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  Elucidation of the enantiodiscrimination properties of a nonracemic chiral alignment medium through gel-based capillary electrochromatography: Separation of the mefloquine stereoisomers.

Al-Massaedh, A., Schmidt, M., Pyell, U., & Reinscheid, U. M. (2016). Elucidation of the enantiodiscrimination properties of a nonracemic chiral alignment medium through gel-based capillary electrochromatography: Separation of the mefloquine stereoisomers. ChemistryOpen, 5(5), 455-459. doi:10.1002/open.201600085.

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Item Permalink: http://hdl.handle.net/11858/00-001M-0000-002C-09A1-9 Version Permalink: http://hdl.handle.net/11858/00-001M-0000-002C-918D-9
Genre: Journal Article

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Al-Massaedh, A., Author
Schmidt, M., Author
Pyell, U., Author
Reinscheid, U. M.1, Author              
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1Department of NMR Based Structural Biology, MPI for biophysical chemistry, Max Planck Society, ou_578567              

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 Abstract: Enantiodiscrimination and enantioseparation are two highly important processes in chemistry, often performed by using NMR spectroscopy and chromatography. For a better understanding of the mechanistic details, the same system should be studied by both methods. In addition, isotropic and anisotropic NMR parameters should be obtained, the latter using alignment media so that residual dipolar couplings and chemical-shift anisotropies can be measured. Consequently, a chiral alignment medium was used for the first time in chiral gel-based capillary electrochromatography with the four stereoisomers of the antimalaria drug mefloquine as test compounds. Chromatographic data verify that enantiodiscrimination obtained with this alignment gel is caused by differences in the equilibrium constants related to associate formation. Hence, the chromatographic separation provides physicochemical data that form a basis for the understanding and optimization of alignment processes, and vice versa.

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Language(s): eng - English
 Dates: 2016-09-16
 Publication Status: Published online
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 Rev. Method: Peer
 Identifiers: DOI: 10.1002/open.201600085
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Title: ChemistryOpen
Source Genre: Journal
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Pages: - Volume / Issue: 5 (5) Sequence Number: - Start / End Page: 455 - 459 Identifier: -