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Use of Unmodified and Aminated β-Cyclodextrins for the Separation of Enantiomers of Amino Acid Derivatives by High-Performance Liquid Chromatography

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Abstract

The separation of enantiomers of amino acid derivatives with modifiers of different structures on β-cyclodextrin and aminated β-cyclodextrin by reversed-phase high-performance liquid chromatography was studied. The dependence of the capacity factors of adsorbates on the concentration of the organic component in the mobile phase was examined. It was found that the retention of amino acid derivatives on unmodified β-cyclodextrin and aminated β-cyclodextrin increases with the hydrophobicity of the modifying agent of amino acid. In addition, for aminated β-cyclodextrin, electrostatic interactions of ionized adsorbates and protonated surface amino groups substantially contribute to the retention. It was demonstrated that the recognition ability of aminated β-cyclodextrin is affected by the structure of amino acid and its degree of dissociation.

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Anan'eva, I.A., Shapovalova, E.N., Lopatin, S.A. et al. Use of Unmodified and Aminated β-Cyclodextrins for the Separation of Enantiomers of Amino Acid Derivatives by High-Performance Liquid Chromatography. Journal of Analytical Chemistry 57, 331–337 (2002). https://doi.org/10.1023/A:1014954415590

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