Chiral resolution of diphenylalanine by high-performance liquid chromatography on a crown-ether-based chiral stationary phase and by NMR spectroscopy |
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| Authors: | W. Lee E. Bang W. Lee |
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| Affiliation: | (1) College of Pharmacy, Chosun University, 375 Seoseok-Dong, Dong-Ku, 501-759 Kwangju, Republic of Korea;(2) Korea Basic Science Institute, Seoul Branch, 136-701 Seoul, Republic of Korea;(3) Department of Biochemistry and HTSD-NMR Laboratory, College of Science, Yonsei University, 120-749 Seoul, Republic of Korea |
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| Abstract: | Summary The enantiomers of diphenylalanine (DPA) were well separated by chiral HPLC and NMR spectroscopy on the chiral stationary phase (CSP) derived from (18-crown-6)-2,3,11,12-tetracarboxylic acid (18-C-6-TA). The chromatographic parameters such as separation factors and retention times were greatly influenced by the mobile phase conditions. The (+)-18-C-6-TA used in the CSP was also employed as a chiral solvating agent for the enantiodiscrimination of the DPA enantiomers by NMR spectroscopy. The proton of the DPA analyte showing the chemical shift nonequivalences was used in determining the enantiomeric composition of the analyte. |
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| Keywords: | Column liquid chromatography NMR spectroscopy Chiral solvating agent 18-Crown-6-tetracarboxylic acid |
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