Abstract
Phthalates are synthesized in massive amounts to produce various plastics and have become widespread in environments following their release as a result of extensive usage and production. This has been of an environmental concern because phthalates are hepatotoxic, teratogenic, and carcinogenic by nature. Numerous studies indicated that phthalates can be degraded by bacteria and fungi under aerobic, anoxic, and anaerobic conditions. This paper gives a review on the biodegradation of phthalates and includes the following aspects: (1) the relationship between the chemical structure of phthalates and their biodegradability, (2) the biodegradation of phthalates by pure/mixed cultures, (3) the biodegradation of phthalates under various environments, and (4) the biodegradation pathways of phthalates.
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References
Ahn JY, Kim YH, Min J, Lee J (2006) Accelerated degradation of dipentyl phthalate by Fusarium oxysporum f. sp pisi cutinase and toxicity evaluation of its degradation products using bioluminescent bacteria. Curr Microbiol 52:340–344
Alatriste-Mondragon F, Iranpour R, Ahring BK (2003) Toxicity of di-(2-ethylhexyl) phthalate on the anaerobic digestion of wastewater sludge. Water Res 37:1260–1269
Amir S, Hafidi M, Merlina G, Hamdi H, Jouraiphy A, El Gharous M, Revel JC (2005) Fate of phthalic acid esters during composting of both lagooning and activated sludges. Process Biochem 40:2183–2190
Bago B, Martin Y, Mejia G, Broto-Puig F, Diaz-Ferrero J, Agut M, Comellas L (2005) Di-(2-ethylhexyl) phthalate in sewage sludge and post-treated sludge: quantitative determination by HRGC-MS and mass spectral characterization. Chemosphere 59:1191–1195
Barnabé S, Beauchesne I, Cooper DG, Nicell JA (2008) Plasticizers and their degradation products in the process streams of a large urban physicochemical sewage treatment plant. Water Res 42:153–162
Battersby NS, Wilson V (1989) Survey of the anaerobic biodegradation potential of organic-chemicals in digesting sludge. Appl Environ Microbiol 55:433-439
Benckiser G, Ottow JCG (1982) Metabolism of the plasticizer di-normal-butylphthalate by Pseudomonas pseudoalcaligenes under anaerobic conditions, with nitrate as the only electron-acceptor. Appl Environ Microbiol 44:576–578
Cartwright CD, Owen SA, Thompson IP, Burns RG (2000) Biodegradation of diethyl phthalate in soil by a novel pathway. FEMS Microbiol Lett 186:27–34
Chang HK, Zylstra GJ (1998) Novel organization of the genes for phthalate degradation from Burkholderia cepacia DBO1. J Bacteriol 180:6529–6537
Chang BV, Yang CM, Cheng CH, Yuan SY (2004) Biodegradation of phthalate esters by two bacteria strains. Chemosphere 55:533–538
Chang BV, Liao CS, Yuan SY (2005a) Anaerobic degradation of diethyl phthalate, di-n-butyl phthalate, and di-(2-ethylhexyl) phthalate from river sediment in Taiwan. Chemosphere 58:1601–1607
Chang BV, Liao GS, Yuan SY (2005b) Anaerobic degradation of di-n-butyl phthalate and di-(2-ethylhexyl) phthalate in sludge. Bull Environ Contam Toxicol 75:775–782
Chang BV, Wang TH, Yuan SY (2007) Biodegradation of four phthalate esters in sludge. Chemosphere 69:1116–1123
Chao WL, Cheng CY (2007) Effect of introduced phthalate-degrading bacteria on the diversity of indigenous bacterial communities during di-(2-ethylhexyl) phthalate (DEHP) degradation in a soil microcosm. Chemosphere 67:482–488
Chao WL, Lin CM, Shiung II, Kuo YL (2006) Degradation of di-butyl-phthalate by soil bacteria. Chemosphere 63:1377–1383
Chatterjee S, Dutta TK (2003) Metabolism of butyl benzyl phthalate by Gordonia sp strain MTCC 4818. Biochem Biophy Res Commun 309:36–43
Chatterjee S, Dutta TK (2008) Complete degradation of butyl benzyl phthalate by a defined bacterial consortium: role of individual isolates in the assimilation pathway. Chemosphere 70:933–941
Chen JA, Li X, Li J, Cao J, Qiu ZQ, Zhao Q, Xu C, Shu WQ (2007) Degradation of environmental endocrine disruptor di-2-ethylhexyl phthalate by a newly discovered bacterium, Microbacterium sp strain CQ0110Y. Appl Microbiol Biotechnol 74:676–682
Cheng HF, Chen SY, Lin JG (2000) Biodegradation of di-(2-ethylhexyl) phthalate in sewage sludge. Water Sci Technol 41:1–6
Cheung JKH, Lam RKW, Shi MY, Gu JD (2007) Environmental fate of endocrine-disrupting dimethyl phthalate esters (DMPE) under sulfate-reducing condition. Sci Total Envion 381:126–133
Choi KY, Kim D, Sul WJ, Chae JC, Zylstra GJ, Kim YM, Kim E (2005) Molecular and biochemical analysis of phthalate and terephthalate degradation by Rhodococcus sp strain DK17. FEMS Microbiol Lett 252:207–213
Dennis DA, Chapman PJ, Dagley S (1973) Degradation of protocatechuate in Pseudomonas testosteroni by a pathway involving oxidation of product of meta fission. J Bacteriol 113:521–523
Di Gennaro P, Collina E, Franzetti A, Lasagni M, Luridiana A, Pitea D, Bestetti G (2005) Bioremediation of diethylhexyl phthalate contaminated soil: a feasibility study in slurry- and solid-phase reactors. Environ Sci Technol 39:325–330
Eaton RW (2001) Plasmid-encoded phthalate catabolic pathway in Arthrobacter keyseri 12B. J Bacteriol 183:3689–3703
Eaton RW, Ribbons DW (1982) Metabolism of dibutylphthalate and phthalate by Micrococcus sp strain 12b. J Bacteriol 151:48–57
Ejlertsson J, Svensson BH (1997) Degradation of bis (2-ethylhexyl) phthalate constituents under methanogenic conditions. Biodegradation 7:501–506
Ejlertsson J, Houwen FP, Svensson BH (1996a) Anaerobic degradation of diethyl phthalate and phthalic acid during incubation of municipal solid waste from a biogas digestor. Swed J Agri Res 26:53–59
Ejlertsson J, Meyerson U, Svensson BH (1996b) Anaerobic degradation of phthalic acid esters during digestion of municipal solid waste under landfilling conditions. Biodegradation 7:345–352
Ejlertsson J, Alnervik M, Jonsson S, Svensson BH (1997) Influence of water solubility, side-chain degradability, and side-chain structure on the degradation of phthalic acid esters under methanogenic conditions. Environ Sci Technol 31:2761–2764
El-Hadj TB, Dosta J, Mata-Alvarez J (2006) Biodegradation of PAH and DEHP micro-pollutants in mesophilic and thermophilic anaerobic sewage sludge digestion. Water Sci Technol 53:99–107
Elder DJE, Kelly DJ (1994) The bacterial degradation of benzoic-acid and benzenoid compounds under anaerobic conditions—unifying trends and new perspectives. FEMS Microbiol Rev 13:441–468
Engelhardt G, Wallnofer PR (1978) Metabolism of di-normal-butyl phthalate and mono-normal-butyl phthalate by soil bacteria. Appl Environ Microbiol 35:243–246
Engelhardt G, Tillmanns G, Wallnofer PR, Hutzinger O (1977) Biodegradation of di-iso-butyl phthalate and related dialkyl phthalates by Penicillium lilacinum. Chemosphere 6:347–354
Fang HHP, Liang DW, Zhang T (2007) Aerobic degradation of diethyl phthalate by Sphingomonas sp. Bioresour Technol 98:717–720
Fauser P, Vikelsøe J, Sorensen PB, Carlsen L (2003) Phthalates, nonylphenols and LAS in an alternately operated wastewater treatment plant—fate modelling based on measured concentrations in wastewater and sludge. Water Res 37:1288–1295
Feng Z, Cui KY, Li XD, Fu JA, Sheng GY (2004) Biodegradation kinetics of phthalate esters by Pseudomonas fluoresences FS1. Process Biochem 39:1125–1129
Ganji S, Karigar C, Pujar B (1995) Metabolism of dimethylterephthalate by Aspergillus niger. Biodegradation 6:61–66
Gavala HN, Alatriste-Mondragon F, Iranpour R, Ahring BK (2003) Biodegradation of phthalate esters during the mesophilic anaerobic digestion of sludge. Chemosphere 52:673–682
Grifoll M, Selifonov SA, Chapman PJ (1994) Evidence for a novel pathway in the degradation of fluorene by Pseudomonas sp strain F274. Appl Environ Microbiol 60:2438–2449
Gu JD, Li J, Wang Y (2005) Biochemical pathway and degradation of phthalate ester isomers by bacteria. Water Sci Technol 52:241–248
Hashizume K, Nanya J, Toda C, Yasui T, Nagano H, Kojima N (2002) Phthalate esters detected in various water samples and biodegradation of the phthalates by microbes isolated from river water. Biol Pharm Bull 25:209–214
Horn O, Nalli S, Cooper D, Nicell J (2004) Plasticizer metabolites in the environment. Water Res 38:3693–3698
Jackson MA, Labeda DP, Becker LA (1996) Isolation for bacteria and fungi for the hydrolysis of phthalate and terephthalate esters. J Ind Microbiol 16:301–304
Jonsson S, Ejlertsson J, Svensson BH (2003a) Behaviour of mono- and diesters of o-phthalic acid in leachates released during digestion of municipal solid waste under landfill conditions. Adv Environ Res 7:429–440
Jonsson S, Ejlertsson J, Svensson BH (2003b) Transformation of phthalates in young landfill cells. Waste Manage 23:641–651
Jonsson S, Ejlertsson M, Ledin A, Mersiowsky I, Svensson BH (2003c) Mono- and diesters from o-phthalic acid in leachates from different European landfills. Water Res 37:609–617
Juneson C, Ward OP, Singh A (2001) Biodegradation of bis-(2-ethylhexyl) phthalate in a soil slurry-sequencing batch reactor. Process Biochem 37:305–313
Juneson C, Ward OP, Singh A (2002) Biodegradation of dimethyl phthalate with high removal rates in a packed-bed reactor. World J Microbiol Biotechnol 18:7–10
Kapanen A, Stephen JR, Bruggemann J, Kiviranta A, White DC, Itavaara M (2007) Diethyl phthalate in compost: ecotoxicological effects and response of the microbial community. Chemosphere 67:2201–2209
Karegoudar TB, Pujar BG (1984) Metabolism of diethylphthalate by a soil bacterium. Curr Microbiol 11:321–324
Keyser P, Pujar BG, Eaton RW, Ribbons DW (1976) Biodegradation of phthalates and their esters by bacteria. Environ Health Perspect 18:159–166
Kido Y, Tanaka T, Yamadaa K, Hachiyanagi H, Baba H, Iriguchi T, Uyeda M (2007) Complete degradation of the endocrine-disrupting chemical dimethyl phthalate ester by Flavobacterium sp. J Health Sci 53:740–744
Kim YH, Lee J (2005) Enzymatic degradation of dibutyl phthalate and toxicity of its degradation products. Biotechnol Lett 27:635–639
Kim YH, Lee JW, Ahn JY, Gu MB, Moon SH (2002) Enhanced degradation of an endocrine-disrupting chemical, butyl benzyl phthalate, by Fusarium oxysporum f. sp pisi cutinase. Appl Environ Microbiol 68:4684–4688
Kim YH, Lee J, Moon SH (2003) Degradation of an endocrine disrupting chemical, DEHP [di-(2-ethylhexyl)-phthalate], by Fusarium oxysporum f. sp pisi cutinase. Appl Microbiol Biotechnol 63:75–80
Kim YH, Min JH, Bae KD, Gu MB, Lee J (2005) Biodegradation of dipropyl phthalate and toxicity of its degradation products: a comparison of Fusarium oxysporum f. sp pisi cutinase and Candida cylindracea esterase. Archives of Microbiol 184:25–31
Kim YH, Seo HS, Min J, Kim YC, Ban YH, Han KY, Park JS, Bae KD, Gu MB, Lee J (2007) Enhanced degradation and toxicity reduction of dihexyl phthalate by Fusarium oxysporum f. sp pisi cutinase. J Appl Microbiol 102:221–228
Kim DS, Um H-J, Lim E-S, Min J, Kim YH (2008) Degradation of diphenyl phthalate by Sphingomonas chungbukensis. Biotechnol Lett 30:93–96
Kiyohara H, Nagao K (1978) Catabolism of phenanthrene and naphthalene by bacteria. J Gen Microbiol 105:69–75
Kleerebezem R, Mortier J, Pol LWH, Lettinga G (1997) Anaerobic pre-treatment of petrochemical effluents: terephthalic acid wastewater. Water Sci Technol 36:237–248
Kleerebezem R, Ivalo M, Pol LWH, Lettinga G (1999a) High-rate treatment of terephthalate in anaerobic hybrid reactors. Biotechnol Prog 15:347–357
Kleerebezem R, Pol LWH, Lettinga G (1999b) Anaerobic biodegradability of phthalic acid isomers and related compounds. Biodegradation 10:63–73
Kleerebezem R, Pol LWH, Lettinga G (1999c) Energetics of product formation during anaerobic degradation of phthalate isomers and benzoate. FEMS Microbiol Ecology 29:273–282
Kleerebezem R, Beckers J, Pol LWH, Lettinga G (2005) High rate treatment of terephthalic acid production wastewater in a two-stage anaerobic bioreactor. Biotechnol Bioeng 91:169–179
Kurane R (1997) Microbial degradation and treatment of polycyclic aromatic hydrocarbons and plasticizers. Ann NY Acad Sci 829:118–134
Lee SM, Koo BW, Lee SS, Kim MK, Choi DH, Hong EJ, Jeung EB, Choi IG (2004) Biodegradation of dibutylphthalate by white rot fungi and evaluation on its estrogenic activity. Enzyme Microb Technol 35:417–423
Lee SM, Lee JW, Koo BW, Kim MK, Choi DH, Choi IG (2007) Dibutyl phthalate biodegradation by the white rot fungus, Polyporus brumalis. Biotechnol Bioeng 97:1516–1522
Li H, Gu JD (2007) Complete degradation of dimethyl isoplithalate requires the biochemical cooperation between Klebsiella oxytoca Sc and Methylobacterium mesophilicum Sr Isolated from Wetland sediment. Sci Total Environ 380:181–187
Li JX, Gu JD, Pan L (2005a) Transformation of dimethyl phthalate, dimethyl isophthalate and dimethyl terephthalate by Rhodococcus rubber Sa and modeling the processes using the modified Gompertz model. Int Biodeter Biodegr 55:223–232
Li JX, Gu JD, Yao JH (2005b) Degradation of dimethyl terephthalate by Pasteurella multocida Sa and Sphingomonas paucimobilis Sy isolated from mangrove sediment. Int Biodeter Biodegr 56:158–165
Li J, Chen JA, Zhao Q, Li X, Shu WQ (2006) Bioremediation of environmental endocrine disruptor di-n-butyl phthalate ester by Rhodococcus ruber. Chemosphere 65:1627–1633
Li B, Chi J, Wu WX, Wang ZK (2007) Effect of nutrients and light on biodegradation of dibutyl phthalate and di-2-ethylexyl phthalate in haihe estuary. Bull Environ Contam Toxicol 79:80–83
Liang DW, Zhang T, Fang HHP (2007) Anaerobic degradation of dimethyl phthalate in wastewater in a UASB reactor. Water Res 41:2879–2884
Liu SM, Chi WC (2003) CO2-H2 dependent anaerobic biotransformation of phthalic acid isomers in sediment slurries. Chemosphere 52:951–958
Madsen PL, Thyme JB, Henriksen K, Moldrup P, Roslev P (1999) Kinetics of di-(2-ethylhexyl) phthalate mineralization in sludge amended soil. Environ Sci Technol 33:2601–2606
Marttinen SK, Kettunen RH, Rintala JA (2003a) Occurrence and removal of organic pollutants in sewages and landfill leachates. Sci Total Environ 301:1–12
Marttinen SK, Kettunen RH, Sormunen KM, Rintala JA (2003b) Removal of bis(2-ethylhexyl) phthalate at a sewage treatment plant. Water Res 37:1385–1393
Marttinen SK, Hanninen K, Rintala JA (2004a) Removal of DEHP in composting and aeration of sewage sludge. Chemosphere 54:265–272
Marttinen SK, Ruissalo M, Rintala JA (2004b) Removal of bis-(2-ethylhexyl) phthalate from reject water in a nitrogen-removing sequencing batch reactor. J Environ Manage 73:103–109
Maruyama K, Akita K, Naitou C, Yoshida M, Kitamura T (2005) Purification and characterization of an esterase hydrolyzing monoalkyl phthalates from Micrococcus sp YGJ1. J Biochem 137:27–32
Matsumoto M, Hirata-Koizumi M, Ema M (2008) Potential adverse effects of phthalic acid esters on human health: a review of recent studies on reproduction. Regul Toxicol Pharm 50:37–49
Mohan SV, Shailaja S, Krishna MR, Reddy KB, Sarma PN (2006) Bioslurry phase degradation of di-ethyl phthalate (DEP) contaminated soil in periodic discontinuous mode operation: influence of bioaugmentation and substrate partition. Process Biochem 41:644–652
Nakamiya K, Hashimoto S, Ito H, Edmonds JS, Yasuhara A, Morita M (2005) Microbial treatment of bis (2-ethylhexyl) phthalate in polyvinyl chloride with isolated bacteria. J Biosci Bioeng 99:115–119
Nakazawa T, Hayashi E (1977) Phthalate metabolism in Pseudomonas testosterone—accumulation of 4,5-dihydroxyphthalate by a mutant strain. J Bacteriol 131:42–48
Nalli S, Cooper DG, Nicell JA (2002) Biodegradation of plasticizers by Rhodococcus rhodochrous. Biodegradation 13:343–352
Nalli S, Cooper DG, Nicell JA (2006) Metabolites from the biodegradation of di-ester plasticizers by Rhodococcus rhodochrous. Sci Total Environ 366:286–294
Naumova RP, Zaripova SK, Usmanova LP (1986) Regulation of terephthalate catabolism in Rhodococcus rubropertinctus. Microbiology 55:729–734
Niazi JH, Karegoudar TB (2001) Degradation of dimethylphthalate by cells of Bacillus sp immobilized in calcium alginate and polyurethane foam. J Environ Sci Health Part A 36:1135–1144
Nomura Y, Nakagawa M, Ogawa N, Harashima S, Oshima Y (1992) Genes in pht plasmid encoding the initial degradation pathway of phthalate in Pseudomonas putida. J Ferm Bioeng 74:333–344
Nozawa T, Maruyama Y (1988) Anaerobic metabolism of phthalate and other aromatic-compounds by a denitrifying bacterium. J Bacteriol 170:5778–5784
O’connor OA, Rivera MD, Young LY (1989) Toxicity and biodegradation of phthalic-acid esters under methanogenic conditions. Environ Toxicol Chem 8:569–576
Oliver R, May E, Williams J (2005) The occurrence and removal of phthalates in a trickle filter STW. Water Res 39:4436–4444
Oliver R, May E, Williams J (2007) Microcosm investigations of phthalate behaviour in sewage treatment biofilms. Sci Total Environ 372:605–614
Patil N, Karegoudar T (2005) Parametric studies on batch degradation of a plasticizer di-n-butylphthalate by immobilized Bacillus sp. World J Microbiol Biotechnol 21:1493–1498
Patil NK, Kundapur R, Shouche YS, Karegoudar TB (2006) Degradation of a plasticizer, di-n-butylphthalate by Delftia sp TBKNP-05. Curr Microbiol 52:225–230
Patrauchan MA, Florizone C, Dosanjh M, Molm WW, Davies J, Eltis LD (2005) Catabolism of benzoate and phthalate in Rhodococcus sp strain RHA1: redundancies and convergence. J Bacteriol 187:4050–4063
Qiu YL, Sekiguchi Y, Imachi H, Kamagata Y, Tseng IC, Cheng SS, Ohashi A, Harada H (2004) Identification and isolation of anaerobic, syntrophic phthalate isomer-degrading microbes from methanogenic sludges treating wastewater from terephthalate manufacturing. Appl Environ Microbiol 70:1617–1626
Qiu YL, Sekiguchi Y, Hanada S, Imachi H, Tseng IC, Cheng SS, Ohashi A, Harada H, Kamagata Y (2006) Pelotomaculum terephthalicum sp nov. and Pelotomaculum isophthalicum sp nov.: two anaerobic bacteria that degrade phthalate isomers in syntrophic association with hydrogenotrophic methanogens. Archives Microbiol 185:172–182
Quan CS, Liu Q, Tian WJ, Kikuchi J, Fan SD (2005) Biodegradation of an endocrine-disrupting chemical, di-2-ethylhexyl phthalate, by Bacillus subtilis no. 66. Appl Microbiol Biotechnol 66:702–710
Rani M, Prakash D, Sobti RC, Jain RK (1996) Plasmid-mediated degradation of o-phthalate and salicylate by a Moraxella sp.. Biochem Biophys Res Commun 220:377–381
Roslev P, Vorkamp K, Aarup J, Frederiksen K, Nielsen PH (2007) Degradation of phthalate esters in an activated sludge wastewater treatment plant. Water Res 41:969-976
Roslev P, Madsen PL, Thyme JB, Henriksen K (1998) Degradation of phthalate and di-(2-ethylhexyl) phthalate by indigenous and inoculated microorganisms in sludge-amended soil. Appl Environ Microbiol 64:4711–4719
Schlafli HR, Weiss MA, Leisinger T, Cook AM (1994) Terephthalate 1,2-dioxygenase system from comamonas-testosteroni-t-2—purification and some properties of the oxygenase component. J Bacteriol 176:6644–6652
Schwarzbauer J, Heim S, Brinker S, Littke R (2002) Occurrence and alteration of organic contaminants in seepage and leakage water from a waste deposit landfill. Water Res 36:2275–2287
Shailaja S, Ramakrishna M, Mohan SV, Sarma PN (2007) Biodegradation of di-n-butyl phthalate (DnBP) in bioaugmented bioslurry phase reactor. Bioresour Technol 98:1561–1566
Shelton DR, Boyd SA, Tiedje JM (1984) Anaerobic biodegradation of phthalic-acid esters in sludge. Environ Sci Technol 18:93–97
Sivamurthy K, Swamy BM, Pujar BG (1991) Transformation of dimethylterephthalate by the fungus Sclerotium rolfsii. FEMS Microbiol Lett 79:37–40
Staples CA, Peterson DR, Parkerton TF, Adams WJ (1997) The environmental fate of phthalate esters: a literature review. Chemosphere 35:667–749
Sugatt RH, Ogrady DP, Banerjee S, Howard PH, Gledhill WE (1984) Shake flask biodegradation of 14 commercial phthalate esters. Appl Environ Microbiol 47:601–606
Tanaka T, Yamada K, Iijima T, Iriguchi T, Kido Y (2006) Complete degradation of the endocrine-disrupting chemical phthalic acid by Flavobacterium sp. J Health Sci 52:800–804
Tur MY, Huang JC (1997) Treatment of phthalic waste by anaerobic hybrid reactor. J Environ Eng-ASCE 123:1093–1099
Turner A, Rawling MC (2000) The behaviour of di-(2-ethylhexyl) phthalate in estuaries. Marine Chem 68:203–217
Vamsee-Krishna C, Mohan Y, Phale PS (2006) Biodegradation of phthalate isomers by Pseudomonas aeruginosa PP4, Pseudomonas sp PPD and Acinetobacter lwoffii ISP4. Appl Microbiol Biotechnol 72:1263–1269
Vega D, Bastide J (2003) Dimethylphthalate hydrolysis by specific microbial esterase. Chemosphere 51:663–668
Wang YP, Gu JD (2006a) Degradability of dimethyl terephthalate by Variovorax paradoxus T4 and Sphingomonas yanoikuyae DOS01 isolated from deep-ocean sediments. Ecotoxicol 15:549–557
Wang YP, Gu JD (2006b) Degradation of dimethyl isophthalate by Viarovorax paradoxus strain T4 isolated from deep-ocean sediment of the South China Sea. Human Ecol Risk Assess 12:236–247
Wang YZ, Zhou YM, Zystra GJ (1995) Molecular analysis of isophthalate and terephthalate degradation by Comamonas testosteroni YZW-D. Environ Health Perspect 103:9–12
Wang JL, Liu P, Shi HC, Qian Y (1997a) Biodegradation of phthalic acid ester in soil by indigenous and introduced microorganisms. Chemosphere 35:1747–1754
Wang JL, Liu P, Shi HC, Qian Y (1997b) Kinetics of phthalic acid ester degradation by acclimated activated sludge. Process Biochem 32:567–571
Wang JL, Chen LJ, Shi HC, Qian Y (2000) Microbial degradation of phthalic acid esters under anaerobic digestion of sludge. Chemosphere 41:1245–1248
Wang YY, Fan YZ, Gu JD (2003) Aerobic degradation of phthalic acid by Comamonas acidovoran Fy-1 and dimethyl phthalate ester by two reconstituted consortia from sewage sludge at high concentrations. World J Microbiol Biotechnol 19:811–815
Wang JL, Xuan Z, Wu WZ (2004a) Biodegradation of phthalic acid esters (PAEs) in soil bioaugmented with acclimated activated sludge. Process Biochem 39:1837–1841
Wang SG, Lin XG, Yin R, Hou YL (2004b) Effect of inoculation with arbuscular mycorrhizal fungi on the degradation of DEHP in soil. J Environ Sci China 16:458–461
Wang YY, Fan YZ, Gu JD (2004c) Dimethyl phthalate ester degradation by two planktonic and immobilized bacterial consortia. Int Biodeter Biodegr 53:93–101
Wensing M, Uhde E, Salthammer T (2005) Plastics additives in the indoor environment—flame retardants and plasticizers. Sci Total Envion 339:19–40
Wolfe NL, Steen WC, Burns LA (1980) Phthalate ester hydrolysis—linear free energy relationships. Chemosphere 9:403–408
Wu JH, Liu WT, Tseng IC, Cheng SS (2001) Characterization of microbial consortia in a terephthalate-degrading anaerobic granular sludge system. Microbiology 147:373–382
Wu DL, Mahmood Q, Zheng P, Hassan MJ (2007) Isolation and physiology of a dimethyl phthalate degrading bacterial strain YZ2. Environ Prog 26:384–390
Xia F, Zheng PZQ, Feng X (2004) Relationship between quantitative structure and biodegradability for phthalic acid ester compounds. J Zhejiang Univ (Agri Life Sci) 30:141–146
Xu XR, Li HB, Gu JD (2005) Biodegradation of an endocrine-disrupting chemical di-n-butyl phthalate ester by Pseudomonas fluorescens B-1. Int Biodeter Biodegr 55:9–15
Xu XR, Li HB, Gu JD (2007) Metabolism and biochemical pathway of n-butyl benzyl phthalate by Pseudomonas fluorescens B-1 isolated from a mangrove sediment. Ecotoxicol Environ Safety 68:379–385
Yan H, Pan G (2004) Increase in biodegradation of dimethyl phthalate by Closterium lunula using inorganic carbon. Chemosphere 55:1281–1285
Yan H, Pan G, Liang PL (2002) Effect and mechanism of inorganic carbon on the biodegradation of dimethyl phthalate by Chlorella pyrenoidosa. J Environ Sci Health Part A 37:553–562
Yuan SY, Liu C, Liao CS, Chang BV (2002) Occurrence and microbial degradation of phthalate esters in Taiwan river sediments. Chemosphere 49:1295–1299
Yuwatini E, Hata N, Taguchi S (2006) Behavior of di-(2-ethylhexyl) phthalate discharged from domestic waste water into aquatic environment. J Environ Monitor 8:191–196
Zheng Z, He P-J, Shao L-M, Lee D-J (2007) Phthalic acid esters in dissolved fractions of landfill leachates. Water Res 41:4696–4702
Zhou QH, Wu ZB, Cheng SP, He F, Fu GP (2005) Enzymatic activities in constructed wetlands and di-n-butyl phthalate (DBP) biodegradation. Soil Biol Biochem 37:1454–1459
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The authors wish to thank the Hong Kong Research Grants Council for the financial support of this study (HKU 7107/03E).
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Liang, DW., Zhang, T., Fang, H.H.P. et al. Phthalates biodegradation in the environment. Appl Microbiol Biotechnol 80, 183–198 (2008). https://doi.org/10.1007/s00253-008-1548-5
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DOI: https://doi.org/10.1007/s00253-008-1548-5