Degradation of the endocrine-disrupting dimethyl phthalate carboxylic ester by Sphingomonas yanoikuyae DOS01 isolated from the South China Sea and the biochemical pathway

International Biodeterioration and Biodegradation

Volumn 63, Issue 4, 2009, Pages 450-455

  Gu, Ji Guang ^a   Han, Boping ^a   Duan, Shunshan ^a   Zhao, Zhenye ^b   Wang, Yuping ^b  

^a JINAN UNIVERSITY   (China)

^b UNIVERSITY OF HONG KONG   (Hong Kong)

Author keywords

Biochemical pathways; Deep ocean; Degradation; Dimethyl phthalate; Endocrine disruption

Indexed keywords

16S RRNA GENE SEQUENCES; BIOCHEMICAL PATHWAYS; CARBOXYLIC ESTERS; CULTURE MEDIUMS; DEEP-OCEAN; DEEP-OCEAN SEDIMENTS; DIMETHYL PHTHALATE; ENDOCRINE-DISRUPTION; ENERGY SOURCES; ESTERASE ACTIVITIES; MARINE MICROORGANISMS; MONO-METHYL PHTHALATE; OPTICAL DENSITIES; P-NITROPHENYL ACETATES; PHTHALATE; SOLE CARBONS; SOUTH CHINA SEAS; SPHINGOMONAS; TOTAL ORGANIC CARBONS;

BIODEGRADATION; ESTERS; FIRE HAZARDS; OCEAN ENGINEERING; OCEANOGRAPHY; ORGANIC CARBON; SEDIMENTOLOGY; ULSI CIRCUITS;

DEGRADATION;

BACTERIUM; BIOCHEMISTRY; BIODEGRADATION; DEEP SEA; ENDOCRINE DISRUPTOR; ENZYME ACTIVITY; GENE EXPRESSION; ISOLATED POPULATION; MICROBIAL ACTIVITY; PHTHALATE; RNA; TOTAL ORGANIC CARBON;

PACIFIC OCEAN; SOUTH CHINA SEA;

BACTERIA (MICROORGANISMS); SPHINGOBIUM YANOIKUYAE; SPHINGOMONAS;

EID: 67349231977     PISSN: 09648305     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ibiod.2008.12.004     Document Type: Article

References (52)

1. Autian J. Toxicity and health threats of phthalate esters: review of the literature. Environmental Health Perspectives 4 (1973) 3-26
2. Baikova S.V., Samsonova A.S., Aleshchenkova Z.M., and Shcherbina A.N. The intensification of dimethylphthalate destruction in soil. Eurasian Soil Science 32 (1999) 701-704
3. Bradford M.M. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Analytical Chemistry 72 (1976) 248-254
4. Call D.J., Markee T.P., Geiger D.L., Brooke L.T., VandeVenter F.A., Cox D.A., Genisot K.I., Robillard K.A., Gorsuch J.W., Parkerton T.F., Reiley M.C., Ankley G.T., and Mount D.R. An assessment of the toxicity of phthalate esters to freshwater benthos. 1. Aqueous exposures. Environmental Toxicology and Chemistry 20 (2001) 1798-1804
5. Cheung J.K.H., Lam R.K.W., Shi M.Y., and Gu J.-D. Environmental fate of the endocrine disruptors, dimethyl phthalate esters (DMPE), under anoxic sulfate-reducing conditions. Science of the Total Environment 381 (2007) 126-133
6. Di Cello F., Bevivino A., Chiarini L., Fani R., Paffetti D., Tabacchioni S., and Dalmastri C. Biodiversity of a Burkholderia cepacia population isolated from the maize rhizosphere at different plant growth stages. Applied and Environmental Microbiology 63 (1997) 4485-4493
7. Doull J., Cattley R., Elcombe C., Lake B.G., Swenberg J., Wilkinson C., Williams G., and van Gemert M. A cancer risk assessment of di(2-ethylhexyl)phthalate: application of the new U.S. EPA risk assessment guidelines. Regulatory Toxicology and Pharmacology 29 (1999) 327-357
8. Eaton R.W. Metabolism of dibutylphthalate and phthalate by Micrococcus sp. strain 12B. Journal of Bacteriology 152 (1982) 48-57
9. Eaton R.W. Plasmid-encoded phthalate catabolic pathway in Arthrobacter keyseri 12B. Journal of Bacteriology 183 (2001) 3689-3703
10. Eaton R.W., and Ribbons D.W. Metabolism of dimethylphthalate by Micrococcus sp. strain 12B. Journal of Bacteriology 151 (1982) 465-467
11. Fan Y., Wang Y., Qian P., and Gu J.-D. Optimization of phthalic acid batch biodegradation and the use of modified Richards model for modeling degradation. International Biodeterioration & Biodegradation 53 (2004) 57-63
12. Fromme H., Küchler T., Otto T., Pilz K., Müller J., and Wenzel A. Occurrence of phthalates and bisphenol A and F in the environment. Water Research 36 (2002) 1429-1438
13. Gryglewicz S. Lipase catalysed synthesis of sebacic and phthalic esters. Enzyme and Microbial Technology 33 (2003) 952-957
14. Gu J.-D. Microbiological deterioration and degradation of synthetic polymeric materials: recent research advances. International Biodeterioration & Biodegradation 52 (2003) 69-91
15. Gu J.-D. Microbial deterioration of synthetic and biological polymers used in engineering and construction. In: Steinbüchel A. (Ed). Biopolymers. Special Applications and General Aspects Vol. 10 (2003), Wiley-VCH Verlag GmbH, Weinheim, Germany 97-138
16. Gu J.-D. Microbial colonization of polymeric materials for space applications and mechanisms of biodeterioration: a review. International Biodeterioration & Biodegradation 59 (2007) 170-179
17. Gu J.-D., and Mitchell R. Antagonism of bacterial extracellular metabolites to freshwater-fouling invertebrate zebra mussels, Dreissena polymorpha. Journal of Microbiology 39 (2001) 133-138
18. Gu J.-D., Ford T.E., and Mitchell R. Susceptibility of electronic insulating polyimides to microbial degradation. Journal of Applied Polymer Science 62 (1996) 1029-1034
19. Gu J.-D., Ford T.E., Mitton B., and Mitchell R. Microbial degradation of polymeric materials. In: Revie W. (Ed). The Uhlig Corrosion Handbook. second ed (2000), John Wiley & Sons, New York 439-460
20. Gu J.-D., Li J., and Wang Y. Biochemical pathway and degradation of phthalate ester isomers by bacteria. Water Science and Technology 52 8 (2005) 241-248
21. Keyser P., Pujar B.G., and Eaton R.W. Biodegradation of the phthalates and their esters by bacteria. Environmental Health Perspectives 18 (1976) 159-166
22. Kim E., Aversano P., Romine M., Schneider R., and Zylstra G. Homology between genes for aromatic hydrocarbon degradation in surface and deep-subsurface Sphingomonas strains. Applied and Environmental Microbiology 62 (1996) 1467-1470
23. Kim E., Zylstra G.J., Freeman J.P., Heinze T.M., Deck J., and Cerniglia C.E. Evidence for the role of 2-hydroxychromene-2-carboxylate isomerase in the degradation of anthracene by Sphingomonas yanoikuyae B1. FEMS Microbiology Letters 153 (1997) 479-484
24. Kleerebezem R., Pol L.W.H., and Lettinga G. Anaerobic degradation of phthalate isomers by methanogenic consortia. Applied and Environmental Microbiology 65 (1999) 1152-1160
25. Li J., and Gu J.-D. Biodegradation of dimethyl terephthalate by Pasteurella multocida Sa follows an alternative biochemical pathway. Ecotoxicology 15 (2006) 391-397
26. Li J., and Gu J.-D. Biochemical cooperation between Klebsiella oxytoca Sc and Methylobacterium mesophilium Sr for complete degradation of dimethyl isophthalate. Water, Air and Soil Pollution: Focus 6 (2006) 569-574
27. Li J., and Gu J.-D. Complete degradation of dimethyl isophthalate requires the biochemical cooperation between Klebsiella oxytoca Sc and Methylobacterium mesophilicum Sr isolated from wetland sediment. Science of the Total Environment 380 (2007) 181-187
28. Li J., Gu J.-D., and Pan L. Transformation of dimethyl phthalate, dimethyl isophthalate and dimethyl terephthalate by Rhodococcus rubber Sa and modeling the processes using the modified Gompertz model. International Biodeterioration & Biodegradation 55 (2005) 223-232
29. Li J., Gu J.-D., and Yao J.-H. Degradation of dimethyl terephthalate by Pasteurella multocida Sa and Sphingomonas paucimobilis Sy isolated from mangrove sediment. International Biodeterioration & Biodegradation 56 (2005) 158-165
30. Meghji K., Ward O.P., and Araujo A. Production, purification, and properties of extracellular carboxyl esterase from Bacillus subtilis NRRL 365. Applied and Environmental Microbiology 56 (1990) 3735-3740
31. 1 mice (dermal studies) with dermal initiation/promotion study of diethylphthalate and dimethylphthalate (CAS NO. 131-11-3) in male Swiss (CD-1) mice. In: National Toxicology Program, Research Triangle Park, NC.
32. Niazi J.H., Prasad D.T., and Karegoudar T.B. Initial degradation of dimethylphthalate by esterases from Bacillus species. FEMS Microbiology Letters 196 (2001) 201-205
33. Pinyakong O., Habe H., and Omori T. The unique aromatic catabolic genes in sphingomonads degrading polycyclic aromatic hydrocarbons (PAHs). Journal of General and Applied Microbiology 49 (2003) 1-19
34. Resnick S., and Gibson D. Oxidation of 6,7-dihydro-5H-benzocycloheptene by bacterial strains expressing naphthalene dioxygenase, biphenyl dioxygenase, and toluene dioxygenase yields homochiral monol or cis-diol enantiomers as major products. Applied and Environmental Microbiology 62 (1996) 1364-1368
35. Schwarzbauer J., Heim S., Brinker S., and Littke R. Occurrence and alteration of organic contaminants in seepage and leakage water from a waste deposit landfill. Water Research 36 (2002) 2275-2287
36. Vega D., and Bastide J. Dimethylphthalae hydrolysis by specific microbial esterase. Chemosphere 51 (2003) 663-668
37. Wang Y., and Gu J.-D. Degradation of dimethyl isophthalate by Viarovorax paradoxus strain T4 isolated from deep-ocean sediment of the South China Sea. Journal of Human and Ecological Risk Assessment 12 (2006) 236-247
38. Wang Y., and Gu J.-D. Degradation of dimethyl terephthalate by Variovorax paradoxus T4 and Sphingomonas paucimobilis DOS1 of the South China Sea. Ecotoxicology 15 (2006) 549-557
39. Wang Y., and Lau P.C.K. Sequence and expression of an isocitrate dehydrogenase-encoding gene from a polycyclic aromatic hydrocarbon oxidizer, Sphingomonas yanoikuyae B1. Gene 168 (1996) 15-21
40. Wang R.F., Cao W.W., and Cerniglia C.E. PCR detection and quantitation of predominant anaerobic bacteria in human and animal fecal samples. Applied and Environmental Microbiology 62 (1996) 1242-1247
41. Wang Y.Y., Fan Y.Z., and Gu J.-D. Aerobic degradation of phthalic acid by Comamonas acidovorans Fy-1 and dimethyl phthalate ester by two reconstituted consortia from sewage sludge at high concentrations. World Journal of Microbiology & Biotechnology 19 (2003) 811-815
42. Wang Y.Y., Fan Y.Z., and Gu J.-D. Degradation of phthalic acid and dimethyl phthalate by aerobic microorganisms. Chinese Journal of Applied and Environmental Biology 9 (2003) 63-66
43. Wang Y., Fan Y., and Gu J.-D. Microbial degradation of the endocrine-disrupting chemicals phthalic acid and dimethyl phthalate ester under aerobic conditions. Bulletin of Environmental Contamination and Toxicology 71 (2003) 810-818
44. Wang Y.Y., Fan Y.Z., and Gu J.-D. Dimethyl phthalate ester degradation by two planktonic and immobilized bacterial consortia. International Biodeterioration & Biodegradation 53 (2004) 93-101
45. Wang Y., Yin B., Hong Y.-G., Yan Y., and Gu J.-D. Degradation of dimethyl carboxylic phthalate ester by Burkholderia cepacia DA2 isolated from marine sediment of South China Sea. Ecotoxicology 17 (2008) 845-852
46. Wilkinson C.F., and Lamb IV J.C. The potential health effects of phthalate esters in children's toys: a review and risk assessment. Regulatory Toxicology and Pharmacology 30 (1999) 140-155
47. Williams S.E., Woolridge E.M., Ransom S.C., Landro J.A., Babbitt P.C., and Kozarich J.W. 3-Carboxy-cis,cis-muconate lactonizing enzyme from Pseudomonas putida is homologous to the class II fumarase family: a new reaction in the evolution of a mechanistic motif. Biochemistry 31 (1992) 9786-9776
48. Xu X.R., Li H.B., and Gu J.-D. Biodegradation of an endocrine-disrupting chemical di-n-butyl phthalate ester by Pseudomonas fluorescens B-1. International Biodeterioration & Biodegradation 55 (2005) 9-15
49. Xu X.R., Li H.B., and Gu J.-D. Degradation of n-butyl benzyl phthalate by Pseudomonas fluorescens B-1 isolated from mangrove sediment. Journal of Microbiology and Biotechnology 15 (2005) 946-951
50. Xu X.R., Li H.B., Gu J.-D., and Li X.-Y. Kinetics of n-butyl benzyl phthalate degradation by a pure bacterial culture from the mangrove sediment. Journal of Hazardous Materials 140 (2007) 194-199
51. 2 suspensions under ultraviolet light irradiation. Environmental Technology 28 (2007) 1055-1061
52. Zeng F., Cui K., Li X., Fu J., and Sheng G. Biodegradation kinetics of phthalate esters by Pseudomonas fluoresences FS1. Process Biochemistry 39 (2004) 1125-1129