Degradation of 4-n-nonylphenol under nitrate reducing conditions

Nonylphenol (NP) is an endocrine disruptor present as a pollutant in river sediment. Biodegradation of NP can reduce its toxicological risk. As sediments are mainly anaerobic, degradation of linear (4-n-NP) and branched nonylphenol (tNP) was studied under methanogenic, sulphate reducing and denitrifying conditions in NP polluted river sediment. Anaerobic bioconversion was observed only for linear NP under denitrifying conditions. The microbial population involved herein was further studied by enrichment and molecular characterization. The largest change in diversity was observed between the enrichments of the third and fourth generation, and further enrichment did not affect the diversity. This implies that different microorganisms are involved in the degradation of 4-n-NP in the sediment. The major degrading bacteria were most closely related to denitrifying hexadecane degraders and linear alkyl benzene sulphonate (LAS) degraders. The molecular structures of alkanes and LAS are similar to the linear chain of 4-n-NP, this might indicate that the biodegradation of linear NP under denitrifying conditions starts at the nonyl chain. Initiation of anaerobic NP degradation was further tested using phenol as a structure analogue. Phenol was chosen instead of an aliphatic analogue, because phenol is the common structure present in all NP isomers while the structure of the aliphatic chain differs per isomer. Phenol was degraded in all cases, but did not affect the linear NP degradation under denitrifying conditions and did not initiate the degradation of tNP and linear NP under the other tested conditions.

[1]  S. Goodison,et al.  16S ribosomal DNA amplification for phylogenetic study , 1991, Journal of bacteriology.

[2]  P. de Vos,et al.  Cultivation of Denitrifying Bacteria: Optimization of Isolation Conditions and Diversity Study , 2006, Applied and Environmental Microbiology.

[3]  K. Henriksen,et al.  Degradation of 4-nonylphenol in homogeneous and nonhomogeneous mixtures of soil and sewage sludge. , 2001, Environmental science & technology.

[4]  K. Martens,et al.  Oxygen concentration profiles in sediments of two ancient lakes: Lake Baikal (Siberia, Russia) and Lake Malawi (East Africa) , 1998, Hydrobiologia.

[5]  R. Sturm Biodegradability of nonionic surfactants: Screening test for predicting rate and ultimate biodegradation , 1973, Journal of the American Oil Chemists' Society.

[6]  A. Bergman,et al.  Biodegradation of 4-nonylphenol in seawater and sediment. , 1993, Environmental pollution.

[7]  A. Stams,et al.  Growth of Syntrophic Propionate-Oxidizing Bacteria with Fumarate in the Absence of Methanogenic Bacteria , 1993, Applied and environmental microbiology.

[8]  J. Lalucat,et al.  Biology of Pseudomonas stutzeri , 2006, Microbiology and Molecular Biology Reviews.

[9]  D. Schlosser,et al.  Microbial degradation of nonylphenol and other alkylphenols—our evolving view , 2006, Applied Microbiology and Biotechnology.

[10]  Zhongtang Yu,et al.  Comparisons of Different Hypervariable Regions of rrs Genes for Use in Fingerprinting of Microbial Communities by PCR-Denaturing Gradient Gel Electrophoresis , 2004, Applied and Environmental Microbiology.

[11]  James R. Cole,et al.  The RDP (Ribosomal Database Project) continues , 2000, Nucleic Acids Res..

[12]  G. Fuchs,et al.  Anaerobic degradation of phenol by pure cultures of newly isolated denitrifying pseudomonads , 1987, Archives of Microbiology.

[13]  B. Chang,et al.  Anaerobic degradation of nonylphenol in sludge. , 2005, Chemosphere.

[14]  K. Bernard,et al.  Isolation and characterization of a new bacterium carboxylating phenol to benzoic acid under anaerobic conditions , 1996, Journal of bacteriology.

[15]  L. Young,et al.  Anaerobic Biodegradation of n-Hexadecane by a Nitrate-Reducing Consortium , 2008, Applied and Environmental Microbiology.

[16]  F. Widdel,et al.  Anaerobic degradation of phenol and phenol derivatives by Desulfobacterium phenolicum sp. nov. , 1986, Archives of Microbiology.

[17]  W. Püttmann,et al.  Occurrence and behaviour of 4-nonylphenol in river water of Germany. , 2003, Journal of environmental monitoring : JEM.

[18]  A. Marinoni,et al.  Characterization of Recalcitrant Intermediates from Biotransformation of the Branched Alkyl Side Chain of Nonylphenol Ethoxylate Surfactants , 1998 .

[19]  Tero Väisänen,et al.  Methane fluxes at the sediment-water interface in some boreal lakes and reservoirs , 2006 .

[20]  W. Ding,et al.  Occurrence and concentrations of aromatic surfactants and their degradation products in river waters of Taiwan , 1999 .

[21]  O. Drzyzga,et al.  Reclassification of Desulfobacterium phenolicum as Desulfobacula phenolica comb. nov. and description of strain SaxT as Desulfotignum balticum gen. nov., sp. nov. , 2001, International journal of systematic and evolutionary microbiology.

[22]  Cristian S. Calude The mathematical theory of information , 2007 .

[23]  R. Berner A New Geochemical Classification of Sedimentary Environments , 1981 .

[24]  L. Young,et al.  Degradation of toluene and m-xylene and transformation of o-xylene by denitrifying enrichment cultures , 1991, Applied and environmental microbiology.

[25]  R. Tandlich,et al.  The effect of terpenes on the biodegradation of polychlorinated biphenyls by Pseudomonas stutzeri. , 2001, Chemosphere.

[26]  K. Liber,et al.  An integrated evaluation of the persistence and effects of 4‐nonylphenol in an experimental littoral ecosystem , 1999 .

[27]  L. Ju,et al.  Degradation of n-Hexadecane and Its Metabolites by Pseudomonas aeruginosa under Microaerobic and Anaerobic Denitrifying Conditions , 2000, Applied and Environmental Microbiology.

[28]  T. Grotenhuis,et al.  Bioavailability and biodegradation of nonylphenol in sediment determined with chemical and bioanalysis , 2008, Environmental toxicology and chemistry.

[29]  D. Focht Strategies for the improvement of aerobic metabolism of polychlorinated biphenyls , 1995 .

[30]  B. Chang,et al.  Degradation of nonylphenol by anaerobic microorganisms from river sediment. , 2004, Chemosphere.

[31]  B. Chang,et al.  Anaerobic degradation of nonylphenol in soil , 2007, Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes.

[32]  W. Giger,et al.  4-Nonylphenol in sewage sludge: accumulation of toxic metabolites from nonionic surfactants. , 1984, Science.

[33]  A. Stams,et al.  A highly purified enrichment culture couples the reductive dechlorination of tetrachloroethene to growth , 1993, Applied and environmental microbiology.

[34]  Romà Tauler,et al.  Occurrence and transport of PAHs, pesticides and alkylphenols in sediment samples along the Ebro River Basin , 2010 .

[35]  W. Benson,et al.  Environmental estrogenic effects of alkylphenol ethoxylates. , 1996, Critical reviews in toxicology.

[36]  J. Tiedje,et al.  Numerically Dominant Denitrifying Bacteria from World Soils , 1977, Applied and environmental microbiology.