Formation of the metabolic intermediate 2,4,4-trimethyl-2-pentanol during incubation of a shape Sphingomonas sp. strain with the xeno-estrogenic octylphenol

作者: Tom Tanghe

DOI: 10.1023/A:1026518727690

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摘要: Degradation of branched octylphenol was studied in abacterial culture a Sphingomonas sp. strain.Octylphenol is considered to be the most stabledegradation intermediate formed from correspondingnonionic polyethoxylates surfactantsduring biological wastewater treatment. Sinceoctylphenol can exert estrogenic effects wildlife,a detailed study its biodegradation warranted.The aerobic microbiological transformation ofoctylphenol examined with and without additionof easily assimilable sodium acetate. In bothcases formation metabolite2,4,4-trimethyl-2-pentanol, representing intactalkyl chain as tertiary alcohol, observed. Sincethe degradation rate not affected bythe presence acetate, this strain did show anydiauxic metabolic behaviour when incubated withoctylphenol acetate sources ofcarbon energy. As result thebiotransformation octylphenol, estrogenicpotency removed because it phenolic moietythat interacts estrogen receptors. Thisfeature opens perspectives for use strainin framework an adequate treatment ofwastewater high levels alkylphenolpolyethoxylates.

参考文章(31)
J M Thomas, J R Yordy, J A Amador, M Alexander, Rates of dissolution and biodegradation of water-insoluble organic compounds. Applied and Environmental Microbiology. ,vol. 52, pp. 290- 296 ,(1986) , 10.1128/AEM.52.2.290-296.1986
G Stucki, M Alexander, Role of dissolution rate and solubility in biodegradation of aromatic compounds. Applied and Environmental Microbiology. ,vol. 53, pp. 292- 297 ,(1987) , 10.1128/AEM.53.2.292-297.1987
F. Sima Sariaslani, David B. Harper, I. John Higgins, Microbial degradation of hydrocarbons. Catabolism of 1-phenylalkanes by Nocardia salmonicolor. Biochemical Journal. ,vol. 140, pp. 31- 45 ,(1974) , 10.1042/BJ1400031
Yukiko Tabira, Makoto Nakai, Daisuke Asai, Yoshikuni Yakabe, Yoshiko Tahara, Teruo Shinmyozu, Masato Noguchi, Mineo Takatsuki, Yasuyuki Shimohigashi, Structural requirements of para-alkylphenols to bind to estrogen receptor FEBS Journal. ,vol. 262, pp. 240- 245 ,(1999) , 10.1046/J.1432-1327.1999.00422.X
C. G. van Ginkel, A. G. M. Kroon, Metabolic pathway for the biodegradation of octadecylbis(2-hydroxyethyl)amine Biodegradation. ,vol. 3, pp. 435- 443 ,(1992) , 10.1007/BF00240365
Sylvia Gimeno, Hans Komen, Paul W. M. Venderbosch, Tim Bowmer, Disruption of sexual differentiation in genetic male common carp (Cyprinus carpio) exposed to an alkylphenol during different life stages Environmental Science & Technology. ,vol. 31, pp. 2884- 2890 ,(1997) , 10.1021/ES970215H
E. J. Routledge, D. Sheahan, C. Desbrow, G. C. Brighty, M. Waldock, J. P. Sumpter, Identification of Estrogenic Chemicals in STW Effluent. 2. In Vivo Responses in Trout and Roach Environmental Science & Technology. ,vol. 32, pp. 1559- 1565 ,(1998) , 10.1021/ES970796A
M.A. Blackburn, M.J. Waldock, Concentrations of alkylphenols in rivers and estuaries in England and Wales Water Research. ,vol. 29, pp. 1623- 1629 ,(1995) , 10.1016/0043-1354(94)00340-D
Q. W. Osburn, J. H. Benedict, Polyethoxylated alkyl phenols: Relationship of structure to biodegradation mechanism Journal of the American Oil Chemists' Society. ,vol. 43, pp. 141- 146 ,(1966) , 10.1007/BF02646288