Home > Publications database > Isomer-Specific Degradation of Branched and Linear 4-Nonylphenol Isomers in an Oxic Soil |
Journal Article | PreJuSER-17435 |
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2011
American Chemical Society
Columbus, Ohio
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Please use a persistent id in citations: doi:10.1021/es200224c
Abstract: Using (14)C- and (13)C-ring-labeling, degradation of five p-nonylphenol (4-NP) isomers including four branched (4-NP(38), 4-NP(65), 4-NP(111), and 4-NP(112)) and one linear (4-NP(1)) isomers in a rice paddy soil was studied under oxic conditions. Degradation followed an availability-adjusted first-order kinetics with the decreasing order of half-life 4-NP(111) (10.3 days) > 4-NP(112) (8.4 days) > 4-NP(65) (5.8 days) > 4-NP(38) (2.1 days) > 4-NP(1) (1.4 days), which is in agreement with the order of their reported estrogenicities. One metabolite of 4-NP(111) with less polarity than the parent compound occurred rapidly and remained stable in the soil. At the end of incubation (58 days), bound residues of 4-NP(111) amounted to 54% of the initially applied radioactivity and resided almost exclusively in the humin fraction of soil organic matter, in which chemically humin-bound residues increased over incubation. Our results indicate an increase of specific estrogenicity of the remaining 4-NPs in soil as a result of the isomer-specific degradation and therefore underline the importance of understanding the individual fate (including degradation, metabolism, and bound-residue formation) of isomers for risk assessment of 4-NPs in soil. 4-NP(1) should not be used as a representative of 4-NPs for studies on their environmental behavior.
Keyword(s): Carbon Isotopes (MeSH) ; Chemical Fractionation (MeSH) ; Environment (MeSH) ; Humic Substances: analysis (MeSH) ; Isomerism (MeSH) ; Kinetics (MeSH) ; Minerals: chemistry (MeSH) ; Oryza sativa (MeSH) ; Oxygen: chemistry (MeSH) ; Phenols: chemistry (MeSH) ; Radioactivity (MeSH) ; Soil: chemistry (MeSH) ; Carbon Isotopes ; Humic Substances ; Minerals ; Phenols ; Soil ; 4-nonylphenol ; Oxygen ; J
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