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      저자 : Sreenivas Kalyan Adidi (검색결과 1 건)
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        Enantioseparation and chiral recognition of a-amino acids and their derivatives on (2)-18-crown-6-tetracarboxylic acid bonded silica by capillary electrochromatography

        Enqi Wu,김경태,Sreenivas Kalyan Adidi,이영근,조종운,이원재,강종성 대한약학회 2015 Archives of Pharmacal Research Vol.38 No.8

        Capillary electrochromatographywas employed for enantioseparation ofa-amino acids and their derivatives. (-)-18-Crown-6-2,3,11,12-tetracarboxylic acid bonded on the silica was used as the chiral stationary phase and methanol/Tris-citric acid (20 mM, pH 3.0–4.5) (20:80, v/v) was used as mobile phase. The enantioseparation performance was discussed and structure-chiral separation relationship were tried to be explained. The enantiomeric resolution was increased when the pH of the mobile phase decreased or hydrogen of amino acid was substituted with halogen. The resolution of 4-bromophenylalanine was 2.37 at pH 4.5, however, this value was increased to 3.35 at pH 3.0. Bromoor chloro-substituted phenylalanine tended to show higher resolutionthanfluoro-substitutedone.Forfluoro-substituted phenylalanine the resolution was increased in order of 4-, 3and 2-substituted one. a-Methyltryptamine did not show reasonable separation. As the thermodynamic study is a useful tool to understand the chiral recognition, the temperature effect on the enantioseparation was studied and the thermodynamic parameters were calculated. The mostimportant mechanism of chiral recognition for the analytes tested could be barrier effects based on the thermodynamic calculations. The coefficient of determination between hydrophobicity and separation factor was found to be 0.87, indicating favorable separation with higher hydrophobicity of amino acids.

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