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Soil as a source of atmospheric heptachlor epoxide
Umeå University, Faculty of Science and Technology, Department of Chemistry.
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1998 (English)In: Environmental Science and Technology, ISSN 0013-936X, E-ISSN 1520-5851, Vol. 32, no 10, 1546-1548 p.Article in journal (Refereed) Published
Abstract [en]

The chiral pesticide heptachlor can undergo photolysis to yield the racemic products heptachlor-exo-epoxide (HEPX) and photoheptachlor. Heptachlor is also metabolized to nonracemic HEPX in biological systems and soils. HEPX in ambient air samples from the southern United States and Lakes Ontario and Superior was nonracemic and enriched in the (+) enantiomer. Average enantiomer ratios (ER = areas of (+)/(-) HEPX) in these locations ranged from 1.51 to 2.02, and were similar to ER values of HEPX reported for agricultural soils. Airborne heptachlor was racemic, with ERs of 0.98-1.02. These results suggest that the main source of HEPX in ambient air is not photolysis of heptachlor, hut rather metabolism of heptachlor in soils followed by volatilization of HEPX. The study exemplifies the use of chiral analysis for investigating the environmental fate of pesticides.

Place, publisher, year, edition, pages
1998. Vol. 32, no 10, 1546-1548 p.
National Category
Earth and Related Environmental Sciences
URN: urn:nbn:se:umu:diva-5450DOI: 10.1021/es971110hISI: 000073648700028OAI: diva2:144965
Available from: 2002-01-25 Created: 2002-01-25 Last updated: 2014-09-01Bibliographically approved
In thesis
1. Enantiospecific Analysis and Environmental Behavior of Chiral Persistent Organic Pollutants (POPs)
Open this publication in new window or tab >>Enantiospecific Analysis and Environmental Behavior of Chiral Persistent Organic Pollutants (POPs)
2002 (English)Doctoral thesis, comprehensive summary (Other academic)
Abstract [en]

Many persistent organic pollutants (POPs) are chiral. These pollutants are generally released into the environment as racemates, but frequently undergo alterations in enantiomeric composition as soon as they are subjected to life chemistry processes. Enantiospecific analysis of chiral POPs is important since enantiomers of chiral compounds often exhibit differences in biological activity, and most biochemical processes in nature are stereospecific. For abiotic processes, such as air-water gas exchange, deposition and long-range air transport, enantiomeric patterns of POPs may be used as chemical markers.

The aim of the work described in this thesis was to improve our knowledge about the presence and fate of enantiomers of chiral POPs inthe environment to provide a sound basis for accurate risk assessment. The compounds included were organochlorine (OC) pesticides (α-HCH, chlordanes and o,p’-DDT), atropisomeric PCBs and some of their respective metabolites (heptachlor-exo-epoxide, oxychlordane and MeSO2-PCBs).

Analytical methods for chiral PCBs were developed, and the elution sequences of (+) and (−)-enantiomers were determined. Enantiomeric fraction (EF) was proposed as a better reflector of chiral composition than the conventional enantiomeric ratio (ER).

Enantioselective bioprocessing in various compartments was studied, with the main emphasis on factors controlling chiral composition in biota Correlations were detected between changes in EFs and differences in trophic levels. The changes were, however, not consistent for all compounds. Instead, the enantiomeric composition was found to be species-specific in the polar bear food chain and in aquatic species from the Baltic Sea. The EFs of some POPs in Baltic seals were related tonutritional status and biotransformation capacity.

Enantiomeric and isomeric patterns were used to investigate abiotic processes in the southern Baltic Sea environment and EFs were used tostudy soil as a source of atmospheric heptachlor-exo-epoxide.

90 p.
urn:nbn:se:umu:diva-9 (URN)91-7305-162-4 (ISBN)
Public defence
Available from: 2002-01-25 Created: 2002-01-25 Last updated: 2012-06-28Bibliographically approved

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