and toxicity of mixtures of polycyclic aromatic hydrocarbon compounds in marine sediment. Environ. Toxicol. Chem. 1997;16:2151-2157.
56. Ankley GT, Collyard SA, Monson PD, Kosian PA. Influence of ultraviolet light on the toxicity of sediment contaminated with polycyclic aromatic hydrocarbons. Environ. Toxicol. Chem. 1994;13:1791-1796.
57. Huang XD, Dixon DG, Greenberg BM. Impacts of ultraviolet radiation and photomodification on the toxicity of polycyclic aromatic hydrocarbons to the higher plants lemna gibba G-3 (Duckweed). Environ. Toxicol. Chem. 1993;12:1067-1077.
58. David B, Boule P. Phototransformation of hydrophobic pollutants in aqueous media I-PAHs adsorbed on silica. Chemosphere 1993;26:1617-1630.
59. Zeng K, Hwang H-M, Zhang Y, Yu H. Identification of 6-aminochrysene photoproducts and study of the effect of a humic acid and riboflavin on its photolysis. J. Photochem. Photobiol. B, Biol. 2003;72:95-100.
60. Liu Z, Lu Y, Rosenstein B, Lebwohl M, Wei H. Benzo[a]pyrene enhances the formation of 8-hydroxy-2'-deoxyguanosine by ultraviolet a radiation in calf thymus DNA and human epidermoid carcinoma. Biochemistry 1998;37:10307-10312.
61. Kersten B, Kasper P, Brendler-Schwaab SY, Muller L. Use of the photomicronucleus assay in chinese hamster V79 cells to study photochemical genotoxicity. Mut. Res. 2002;519:49-66.
62. Dong S, Hwang H-M, Harrison C, Holloway L, Shi X, Yu H. UVA light-induced DNA cleavage by selected polycyclic aromatic hydrocarbons. Bull. Environ. Contam. Toxicol. 2000a;64:467-474.
63. Dong S, Hwang H-M, Shi X, Holloway L, Yu H. UVA-induced DNA single strand cleavage by 1-hydroxypyrene and formation of 1-hydroxypyrene and DNA covalent adduct. Chem. Res. Toxicol. 2000b;13:585-593.
64. 2 production in human epidermoid carcinoma cells by benzo[a]pyrene and ultraviolet a radiation. Toxicol. Appl. Pharmacol. 2003;188:104-109.
65. Zheng B, Hwang H-M, Yu H, Ekunwe S. DNA damage produced in HaCaT cells by combined fluoranthene exposure and ultraviolet a irradiation. Environ. Mol. Mutagen. 2004;44:151-155.
66. Johnson LR, Davenport R, Balbach H. Phototoxicology: 2. near-ultraviolet light enhancement of microtox assays of trinitrotoluene and aminodinitrotoluenes. Ecotoxicol. Environ. Safe. 1994;27:34-49.
67. Lundstedt S, Haglund P, Õberg L. Degradation and formation of polycyclic aromatic compounds during bioslurry treatment of an acid aged gasworks soil. Environ. Toxicol. Chem. 2003;22:1413-1420.
68. Hatch AC, Burton Jr. GA. Effects of photoinduced toxicity of fluoranthene on amphibian embryos and larvae. Environ. Toxicol. Chem. 1998;17:1777-1785.
69. Juhasz AL, Stanley GA, Britz ML. Degradation of high molecular weight PAHs in contaminated soil by a bacteria consortium: effects on microtox and mutagenicity bioassays. Bioremed. J. 2000;4:271-283.
70. Kochany J, Maguire RJ, Abiotic transformations of polynuclear aromatic hydrocarbons and polynuclear nitrogen heterocycles in aquatic environments. Sci. Total Environ. 1994;144:17-31.
71. Harvey RG. Mechanisms of carcinogenesis of polycyclic aromatic hydrocarbons. Polycyclic Aromatic Compounds 1996;9:1-23.
72. Wilson AS, David CD, Williams PD, Buckpitt RA, Pirmohamed M, Park BK. Characterisation of the toxic metabolites of naphthalene. Toxicol. 1996;114:233-242.
73. Lau KI, Rsang YY, Chiu SW. Use of spent mushroom compost to bioremediate PAH-contaminated samples. Chemosphere. 2003;52:1539-1546.
74. Mondonca E, Picado A. Ecotoxicological monitoring of remediation in a coke oven soil. Environ. Toxicol. 2002;17:74-79.
75. Cerniglia CE. Microbial Metabolism of Polycyclic Aromatic Hydrocarbons. In Advances in Applied Microbiology; Laskin A, Ed.; Academic Press: New York, 1984; vol. 30.
76. Cerniglia CE. Biodegradation of polycyclic aromatic hydrocarbons. Curr. Opin. Biotechnol. 1993;4:331-338.
77. Pothuluri JV, Cerniglia CE. Microbial Metabolism of Polycyclic Aromatic Hydrocarbons. In Biological Degradation and Bioremediation of Toxic Chemicals; Ghaudhry, G.R., Ed.; Dioscorides Press: Portland, Oregon, 1994;92-124.
78. Pothuluri JV, Cerniglia CE. Current Aspects on Polycyclic Aromatic Hydrocarbons Biodegradation Processes. In Biodegradation Technology Developments; Sikdar SK, Irvine RL, Eds.; Tecnomic Publishing Co., Inc.: Lancaster, PA, 1998; vol. II, 461-547.
79. Van Agteren MH, Keuning S, Janssen DB. Hankbook on Biodegradation and Biological Treatment of Hazardous Organic Compounds; Kluwer Academic Publisher: Dordrecht, Netherlands, 1998;289-349.
80. Cerniglia CE, Sutherland JB, Crow SA. Fingal Metabolism of Aromatic Hydrocarbons. In Microbial Degradation of Natural Products; Winkelmann G, Ed.; VCH Press: Weinheim, Germany, 1992;193-217.
81. Bumpus JA. Biodegradation of polycyclic aromatic hydrocarbons by phanerochaete chrysosporium. Appl. Environ. Microbiol. 1989;55:154-158.
82. Field JA, deJong E, Feijoo Costa G, deBont JA. Biodegradation of polycyclic aromatic hydrocarbons by new isolates of white rot fungi. Appl. Environ. Micobiol. 1992;58:2219-2226.
83. Fritsche W. The potential of microorganisms for bioremediation. Prog. Biotechnol. 1994;PT. 2:1213-1221.
84. Kelley I, Freeman JP, Evans FE, Cerniglia CE. Identification of metabolites from degradation of naphthalene by a mycobacterium sp. Biodegradation. 1990;1:283-290.
85. Rockne KJ, Strand SE. Biodegradation of bicyclic and polycyclic aromatic hydrocarbons in anaerobic enrichments. Environ. Sci. Technol. 1998;32:2962-2967.
86. Heitkamp MA, Freeman JF, Miller DW, Cerniglia CE. Pyrene degradation by a mycobacterium sp.: identification of ring oxidation and ring fission products. Appl. Environ. Microbiol. 1988;54:2556-2565.
87. Rockne KJ, Stensel HD, Herwig RP, Strand SE. PAH degradation and bioaugmentation by a marine methanotrophic enrichment. Biorem. J. 1998;1:209-222.
88. Rockne KJ, Chee-Sanford JC, Sanford R, Hedlund BP, Staley JT, Strand SE. Anaerobic naphthalene degradation by microbial pure cultures under nitrate reducing conditions. Appl. Environ. Microbiol. 2000;66:1595-1601.
89. Meckenstock RU, Annweiler E, Michaelis W, Richow HH, Schink B. Anaerobic naphthalene degradation by a sulphate reducing enrichment culture. App. Environ. Microbiol. 2000;66:2743-2747.
90. Zhang X, Sullivan ER, Young LY. Evidence for aromatic reduction in the biodegradation pathway of carboxylated naphthalene by a sulphate-reducing consortium. Biodegradation. 2000;11:117-124.
91. Chang BV, Shiung LC, Yuan SY. Anaerobic biodegradation of polycyclic aromatic hydrocarbon in soil. Chemosphere. 2002;48:717-724.
92. McNally DL, Mihelcic JR, Lueking DR. Biodegradation of three- and four-ring polycyclic aromatic hydrocarbons under aerobic and denitrifying conditions. Environ. Sci. Technol. 1998;32:2633-2639.
93. Ambrosoli R, Petruzzelli L, Luis MJ, Ajimone MF. 2005. Anaerobic PAH degradation in soil by a mixed bacterial consortium under denitrifying conditions. Chemosphere. 2005;60:1231-1236.
94. Yuan SY, Chang BV. Anaerobic degradation of five aromatic hydrcarbons from river sediment in taiwan. J. Environ. Sci. Health B, 2007;42:63-69.
95. Hwang HM, Hodson RE, Lewis DL. Microbial degradation kinetics of toxic organic chemicals over a wide range of concentrations in natural systems. Environ. Toxicol. Chem. 1989;8:65-74.
96. Boochan S, Britz MI, Stanley GA. Degradation and mineralization of high-molecular-weight polycyclic aromatic hydrcarbons by defined fungal-bacterial cocultures. Appl. Environ. Microbiol. 2000;66:1007-1019.
97. Kanaly RA, Harayama S, Watanabe K. Rhodanobacter sp. Strain BPC1 in a benzo[a]pyrene-mineralizing bacterial consortium. Appl. Environ. Microbiol. 2002;68:5826-5833.
98. Zhao X, Zhang Y, Hu X, Hwang H. Enhanced bio-mineralization by riboflavin photosensitization and its significance to detoxification of benzo[a]pyrene. 2007, In press. Bull. Environ. Contam. Toxicol.
99. Krivobok S, Kuony S, Meyer C, Louwagie M, Willison JC, Jouanneau Y. Identifi-cation of pyrene-induced proteins in mycobacterium sp. strain 6PY1: evidence for two ring-hydroxylating dioxgenases. J. Bacteriol. 2003;185:3828-3841.
100. Ericksson M, Dalhammar G, Mohn WW. Bacteria growth and biofilm production on pyrene FEMS microbiol. Ecol. 2002;40:21-27.
101. Johnson AR, Bendixen K, Karlson U. Dectection of microbial growth on polycyclic aromatic hydrocarbons in microtiter plates by using the respiration indicator WST-1. Appl. Environ. Microbiol. 2003;68:2683-2689.
102. Martens R, Zadrazil F. Screening of white rot fungi for their ability to mineralize polycyclic aromatic hydrocarbons in soil. Folia Microbiol. 1998;43:97-103.
103. Barr DA, Aust SD. Mechanisms white rot fungi use to degrade pollutants. Environ. Sci. Technol. 1994;28:79-87.
104. Bezalel L, Hadar Y, Cerniglia CE. Mineralization of polycyclic aromatic hydrocarbons by the white-rot fungus pleurotus ostreatus. Appl. Environ. Microbiol. 1996a;62:292-295.
105. Wolter M, Zadrazil F, Martens R, Bahadir M. Degradation of eight highly condensed polycyclic aromatic hydrocarbons by pleurotus sp. florida in solid wheat straw substrate. Appl. Microbiol. Biot. 1997;48:398-404.
106. Christian V, Shrivastava R, Shukla D, Modi HA, Vyas BRM. Degradation of xenobiotic compounds by lignin-degrading white-rot fungi: enzymology and mechanisms involved. Ind. J. Exp. Biol. 2005;43:301-312.
107. Vyas BRM, Bakowski S, Šašek V, Matucha M. Degradation of anthracene by selected white-rot fungi. FEMS Microbiol. Ecol. 1994;14:65-70.
108. Tekere M, Read JS, Mattiasson B. Polycyclic aromatic hydrocarbon biodegradation in extracellular fluids and static batch cultures of selected sub-tropical white rot fungi. J. biotechnol. 2005;115:367-377.
109. Valentín L, Feijoo G, Moreira MT, Lema JM. Biodegradation of polycyclic aromatic hydrocarbons in forest and salt marsh soils by white-rot fungi. Int. Biodeterioration biodegrad. 2006;58:15-21.
110. Verdin A, Sahraoui AL, Durand R. Degradation of benzo[a]pyrene by mitosporic fungi and extracellular oxidative enzymes. Int. Biodeterioration Biodegrad. 2004;53:65-70.
111. Cajthaml T, Erbanová P, Šašek V, Moeder M. Breakdown products on metabolic pathway of degradation of benz[a]anthracene by a ligninolytic fungus. Chemosphere 2006;64:560-564.
112. Johannes C, Majcherczyk A, Huttermann A. Oxidation of acenaphthene and acenaphthylene by laccase of trametes versicolor in a laccase-mediator system. J. Biotechnol. 1998;61:151-156.
113. Majcherczyk A, Johannes C, Huttermann A. Oxidation of polycyclic aromatic hydrocarbons (PAH) by laccase of trametes versicolor. Enzyme Microb. Tech. 1998;22:35-341.
114. Moen MA, Hammel KE. Lipid-peroxidation by the manganese peroxidase of phanerochaete chrysosporium is the basis for phenanthrene oxidation by the intact fungus. Appl. Environ. Microb. 1994;60:1956-1961.
115. Günther T, Sack U, Hofrichter M, Latz M. Oxidation of PAH and PAH-derivatives by fungal and plant oxidoreductases. J. Basic Microbiol. 1998;38:113-122.
116. Potin O, Veignie E, Rafin C. Biodegradation of polycyclic aromatic hydrocarbons (PAHs) by cladosporium sphaerospermum isolated from an aged PAH contaminated soil. FEMS Microbiol. Ecol. 2004;51:71-78.
117. Eibes G, Cajthamal T, Moreira MT, Feijoo G, Lema JM. Enzymatic degradation of anthracene, dibenzothiophene and pyrene by manganese 100. peroxidase in media containing acetone. Chemosphere 2006;64:408-414.
118. Bezalel L, Hadar Y, Cerniglia CE. Enzymatic mechanisms involved in phenanthrene degradation by the white-rot fungus pleurotus ostreatus. Appl. Environ. Microb. 1997;63:2495-2501.
119. Bezalel L, Hadar Y, Fu PP, Freeman JP, Cerniglia CE. Metabolism of phenanthrene by the white-rot fungus pleurotus ostreatus. Appl. Environ. Microb. 1996b;62:2547-2553.
120. Guido C, Paolo D, Pietro C, Antonella B, Gianfranco G. Pyrene and benzo[a]pyrene metabolism by an aspergillus terreus strain isolated from a polycyclic aromatic hydrocarbons polluted soil. Biodegradation 2004;15:79-85.
121. Cerniglia CE, Gibson DT. Oxidation of benzo(a)- pyrene by the filamentous fungus cunninghamella elegans. J. Biol. Chem. 1979;254:12174-12180.
122. Launen L, Pinto L, Wiebe C, Kielmann E, Moore M. The Oxidation of pyrene and benzo(a)pyrene by nonbasidiomycete soil fungi. Can. J. Microbiol. 1995;41:477-488.
123. Bennett JW, Faison BD. Use of Fungi in Biodegradation In: Manual of Environmental Microbiology (Hurst, C.J., Ed.), American Society for Microbiology, Washington, DC, 1997; pp. 758-765.
124. Kremer S, Anke H. Fungi in Bioremediation In: Fungal Biotechnology. Chapman & Hall, Weinheim, Germany. (Anke T, Ed.), 1997; pp. 275-295.
125. Margesin R, Schinner P. Biodegradation and bioremediation of hydrocarbons in extreme environments. Appl. Micrbiol. Biotechnol. 2001;56:650-663.
126. Siron R, Pelletier E, Brochu H. Environmental factors influencing the biodegradation of petroleum hydrocarbons in cold seawater. Arch. Environ. Contam. Toxicol. 1995;28:406-416.
127. Roberto LAM, Vazquez SC, Curtosi A, Mestre MC, Pelletier E, McCormack WP. Phenanthrene biodegradation in soils using an antarctic bacterial consortium. Bioremediation J. 2006;10:191-201.
128. Viamajala S, Peyton BM, Richards LA, Petersen JN. Solubilization solution equilibria, and biodegradation of PAH's under thermophilic conditions. Chemosphere. 2007;66:1094-1106.
129. Alexander M. How toxic are toxic chemicals in soil? Environ. Sci. Technol. 1995;29:2713-2717.
130. Boyd TJ, Montgomery MT, Steele JK, Pohlman JW, Reatherford SR, Spargo BJ, Smith DC. Dissolved oxygen saturation controls PAH biodegradation in freshwater estuary sediments. Microbial Eco. 2005;49:226-235.
131. Trably E, Patureau D. Successful treatment of low-PAH-contaminated sewage sludge in aerobic bioreactors. Environ. Sci. Pollut. Res. International. 2006;12:170-176.
132. Hwang H-M, Loya JA, Perry DL, Scholze R. Interactions between subsurface microbial assemblages and mixed organic and inorganic contaminant systems. Bull. Environ. Contam. Toxicol. 1994;53:771-778.
133. Xu R, Obbard JP. Biodegradation of polycyclic aromatic hydrocarbons in oilcontaminated beach sediments treated with nutrient amendments. J. Environ. Quality. 2004;33:861-867.
134. Zitrides TG. Mutant bacteria overcome growth inhibition in industrial waste facility. Industrial Wastes. 1978;24:42-44.
135. Alexander M. Introduction to Soil Microbiology. John Wiley & Sons, New York, 1977.
136. Leys NM, Bastiaens L, Verstraete W, Springael D. Influence of the carbon/nitrogen/phosphorus ratio on polycyclic aromatic hydrocarbon degradation by mycobacterium and springomonas in soil. Appl. Microbiol. Biotechnol. 2005;66:726-736.
137. Yi H, Crowley DE. Biostimulation of PAH degradation with plants containing high concentrations of linoleic acid. Environ. Sci. Technol. 2007;41:4382-4388.
138. Bury SJ, Miller CA. Effect of micellar solubilization on biodegradation rates of hydrocarbons. Environ. Sci. Technol. 1993;27:104-110.
139. Laha S, Luthy RG. Inhibition of phenanthrene mineralization by nonionic surfactants in soil water systems. Environ. Sci. Technol. 1991;25:1920-1930.
140. Laha S, Luthy RG. Effects of nonionic surfactants on the solubilization and mineralization of phenanthrene in soil-water systems. Biotechnol. Bioengng. 1992;40:1367-1380.
141. Grimberg SJ, Stringfellow WT, Aitken MD. Quantifying the biodegradation of phenanthrene by pseudomonas stutzeri P16 in the presence of a nonionic surfactant. Appl. Environ. Microbiol. 1996;62:2387-2392.
142. Mueller JG, Chapman PJ, Pritchar PH. Action of a fluoranthene-utilizing bacterial community on polycyclic aromatic hydrocarbon components of creosote. Appl. Environ. Microbiol. 1989;55:3085-3090.
143. Stringfellow WT, Aitken MD. Comparative physiology of phenanthrene degradation by two dissimilar pseudomonads isolated from creosote-contaminated soil. Can. J. Microbiol. 1994;40:432-438.
144. Liu ZA, Jacobson M, Luthy RG. Biodegradation of naphthalene in aqueous nonionic surfactant systems. Appl. Environ. Microbiol. 1995;61:145-151.
145. Rouse JD, Sabatini DA, Suflita JM, Harwell JH. Influence of surfactants on microbial degradation of organic compounds. Crit. Rew. Environ. Sci. Technol. 1994;24:325-370.
146. Tiehm A. Degradation of polycyclic aromatic hydrocarbons in the presence of synthetic surfactants. Appl. Environ. Microbiol. 1994;60:258-263.
147. Tsomides HJ, Hughes JB, Thomas JM, Ward CH. Effect of surfactant addition on phenanthrene biodegradation in sediments. Environ. Toxicol. Chem. 1995;14:953-959.
148. Hu X, Zhao X, Hwang H-M. Comparative study of immobilized trametes versicolor laccase on nanoparticles and kaolinite. Chemosphere 2006;66:1618-1626.
149. Dipak R, Minwen LM, Guang-te W. Modeling of anthracene removal from soil columns by surfactant. Environ. Sci. Health. A. 1994;29:197-213.
150. Clarke AN, Mutch RD, Jr. Wilson DJ, Orna KH. Design and implementation of pilot scale surfactant washing/flushing technologies including surfactant reuse. Wat. Sci. Technol. 1992;26:127-135.
151. Aronstein BN, Calvillo YM, Alexander M. Effect of surfactants at low concentrations on the desorption and biodegradation of sorbed aromatic compounds in soil. Environ. Sci. Technol. 1991;25:1728-1731.
152. Aronstein BN, Alexander M. Effect of a non-ionic surfactant added to the soil surface on the biodegradation of aromatic hydrocarbons within the soil. Appl. Microbiol. Biotechnol. 1993;39:386-390.
153. Descĥenes L, Lafrance P, Villeneuve JP, Samson R. The effect of an anionic surfactant on the mobilization and biodegradation of PAHs in a creosote-contaminated soil hydrological sciences -journal- des sciences hydrologiques, 1995;40:471-484.
154. Allen CCR, Boyd DR, Hempenstall F, Jarkin MJ, Sharma ND. Contrasting effects of a nonionic surfactant on the biotransformation of polycyclic aromatic hydrocarbons to cis-dihydrodiols by soil bacteria. Appl.Environ. Microbiol. 1999;65:1335-1339.
155. Zhou W, Zhu L. Solubilization of polycyclic aromatic hydrocarbons by anionic-nonionic mixed surfactant. colloids and surfaces a: physicochem. Eng. Aspects 2005;255:145-152.
156. Zhu L, Feng S. Synergistic solubilization of polycyclic aromatic hydrocarbons by mixed anionic-nonionic surfactants. Chemosphere 2003;53:459-467.
157. Talley JW, Sleeper PM. Roadblocks to the implementation of biotreatment strategies. Ann. N.Y. Acade. Sci. 1997;829:16-29.
158. Straube WL, Nestler CC, Hansen LD, Ringleberg D, Prichard PH, Jones-Meehan J. Remediation of polyaromatic hydrocarbons (PAHs) through landfarming with biostimulation and bioaugmentation. Acta. Biotechnol. 2003;179-196.
159. Semple KT, Reid BJ, Fermor TR. Impact of composting startegies on the treatment of soils contaminated with organic pollutants. Environ. Pollut. 2001;112:269-283.
160. Guerin TE. The differential removal of ages polycyclic aromatic hydrocarbons from soil during bioremediation. Environ. Sci. Pollut. Res. 2000;7:19-26.
161. Joyce JF, Sato C, Gardenas R, Surampalli RY. Composting of polycyclic aromatic hydrocarbons in simulated municipal solid waste. Water Environ. Res. 1998;70:356-361.
162. Potter CL, Glasser JA, Chang LW, Meier JR, Dosani MA, Herrmann RF. Degradation of polycyclic aromatic hydrocarbons under bench-scale compost conditions. Environ. Sci. Technol. 1999;33:1717-1725.
163. Sasek V, Bhatt M, Cajthaml T, Malachova K, Lednicka D. Compost-mediated removal of polycyclic aromatic hydrocarbons from contaminated soil. Arch. Environ. Contam. Toxicol. 2003;44:336-342.
164. Oleszczuk P. Influence of different bulk agents on the disappearance of polycyclic aromatic hydrocarbons (PAHs) during sewage sludge composting. Water, Air, Soil Pollut. 2006;175:15-32.
165. Philp JC, Atlas RM. Bioremediation of contaminated soils and Aquifers. In Bioremediation: Applied Microbial Solutions for Real-World Environmental Cleanup; Atlas RM, Philp J, Eds.; ASM Press: Washington, DC, 2005; 139-236.
166. Lehto K, Puhakka J. Lemmetyinen, H. Photodegradation products of polycyclic aromatic hydrocarbons in water and their amenability to biodegradation. Polycycl. Aromat. Comp. 2003;23:401-416.
167. Kuo WS, Chiang YH, Lai LS, Degradation of carbofuran in water by solar photocatalysis in presence of photosensitizers. J. Environ. Sci. Heal. B. 2006;41:937-948.
168. Lin YJ, Gupta G, Baker J, Photodegradation of aroclor 1254 using diethylamine and simulated sunlight. J. Hazard. Mater. 1996;45:259-264.
169. Larson RA, Stackhouse PL, Crowley TO. Riboflavin tetraacetate: a potentially useful photosensitizing agent for the treatment of contaminated water. Environ. Sci. Technol. 1992;26:1792-1798.
170. Kagan J. Organic Photochemistry: Principles and Applications; Academic Press: San Diego, 1993.
171. Hwang H-M, Zeng K, Dong S, Yu HA. study of photoinduced toxicity of 1-aminopyrene (1-AP) to microbial assemblages and the effect of humic substances on 1-AP photolysis. Polycyclic Aromatic Hydrocarbons. 2002;22:611-620.
172. Zeng K, Hwang H-M, Yu H. Effect of dissolved humic substances on the photochemical degradation rate of 1-aminopyrene and atrazine. Inter. J. Mol. Sci. 2002a;3:1048-1057.
173. Zeng K, Hwang H-M, Yu H. Identification of 1-hydroxypyrene photoproducts and study of the effect of humic substances on its photolysis. J. Polycyclic Aromatic Compound. 2002b;22:459-467.
174. Momzikoff A, Santus R, Giraud M. A study of the photosensitizing properties of seawater. Mar. Chem. 1983;12:1-14.
175. Massad W, Criado S, Bertolotti S, Pajares A, Gianotti J, Escalada J, Amat-Guerri F, Garcia N. Photodegradation of the herbicide norflurazon sensitized by riboflavin. a kinetic and mechanistic study. Chemosphere 2004;57:455-461.
176. Smith EC, Metzler DE. The photochemical degradation of riboflavin. J. Am. Chem. Soc. 1963;85:3285-3288.
177. Ahmad I, Fasihullah O, Noor A, Ansari IA, Ali Q. Photolysis of riboflavin in aqueous solution: a kinetic study. Int. J. Pharm. 2004;280:199-208.
178. Sikorska E, Khmeinskii I, Prukala W, Williams S, Patel M, Worrall D, bourdelande J, Koput J, Sikorski M. Spectroscopy and photophysics of lumiflavins and lumichromes. J. Phys. Chem. A. 2004;108:1501-1508.
179. Arfsten DP, Schaeffer DJ, Mulveny DC. The effects of near ultraviolet radiation on the toxic effects of polycyclic aromatic hydrocarbons in animals and plants: a review. Ecotox. Environ. Safe. 1996;33:1-24.
180. Yu H. Environmental carcinogenic polycyclic aromatic hydrocarbons: photochemistry and phototoxicity. J. Environ. Sci. Heal. C, 2002;20:149-183.
181. Yan J, Wang L, Fu PP, Yu H. Photomutagenicity of 16 polycyclic aromatic hydrocarbons from the US EPA priority pollutant list. Mut. Res. 2004;557:99-108.
182. Fukuhara K, Kurihara M, Miyata N. Photochemical generation of nitric oxide from 6-Nitrobenzo[a]pyrene. J. Am. Chem. Soc.2001;123:8662-8666.
183. Hwang H-M, Shi X, Ero I, Jayasinghe A, Dong S, Yu H. Microbial ecotoxicity and mutagenicity of 1-hydroxypyrene and its photoproducts. Chemosphere 2001;45:445-451.
184. 2 film photocatalyst supported on stainless steel. Appl. Catal. B-Environ. 2003;40:287-292.
185. Cui H, H-M, Zeng K, Glover H, Yu H, Liu Y. Riboflavin-photosensitized degradation of atrazine in a freshwater environment. Chemosphere. 2002;47:991-999.
186. 2 supported on glass raschig rings. Chem. Eng. J. 2005;110:123-128.
187. 2. Appl. Catal. B-Environ. 2006;67:279-289.
188. Rababah A, Matsuzawa S. Treatment system for solid matrix contaminated with fluoranthene. II-recirculating photodegradation technique. Chemosphere 2002;46:49-57.
189. 2 nanoparticles; a study of intermediate photoproducts. J. Mol. Catal. A-Chem. 2000;160:453-460.
190. 2 film photocatalyst supported on stainless steel. Appl. Catal. B-Environ. 2003;40:287-292
191. Das S, Muneer M, Gopidas KR. Photocatalytic degradation of wastewater pollutants. titanium dioxide-mediated oxidation of polycyclic aromatic hydrocarbons. J. Photochem. Photobiol. A. 1994;77:83-88.
192. Rivas FJ, Beltran FJ, Aceto B. Chemical and photochemical degradation of acenaphthylene. Intermediate Identification. J. Hazard. Mater. 2000;75:89-98.
193. Krajewska B. Application of chitin- and chitosan-based materials for enzyme immobilizations: a review. Enzyme Microb. Technol. 2004;35:126-139.
194. Prasad KK, Mohan SV, Pati BR, Sarma PN. Immobilization of pleurotus ostreatus 1804 on PUF cubes: influence of mycelial growth pattern on laccase yield. Indian J. Biotechnol. 2006;5:84-88.
195. Jiang D, Long S, Huang J, Xiao H, Zhou J. Immobilization of pycnoporus sanguieus laccase on magnetic chitosan microspheres. Biochem. Eng. J. 2005;25:15-23.
196. Dodor DE, Hwang H-M, Ekunwe SIN. Oxidation of anthracene and benzo[a]pyrene by immobilized laccase from trametes versicolor". Enzyme Micro. Technol. 2004;35:210-217.
197. Lu L, Zhao M, Wang, Y. Immobilization of laccase by alginate-chitosan microcapsules and its use in dye decolorization. World J. Microbiol. Biotechnol. 2007;23:159-166.
198. Brandi P, D'Annibale A, Galli C, Gentili P, Pontes ASN. In search for practical advantages from the immobilization of an enzyme: the case of laccase. J. Mol. Catal. B: Enzym. 2006;41:61-69.
199. Bryjak J, Kruczkiewicz P, Rekuc A, Peczynska-Czoch W. Laccase immobilization on copolymer of butyl acrylate and ethylene glycol dimethacrylate. Biochem. Eng. J. 2007;35:325-332.
200. 4 nanoparticle composite. Biotechnol. Appl. Biochem. 2006;44:93-100.
201. Pich A, Bhattacharya S, Alder HJP, Wage T, Taubenberger A, Li Z, Van Pee K, Boehmer U, Bley T. Composite magnetic particles as carriers for laccase from trametes versicolor. Macromol. Biosci. 2006;6:301-310.
202. Diao Y, Wang Q, Fu S. Laccase stabilization by covalent binding immobilization on activated polyvinyl alcohol carrier. Lett. Appl. Microbiol.2002;35:451-456.
203. Al-Adhami AJH, Bryjak J, Greb-Markiewicz B, Pecznska-Czoch W. Immobilization of wood-rotting fungi laccases on modified cellulose and acrylic carriers. Process Biochem. 2002;37:1387-1394.
204. Jolivalt C, Brenon S, Caminade E, Mougin C, Pontie M. Immobilization of laccase from trametes versicolor on a modified PVDF microfiltration membrane: characterization of the grafted support and application in removing a phenylurea pesticide in wastewater. J. Membr. Sci. 2000;180:103-113.
205. Froehner SC, Eriksson KE, Karl E. Properties of the glycoprotein laccase immobilized by two methods. Acta Chem Scand., Series B: Org. Chem. Biochem. 1975;29:691-694.
206. Rogalski J, Jozwik E, Hatakka A, Leonowicz A. Immobilization of laccase from phlebia radiate on controlled porosity glass. J. Mol. Catal. A: Chem. 1995;95:99-108.
207. Mateescu MA, Agostinelli E, Weltrowska G, Weltrowski M, Mondovi B. Specific immobilization of laccase on p-benzoquinone-activated supports. Can. Biol. Metal. 1990;3:98-102.
208. Schwab AP, Banks MK. Biologically mediated dissipation of polyaromatic8hydrocarbons in the root zone. In bioremediation throughRhizosphere technology; Anderson TA, Coates JR. Eds., American Chemical Society: Washington, DC, 1994; 132-141.
209. Saleh S, Huang X-D, Greenberg BM, Glick BR. Phytoremediation of persistent organic contaminants in the environment. In: appied bioremediation and phytoremediation; Singh A, Ward OP. Eds., Springer-Verlag: Berlin, Germany, 2004;115-134.
210. Anastas PT, Warner JC. Green Chemistry: Theory and Practice; Oxford University Press: New York, 1998.
211. Wilson MS, MS, Herrick JB, Jeon CO, Hinman DE, Madsen FL. Horizontal transfer of PhnAc dioxygenase gene within one of two phenotypically and genotypically distinctive naphthalene-degrading guilds from adjacent soil environments. Appl. Environ. Microbiol. 2003;69:2172-2181.
212. Alnafisi A, Hughes J, Wang G, Miller III, CA. Evaluating Polycyclic Aromatic Hydrocarbons Using a Ueast Bioassay. Environ. Toxicol. Chem. 2007; 1333-1339.
213. Vache C, Camares O, Cardoso-Ferreira M-C, Dastuge B, Creveaux I, Vaury C, Bamdad M. A Potential genomic biomarker for the dectection of polycyclic aromatic hydrocarbon pollutants: multidrug resistance gene 49 in drosophila melanogaster. Environ. Toxicol. Chem. 2007;26:1418-1424.