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

(2000) BIODEGRADATION. 11(1). p.11-19
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Abstract
Degradation of branched octylphenol was studied in a bacterial culture of a Sphingomonas sp. strain. Octylphenol is considered to be the most stable degradation intermediate formed from the corresponding nonionic octylphenol polyethoxylates surfactants during biological wastewater treatment. Since octylphenol can exert estrogenic effects in wildlife, a detailed study of its biodegradation is warranted. The aerobic microbiological transformation of octylphenol was examined with and without the addition of the easily assimilable sodium acetate. In both cases the formation of the metabolite 2,4,4-trimethyl-2-pentanol, representing the intact alkyl chain as a tertiary alcohol, was observed. Since the octylphenol degradation rate was not affected by the presence of acetate, this strain did not show any diauxic metabolic behaviour when incubated with octylphenol and sodium acetate as the sources of carbon and energy. As a result of the biotransformation of octylphenol, its estrogenic potency was removed because it is the phenolic moiety that interacts with the estrogen receptors. This feature opens perspectives for the use of this strain in the framework of an adequate treatment of wastewater with high levels of alkylphenol polyethoxylates.
Keywords
NONYLPHENOL, ETHOXYLATES, TRANSFORMATION, BIOTRANSFORMATION, IDENTIFICATION, BIODEGRADATION, RAINBOW-TROUT, metabolic intermediate, octylphenol, Sphingomonas, xeno-estrogen, ALKYLPHENOL POLYETHOXYLATE SURFACTANTS, AQUATIC ENVIRONMENT, DISSOLUTION

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Chicago
Tanghe, Tom, Willem Dhooge, and Willy Verstraete. 2000. “Formation of the Metabolic Intermediate 2,4,4-trimethyl-2-pentanol During Incubation of a Shape Sphingomonas Sp. Strain with the Xeno-estrogenic Octylphenol.” Biodegradation 11 (1): 11–19.
APA
Tanghe, Tom, Dhooge, W., & Verstraete, W. (2000). Formation of the metabolic intermediate 2,4,4-trimethyl-2-pentanol during incubation of a shape Sphingomonas sp. strain with the xeno-estrogenic octylphenol. BIODEGRADATION, 11(1), 11–19.
Vancouver
1.
Tanghe T, Dhooge W, Verstraete W. Formation of the metabolic intermediate 2,4,4-trimethyl-2-pentanol during incubation of a shape Sphingomonas sp. strain with the xeno-estrogenic octylphenol. BIODEGRADATION. 2000;11(1):11–9.
MLA
Tanghe, Tom, Willem Dhooge, and Willy Verstraete. “Formation of the Metabolic Intermediate 2,4,4-trimethyl-2-pentanol During Incubation of a Shape Sphingomonas Sp. Strain with the Xeno-estrogenic Octylphenol.” BIODEGRADATION 11.1 (2000): 11–19. Print.
@article{173030,
  abstract     = {Degradation of branched octylphenol was studied in a bacterial culture of a Sphingomonas sp. strain. Octylphenol is considered to be the most stable degradation intermediate formed from the corresponding nonionic octylphenol polyethoxylates surfactants during biological wastewater treatment. Since octylphenol can exert estrogenic effects in wildlife, a detailed study of its biodegradation is warranted. The aerobic microbiological transformation of octylphenol was examined with and without the addition of the easily assimilable sodium acetate. In both cases the formation of the metabolite 2,4,4-trimethyl-2-pentanol, representing the intact alkyl chain as a tertiary alcohol, was observed. Since the octylphenol degradation rate was not affected by the presence of acetate, this strain did not show any diauxic metabolic behaviour when incubated with octylphenol and sodium acetate as the sources of carbon and energy. As a result of the biotransformation of octylphenol, its estrogenic potency was removed because it is the phenolic moiety that interacts with the estrogen receptors. This feature opens perspectives for the use of this strain in the framework of an adequate treatment of wastewater with high levels of alkylphenol polyethoxylates.},
  author       = {Tanghe, Tom and Dhooge, Willem and Verstraete, Willy},
  issn         = {0923-9820},
  journal      = {BIODEGRADATION},
  keyword      = {NONYLPHENOL,ETHOXYLATES,TRANSFORMATION,BIOTRANSFORMATION,IDENTIFICATION,BIODEGRADATION,RAINBOW-TROUT,metabolic intermediate,octylphenol,Sphingomonas,xeno-estrogen,ALKYLPHENOL POLYETHOXYLATE SURFACTANTS,AQUATIC ENVIRONMENT,DISSOLUTION},
  language     = {eng},
  number       = {1},
  pages        = {11--19},
  title        = {Formation of the metabolic intermediate 2,4,4-trimethyl-2-pentanol during incubation of a shape Sphingomonas sp. strain with the xeno-estrogenic octylphenol},
  url          = {http://dx.doi.org/10.1023/A:1026518727690},
  volume       = {11},
  year         = {2000},
}

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