4.4 Article

Enantioseparation of Flavanoids, Isoxazolines, Dansyl Amino Acids and β-Blockers on Native and Phenylcarbamoylated α, β and γ-Cyclodextrin Chiral Stationary Phases

Journal

CHEMISTRYSELECT
Volume 2, Issue 31, Pages 9992-9998

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/slct.201701847

Keywords

cyclodextrins; chiral stationary phase; enantioseparation; liquid chromatography

Funding

  1. National Natural Science Foundation of China [21575100]
  2. Tianjin Research Program of Application Foundation and Advanced Technology [17JCYBJC20500]
  3. National Program on Key Basic Research Project [2015CB856505]

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In this study, a series of native and p-methylphenylcarbamoylated cyclodextrin chiral stationary phases (CD-CSPs) were developed based on alpha, beta and gamma-cyclodextrin via ether linkage. The as-prepared CSPs were characterized by FTIR, solid-state C-13 NMR, thermogravimetric analysis and elemental analysis. Their enantioseparation properties were comprehensively investigated by using high performance liquid chromatography (HPLC) with various racemates including flavanoids, isoxazolines, dansyl amino acids and beta-blockers. The effects of CD cavity size and CD functionalities on the enantioseparation results were evaluated in detail. The correlation between analyte structures and their chiral resolution were also investigated. A reference chart has been proposed for quick choice of CD-CSPs for enantioseparation of specific racemates.

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