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Approaches to Synthesis and Isolation of Enantiomerically Pure Biologically Active Atropisomers.
Acc Chem Res
October 2022
Early Chemical Development, Pharmaceutical Sciences, Biopharmaceuticals R&D, AstraZeneca Macclesfield, Macclesfield SK10 2NA, United Kingdom.
Atropisomerism is a stereochemical phenomenon exhibited by molecules containing a rotationally restricted σ bond. Contrary to classical point chirality, the two atropisomeric stereoisomers exist as a dynamic mixture and can be interconverted without the requirement of breaking and reforming a bond. Although this feature increases structural complexity, atropisomers have become frequent targets in medicinal chemistry projects.
View Article and Find Full Text PDFA chiral metal-organic framework core-shell microspheres composite for high-performance liquid chromatography enantioseparation.
J Sep Sci
November 2021
Department of Chemistry, Yunnan Normal University, Kunming, P.R. China.
The unique features of uniform and adjustable cavities, abundant chiral active sites, and high enantioselectivity make chiral metal-organic frameworks popular as an emerging candidate for enantioselective separation. However, the wide particle size distribution and irregular shape of as-synthesized metal-organic frameworks result in low column efficiency, undesired chromatographic peak shape, and high column backpressure of such metal-organic frameworks packed columns. Herein, we report the fabrication of chiral core-shell microspheres [Cu (d-Cam) (4,4'-bpy)] @SiO composite for high-performance liquid chromatography enantioseparation to overcome the above-mentioned problems.
View Article and Find Full Text PDFResolution/separation of enantiomers.
Biomed Chromatogr
January 2014
Department of Chemistry/College of Science, Yeungnam University, Gyeongsan, 712-749, South Korea.
Phospholipid-protein coatings for chiral capillary electrochromatography.
Anal Biochem
February 2008
Laboratory of Analytical Chemistry, Department of Chemistry, University of Helsinki, PO Box 55, FIN-00014, Helsinki, Finland.
A phospholipid-bovine serum albumin (BSA) coating was developed for chiral capillary electrochromatographic separation of d- and l-tryptophan. Temperature, liposome composition, and liposome-BSA mixing and extrusion were found to have critical effects on the chiral separation of d- and l-tryptophan in terms of resolution, separation efficiency, and migration times. A solution of 0.
View Article and Find Full Text PDFOptical resolution methods.
Org Biomol Chem
August 2006
Institute of Organic Chemical Technology, University of Technology and Economics, Budapest, POB 91, Hungary.
Despite the large number of elaborate enantioselective syntheses for the preparation of a single enantiomer to achieve industrial and scientific goals, the separation and purification of enantiomers (components of racemic compounds) is also necessary. Hence, we present the most often used thought-provoking modern methods based on momentous recognitions (e.g.
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