TY  - JOUR
AU  - Shan, J.
AU  - Jiang, B.Q.
AU  - Yu, B.
AU  - Li, CL.
AU  - Sun, YY.
AU  - Guo, HY.
AU  - Wu, JC.
AU  - Klumpp, E.
AU  - Schaeffer, A.
AU  - Ji, R.
TI  - Isomer-Specific Degradation of Branched and Linear 4-Nonylphenol Isomers in an Oxic Soil
JO  - Environmental Science & Technology
VL  - 45
SN  - 0013-936X
CY  - Columbus, Ohio
PB  - American Chemical Society
M1  - PreJuSER-17435
SP  - 8283 - 8289
PY  - 2011
N1  - This study was supported by the National Science Foundation of China (grant nos. 20777033, 20977043, and 41030746).
AB  - 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.
KW  - Carbon Isotopes
KW  - Chemical Fractionation
KW  - Environment
KW  - Humic Substances: analysis
KW  - Isomerism
KW  - Kinetics
KW  - Minerals: chemistry
KW  - Oryza sativa
KW  - Oxygen: chemistry
KW  - Phenols: chemistry
KW  - Radioactivity
KW  - Soil: chemistry
KW  - Carbon Isotopes (NLM Chemicals)
KW  - Humic Substances (NLM Chemicals)
KW  - Minerals (NLM Chemicals)
KW  - Phenols (NLM Chemicals)
KW  - Soil (NLM Chemicals)
KW  - 4-nonylphenol (NLM Chemicals)
KW  - Oxygen (NLM Chemicals)
KW  - J (WoSType)
LB  - PUB:(DE-HGF)16
C6  - pmid:21823570
UR  - <Go to ISI:>//WOS:000295245600047
DO  - DOI:10.1021/es200224c
UR  - https://juser.fz-juelich.de/record/17435
ER  -