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Biodegradation of an endocrine-disrupting chemical, di-2-ethylhexyl phthalate, by Bacillus subtilis No. 66

  • Applied Microbial and Cell Physiology
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Abstract

A bacterial strain capable of rapidly degrading di-2-ethylhexyl phthalate (DEHP) was isolated from soil and identified as Bacillus subtilis. The organism also utilized di-butyl phthalate, di-ethyl phthalate, di-pentyl phthalate, di-propyl phthalate, and phthalic acid as sole carbon sources; and their biodegradation ratio was over 99%, when the incubation was performed for 5 days at 30°C. The microorganism degraded di-2-ethylhexyl phthalate and di-butyl phthalate through the intermediate formation of mono-2-ethylhexyl phthalate and mono-butyl phthalate, which were then metabolized to phthalic acid and further by a protocatechuate pathway, as evidenced by oxygen uptake studies and GC-MS analysis. The decontamination of soil polluted with di-2-ethylhexyl phthalate by B. subtilis was investigated. Experimental results showed that the strain could degrade about 80% of 5 mM DEHP simply by adding 8% culture medium to soil, indicating that the degradation can occur even when other organisms are present.

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References

  • Aftring RP, Taylor BF (1981) Aerobic and anaerobic catabolism of phthalic acid by a nitrate respiring bacteria. Arch Microbiol 130:101–104

    CAS  Google Scholar 

  • Autian J (1973) Toxicity and health threats of phthalate esters: a review of the literature. Environ Health Perspect 4:3–26

    CAS  PubMed  Google Scholar 

  • Beliles R, Salina JA, Klune WM (1989) A review of di-(2-ethylhexyl) phthalate (DEHP) risk assessments. Drug Metab Rev 21:3–12

    CAS  PubMed  Google Scholar 

  • Christopher J, Owen PW, Ajay A (2002) Biodegradation of dimethyl phthalate with high removal rates in a packed-bed reactor. World J Microbiol Biotechnol 18:7–10

    Google Scholar 

  • Colin DC, Sarah AO, Ian PT, Richard GB (2000) Biodegradation of diethyl phthalate in soil by a novel pathway. FEMS Microbiol Lett 186:27–34

    Article  PubMed  Google Scholar 

  • Embley TM (1991) The liner PCR reaction: simple and robust method for sequencing amplified rRNA genes. Lett Appl Microbiol 13:171–174

    Google Scholar 

  • Engelhardt G, Wallnőfer PR, Rast HG (1976) Metabolism of o-phthalic acid by different gram-negative and gram-positive soil bacteria. Arch Microbiol 109:109–114

    CAS  Google Scholar 

  • Ganning AE, Brunk U, Dallner G (1984) Phthalate esters and their effect on the liver. Hepatology 4:541–547

    CAS  PubMed  Google Scholar 

  • Giam CS, Chan HS, Neff GS, Atlas EL (1978) Phthalate ester plasticizers: a new class of marine pollutant. Science 199:419–420

    Google Scholar 

  • Graham PR (1973) Phthalate ester plasticizers—why and how they are used. Environ Health Perspect 3:3–12

    CAS  PubMed  Google Scholar 

  • Hariklia NG, Felipe AM, Reza I, Birgitte KA (2003) Biodegradation of phthalate esters during the mesophilic anaerobic digestion of sludge. Chemosphere 52:673–682

    Article  PubMed  Google Scholar 

  • Jobling S, Reynolds T, White R, Parker MG, Sumpter JP (1995) A variety of environmentally persistent chemicals, including some phthalate plasticizers, are weakly estrogenic. Environ Health Perspect 103:582–587

    CAS  PubMed  Google Scholar 

  • Johnson G, Lulves WJ (1975) Biodegradation of di-n-butyl phthalate and di-ethylxyl phthalate in freshwater hydrosoil. J Fish Res Board Can 32:333–339

    CAS  Google Scholar 

  • Juneson C, Ward OP, Singh A (2002) Biodegradation of dimethyl phthalate with high removal rates in a packed reactor. World J Microbiol Biotechnol 18:7–10

    Article  CAS  Google Scholar 

  • Keith LM, Telliard WA (1979) Priority pollutants. I. A perspective view. Environ Sci Technol 13:416–423

    Google Scholar 

  • Keyser P, Pujar RW, Eaton RW, Ribbons DW (1976) Biodegradation of phthalates and their esters by bacteria. Environ Health Perspect 18:159–166

    CAS  PubMed  Google Scholar 

  • 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

    Article  CAS  PubMed  Google Scholar 

  • Kishimoto S (1995) Studies on the criterion of compost. Hiroshima University, Hiroshima

    Google Scholar 

  • Kurane R (1997) Microbial degradation and treatment of polycyclic aromatic hydrocarbons and plasticizers. Ann N Y Acad Sci 829:118–134

    CAS  PubMed  Google Scholar 

  • Marmur J (1961) A procedure of the isolation of deoxyribonucleic acid from microorganisms. J Mol Biol 3:208

    CAS  Google Scholar 

  • Mayer FL, Sanders HO (1973) Toxicity of phthalic acid esters in aquatic organisms. Environ Health Perspect 3:153–157

    PubMed  Google Scholar 

  • Mayer FL, Stalling DL, Johnson JL (1972) Phthalate esters as environmental contaminants. Nature 238:411–413

    CAS  PubMed  Google Scholar 

  • Nakazawa T, Hayashi E (1977) Phthalate metabolism in Pseudomonas testosteroni: accumulation of 4,5-dihydroxyphthalate by a mutant strain. J Bacteriol 131:42–48

    CAS  PubMed  Google Scholar 

  • Nielsen E, Larsen PB (1996) Toxicological evaluation and limit values for DEHP and phthalates other than DEHP. Danish Environmental Protection Agency, Copenhagen

    Google Scholar 

  • Nomura Y, Takada N, Oshima Y (1989) Isolation and identification of phthalate-utilization bacteria. J Ferment Bioeng 74:333–344

    Article  CAS  PubMed  Google Scholar 

  • Norbert S (2003) Ecotoxicity and biodegradation of phthalate monoesters. Chemosphere 53:921–926

    Article  PubMed  Google Scholar 

  • Nozawa T, Maruyama Y (1988) Denitrification by a soil bacteria with phthalate and other aromatic compounds as substrates. J Bacteriol 170:2501–2505

    CAS  PubMed  Google Scholar 

  • O’connor OA, Rivera MD, Young LY (1989) Toxicity and biodegradation of phthalic acid esters under methanogenic conditions. Environ Toxicol Chem 8:569–576

    CAS  Google Scholar 

  • O’Grady DP, Howard PH, Warner AF (1985) Activated sludge biodegradation of 12 commercial phthalate-esters. Appl Environ Microbiol 49:443–445

    Google Scholar 

  • Parker WJ, Monteith HD, Melcer H (1994) Estimation of anaerobic biodegradation rates for toxic organic compounds in municipal sludge digestion. Water Res 28:1779–1789

    Article  CAS  Google Scholar 

  • Peakall DB (1975) Phthalate esters: occurrence and biological effects. Residue Rev 54:1–41

    CAS  PubMed  Google Scholar 

  • Ribbons DW, Keyser P, Kunz DA, Taylor BF, Eaton RW, Anderson BN (1984) Microbial degradation of phthalate. In: Gibson DT (ed) Microbial degradation of organic compounds. Marcel, New York, pp 371–397

    Google Scholar 

  • Richard WE, Douglas WR (1982) Metabolism of di-butyl phthalate by Micrococcussp. strain 12 B. J Bacteriol 151:49–57

    Google Scholar 

  • Saeger VW (1976) Biodegradation of phthalic acid esters in river water and activated sludge. Appl Environ Microbiol 31:29–34

    Google Scholar 

  • Schulz CO (1989) Assessing human health risks from exposure to di (2-ethylxyl)-phthalate (DEHP) and related phthalates-scientific issues. Drug Metab Rev 21:111–120

    CAS  PubMed  Google Scholar 

  • Subhankar C, Tapan KD (2003) Metabolism of butyl benzyl phthalate by Gordonia sp. strain MTCC 4818. Biochem Biophys Res Commun 309:36–43

    Article  PubMed  Google Scholar 

  • Taylor BF (1985) An Na+-independent decarboxylation in a marine bacterium: ion-controlled biotransformations with intact cells. FEMS Microbiol Lett 29:279–283

    Article  CAS  Google Scholar 

  • Taylor BF, Curry RW, Corcoran EF (1981) Potential for biodegradation of phthalic acid esters in marine regions. Appl Environ Microbiol 42:590–595

    Google Scholar 

  • Thomas JA, Wienckowski DB, Gillies BA, Thomas MJ (1986) Effects of phthalalic acid esters (PAEs) on the neonate and aspects of tetratogenic actions. Environ Health Perspect 65:243–248

    CAS  PubMed  Google Scholar 

  • Wang JL (1995) Microbial degradation of di-n-buthyl phthalate. Chemosphere 31:4051–4056

    Article  CAS  PubMed  Google Scholar 

  • Wang J, Liu P, Qian Y (1997) Biodegradation of phthalic acid esters by immobilized microbial cells. Environ Int 6:775–782

    Article  Google Scholar 

  • Wang J, Chen L, Shi H, Qian Y (2000) Microbial degradation of phthalic acid esters under anaerobic digestion of sludge. Chemosphere 41:1245–1248

    Article  CAS  PubMed  Google Scholar 

  • Wangs TJ (1987) Diethylhexyl phthalate as an environmental contaminant—a review. Sci Total Environ 66:1–16

    Article  PubMed  Google Scholar 

  • Woodward KN (1990) Phthalate esters, cystic kidney disease in animals and possible effects on human health: a review. Hum Exp Toxicol 9:397–401

    CAS  PubMed  Google Scholar 

Download references

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Correspondence to S. D. Fan.

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Quan, C.S., Liu, Q., Tian, W.J. et al. Biodegradation of an endocrine-disrupting chemical, di-2-ethylhexyl phthalate, by Bacillus subtilis No. 66. Appl Microbiol Biotechnol 66, 702–710 (2005). https://doi.org/10.1007/s00253-004-1683-6

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  • DOI: https://doi.org/10.1007/s00253-004-1683-6

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