%0 Journal Article
%A Shan, J.
%A Jiang, B.Q.
%A Yu, B.
%A Li, CL.
%A Sun, YY.
%A Guo, HY.
%A Wu, JC.
%A Klumpp, E.
%A Schaeffer, A.
%A Ji, R.
%T Isomer-Specific Degradation of Branched and Linear 4-Nonylphenol Isomers in an Oxic Soil
%J Environmental Science & Technology
%V 45
%@ 0013-936X
%C Columbus, Ohio
%I American Chemical Society
%M PreJuSER-17435
%P 8283 - 8289
%D 2011
%Z This study was supported by the National Science Foundation of China (grant nos. 20777033, 20977043, and 41030746).
%X 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.
%K Carbon Isotopes
%K Chemical Fractionation
%K Environment
%K Humic Substances: analysis
%K Isomerism
%K Kinetics
%K Minerals: chemistry
%K Oryza sativa
%K Oxygen: chemistry
%K Phenols: chemistry
%K Radioactivity
%K Soil: chemistry
%K Carbon Isotopes (NLM Chemicals)
%K Humic Substances (NLM Chemicals)
%K Minerals (NLM Chemicals)
%K Phenols (NLM Chemicals)
%K Soil (NLM Chemicals)
%K 4-nonylphenol (NLM Chemicals)
%K Oxygen (NLM Chemicals)
%K J (WoSType)
%F PUB:(DE-HGF)16
%9 Journal Article
%$ pmid:21823570
%U <Go to ISI:>//WOS:000295245600047
%R 10.1021/es200224c
%U https://juser.fz-juelich.de/record/17435