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Absolute configuration of 2,2′,3,3′,6-pentachlorinatedbiphenyl (PCB 84) atropisomers

Overview of attention for article published in Environmental Science and Pollution Research, May 2017
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Title
Absolute configuration of 2,2′,3,3′,6-pentachlorinatedbiphenyl (PCB 84) atropisomers
Published in
Environmental Science and Pollution Research, May 2017
DOI 10.1007/s11356-017-9259-z
Pubmed ID
Authors

Xueshu Li, Sean R. Parkin, Hans-Joachim Lehmler

Abstract

Nineteen polychlorinated biphenyl (PCB) congeners, such as 2,2',3,3',6-pentachlorobiphenyl (PCB 84), display axial chirality because they form stable rotational isomers, or atropisomers, that are non-superimposable mirror images of each other. Although chiral PCBs undergo atropselective biotransformation and atropselectively alter biological processes, the absolute structure of only a few PCB atropisomers has been determined experimentally. To help close this knowledge gap, pure PCB 84 atropisomers were obtained by semi-preparative liquid chromatography with two serially connected Nucleodex β-PM columns. The absolute configuration of both atropisomers was determined by X-ray single-crystal diffraction. The PCB 84 atropisomer eluting first and second on the Nucleodex β-PM column correspond to (aR)-(-)-PCB 84 and (aS)-(+)-PCB 84, respectively. Enantioselective gas chromatographic analysis with the β-cyclodextrin-based CP-Chirasil-Dex CB gas chromatography column showed the same elution order as the Nucleodex β-PM column. Based on earlier reports, the atropisomers eluting first and second on the BGB-172 gas chromatography column are (aR)-(-)-PCB 84 and (aS)-(+)-PCB 84, respectively. An inversion of the elution order is observed on the Cyclosil-B gas chromatography and Cellulose-3 liquid chromatography columns. These results advance the interpretation of environmental and human biomonitoring as well as toxicological studies.

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Geographical breakdown

Country Count As %
Unknown 8 100%

Demographic breakdown

Readers by professional status Count As %
Other 1 13%
Student > Bachelor 1 13%
Professor 1 13%
Researcher 1 13%
Student > Postgraduate 1 13%
Other 0 0%
Unknown 3 38%
Readers by discipline Count As %
Medicine and Dentistry 2 25%
Agricultural and Biological Sciences 2 25%
Environmental Science 1 13%
Unknown 3 38%
Attention Score in Context

Attention Score in Context

This research output has an Altmetric Attention Score of 1. This is our high-level measure of the quality and quantity of online attention that it has received. This Attention Score, as well as the ranking and number of research outputs shown below, was calculated when the research output was last mentioned on 08 June 2017.
All research outputs
#19,440,618
of 23,911,072 outputs
Outputs from Environmental Science and Pollution Research
#5,443
of 9,883 outputs
Outputs of similar age
#243,154
of 316,647 outputs
Outputs of similar age from Environmental Science and Pollution Research
#115
of 214 outputs
Altmetric has tracked 23,911,072 research outputs across all sources so far. This one is in the 10th percentile – i.e., 10% of other outputs scored the same or lower than it.
So far Altmetric has tracked 9,883 research outputs from this source. They receive a mean Attention Score of 3.7. This one is in the 29th percentile – i.e., 29% of its peers scored the same or lower than it.
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We're also able to compare this research output to 214 others from the same source and published within six weeks on either side of this one. This one is in the 33rd percentile – i.e., 33% of its contemporaries scored the same or lower than it.