Taking ligand-exchange chromatographic systems as an example, the effect of the stoichiometry of the solute-chiral selector interaction on the efficiency, selectivity and solute peak profile is discussed. Recent achievements and practical applications of chiral ligand-exchange chromatography are also briefly reviewed.
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http://dx.doi.org/10.1016/s0021-9673(00)00502-1 | DOI Listing |
Biomed Chromatogr
February 2025
Department of Pharmaceutical Chemistry and Analysis, ISF College of Pharmacy, Moga, Punjab, India.
Enantioseparation and enantiorecognition are crucial in the pharmaceutical analysis of chiral substances, impacting safety, efficacy, and regulatory compliance. Enantioseparation refers to the process of separating enantiomers from a mixture, typically achieved through chromatography techniques like HPLC and SFC. In contrast, enantiorecognition involves the identification of enantiomers based on their interaction with a chiral selector without the need for separation.
View Article and Find Full Text PDFJ Sep Sci
December 2024
College of Chemistry and Chemical Engineering, Yunnan Normal University, Kunming, China.
Chiral macrocycles have emerged as attractive media for chromatographic enantioseparation due to their excellent host-guest recognition properties. In this study, a new chiral stationary phase (CSP) based on 1,1'-binaphthyl chiral polyimine macrocycle (CPM) was reported. The CPM was synthesized by one-step aldehyde-amine condensation of (S)-2,2'-dihydroxy-[1,1'-binaphthalene]-3,3'-dicarboxaldehyde with 1,2-phenylenediamine and bonded on thiolated silica via the thiol-ene click reaction to afford the CSP.
View Article and Find Full Text PDFJ Org Chem
December 2024
Medicines for All Institute, Virginia Commonwealth University, Richmond, Virginia 23284-3068, United States.
Herein, we describe a new seven-step approach to prepare ()-1-(3,6-dibromopyridin-2-yl)-2-(3,5-difluorophenyl)ethan-1-amine (()-) from the inexpensive 2-(3,5-difluorophenyl)acetic acid. The key steps in the sequence include (1) the Weinreb amide-based ketone synthesis to provide an entry point to the core structure; (2) simple functional group transformations to afford the racemic amine -; and (3) dynamic kinetic resolution (DKR) to access the chiral amine ()-. This seven-step process delivered the enantiopure amine ()- in an overall isolated yield of approximately 15%.
View Article and Find Full Text PDFJ Chromatogr A
January 2025
Department of Chemistry, Faculty of Science, University of Hradec Králové, Rokitanského 62 50003 Hradec Králové, Czech Republic. Electronic address:
The distinction of lipid isomers is gaining more attention in lipidomics due to their different biochemical properties in the organism. Herein, we aimed to develop a method for the analysis of monoacylglycerol (MG) and diacylglycerol (DG) enantiomers in biological samples using chiral supercritical fluid chromatography and mass spectrometry (SFC-MS). Amylose-based chiral columns showed a certain degree of separation of MG and DG isomers, but low selectivity for the acylglycerol classes in total lipid extracts, which could not be improved by modifier composition or other chromatographic conditions.
View Article and Find Full Text PDFJ Org Chem
December 2024
Instituto de Química Orgánica General, IQOG-CSIC, Juan de la Cierva 3, 28006 Madrid, Spain.
Herein, we report the synthesis of novel dimeric urea-bridged BODIPY-carbohydrate conjugates, which display circularly polarized luminescence (CPL). The dimers are composed of diastereomerically pure, axially chiral (P or M) BODIPY monomers containing a pendant glucose (d- or l-) unit. The latter was intended to add chirality, biocompatibility, and enhanced water solubility and facilitate the chromatographic resolution of the intermediate atropisomers.
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