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@ARTICLE{Shan:17435,
author = {Shan, J. and Jiang, B.Q. and Yu, B. and Li, CL. and Sun,
YY. and Guo, HY. and Wu, JC. and Klumpp, E. and Schaeffer,
A. and Ji, R.},
title = {{I}somer-{S}pecific {D}egradation of {B}ranched and
{L}inear 4-{N}onylphenol {I}somers in an {O}xic {S}oil},
journal = {Environmental Science $\&$ Technology},
volume = {45},
issn = {0013-936X},
address = {Columbus, Ohio},
publisher = {American Chemical Society},
reportid = {PreJuSER-17435},
pages = {8283 - 8289},
year = {2011},
note = {This study was supported by the National Science Foundation
of China (grant nos. 20777033, 20977043, and 41030746).},
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.},
keywords = {Carbon Isotopes / Chemical Fractionation / Environment /
Humic Substances: analysis / Isomerism / Kinetics /
Minerals: chemistry / Oryza sativa / Oxygen: chemistry /
Phenols: chemistry / Radioactivity / Soil: chemistry /
Carbon Isotopes (NLM Chemicals) / Humic Substances (NLM
Chemicals) / Minerals (NLM Chemicals) / Phenols (NLM
Chemicals) / Soil (NLM Chemicals) / 4-nonylphenol (NLM
Chemicals) / Oxygen (NLM Chemicals) / J (WoSType)},
cin = {IBG-3},
ddc = {050},
cid = {I:(DE-Juel1)IBG-3-20101118},
pnm = {Terrestrische Umwelt},
pid = {G:(DE-Juel1)FUEK407},
shelfmark = {Engineering, Environmental / Environmental Sciences},
typ = {PUB:(DE-HGF)16},
pubmed = {pmid:21823570},
UT = {WOS:000295245600047},
doi = {10.1021/es200224c},
url = {https://juser.fz-juelich.de/record/17435},
}