Document Detail

NP1EC degradation pathways under oxic and microxic conditions.
MedLine Citation:
PMID:  18800508     Owner:  NLM     Status:  MEDLINE    
The degradation pathway of nonylphenol ethoxyacetic acid (NP1EC) and the conditions favoring dicarboxylated alklyphenol ethoxyacetic acid (CAnP1EC; where n = the number of aliphatic carbon atoms) formation were studied in oxic microcosms constructed with organic carbon-poor soil from the Mesa soil aquifer treatment (SAT) facility (Arizona) and pristine organic carbon-rich sediments from Coyote Creek (California). Results suggest that the availability of dissolved oxygen determines the dominant biodegradation pathway; ether cleavage and the formation of NP is favored by oxic conditions, while alkyl chain oxidation and the formation of CAP1ECs is favored under microxic conditions. In the Mesa microcosms, para-NP1EC was transformed to para-nonylphenol (NP) before being rapidly transformed to nonyl alcohols via ipso-hydroxylation. In the Coyote Creek microcosms, large quantities of CAP1ECs were observed. Initially, CA8P1ECs were the dominant metabolites, but as biodegradation continued, CAP1ECs became the dominant metabolites. Compared to the CAsP1ECs, the number of CA6P1ECs peaks observed was small (< 6) even though their concentrations were high. Several novel metabolites, tentatively identified as 3-alkylchroman-4-carboxylic acids (with alkyl groups ranging from C2 to C5), were formed in the Coyote Creek microcosms. These metabolites are presumably formed from ortho-CAP1ECs by intramolecular ring closure.
John Montgomery-Brown; Yongmei Li; Wang-Hsien Ding; Gary M Mong; James A Campbell; Martin Reinhard
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't; Research Support, U.S. Gov't, Non-P.H.S.    
Journal Detail:
Title:  Environmental science & technology     Volume:  42     ISSN:  0013-936X     ISO Abbreviation:  Environ. Sci. Technol.     Publication Date:  2008 Sep 
Date Detail:
Created Date:  2008-09-19     Completed Date:  2008-10-24     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0213155     Medline TA:  Environ Sci Technol     Country:  United States    
Other Details:
Languages:  eng     Pagination:  6409-14     Citation Subset:  IM    
Department of Civil and Environmental Engineering, Stanford University, Yang & Yamazaki Environment & Energy Building, 473 Via Ortega, Stanford, California 94305-4020, USA.
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MeSH Terms
Ethylene Glycols / chemistry*
Gas Chromatography-Mass Spectrometry
Oxygen / chemistry*
Reg. No./Substance:
0/Ethylene Glycols; 27986-36-3/terics; 7782-44-7/Oxygen

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