Show simple item record Varga, Erzsébet Benkovics, Gábor Darcsi, András Várnai, Bianka Sohajda, Tamás Malanga, Milo Béni, Szabolcs 2019-11-28T10:51:59Z 2019-11-28T10:51:59Z 2019
dc.identifier.citation journalVolume=40;journalIssueNumber=21;journalTitle=ELECTROPHORESIS;pagerange=2789-2798;journalAbbreviatedTitle=ELECTROPHORESIS;
dc.identifier.uri doi:10.1002/elps.201900134
dc.description.abstract The chiral separation ability of the full library of methylated-β-cyclodextrins towards pharmacologically significant racemic drugs including basic compounds was studied by chiral capillary electrophoresis. The syntheses of all the methylated, single isomer β-cyclodextrins were revised and optimized and the aqueous solubility of the derivatives was unambiguously established. The three most relevant commercially available methylated isomeric mixtures were also included in the screening, so a total of ten various methylated CDs were investigated. The effects of the selector concentration on the enantiorecognition properties at acidic pH was investigated. Among the dimethylated β-cyclodextrins, the heptakis (2,6-di-O-methyl)-β-cyclodextrin isomer (2,6-DIMEB) resulted the most versatile chiral selector. Terbutaline was selected as a model compound for the in-depth investigation of host-guest enantiodiscrimination ability. The association constants between the two terbutaline enantiomers and 2,6-DIMEB were determined in order to support that the enantioseparation is driven by differences is host-guest-binding. The migration order of the enantiomers was confirmed by performing spiking experiments with the pure enantiomers. 1D and 2D NMR spectroscopy was applied to the 2,3-, and 2,6-DIMEB/terbutaline systems to rationalize at molecular level the different enantioseparation ability of the dimethylated β-cyclodextrin selectors. This article is protected by copyright. All rights reserved.
dc.format.extent 2789-2798
dc.relation.ispartof urn:issn:0173-0835
dc.title Comparative analysis of the full set of methylated β-cyclodextrins as chiral selectors in capillary electrophoresis
dc.type Journal Article 2019-11-07T09:31:28Z
dc.language.rfc3066 en
dc.rights.holder NULL
dc.identifier.mtmt 30739199
dc.identifier.pubmed 31295759
dc.contributor.department SE/GYTK/Farmakognóziai Intézet
dc.contributor.institution Semmelweis Egyetem

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