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Preparation and Enantioselectivity Binding Studies of a New Chiral Cobalt(II)porphyrin‐Tröger's Base Conjugate
Authors:Ameneh Tatar  Martin Valík  Jana Novotná  Martin Havlík  Bohumil Dolenský  Vladimír Král  Marie Urbanová
Institution:1. Department of Analytical Chemistry, Institute of Chemical Technology Prague, Praha, Czech Republic;2. Department of Physics and Measurements, Institute of Chemical Technology Prague, Praha, Czech Republic
Abstract:A new biscobalt(II)porphyrin]‐Tröger's base conjugate was studied as a potential receptor for methyl esters of several amino acids. The conjugate was prepared as racemate, and then resolved via preparative high‐performance liquid chromatography (HPLC) on a chiral column. The high affinity to lysine, histidine, and proline methyl esters was found by complexation studies followed by UV‐Vis spectroscopy. The studies of pure enantiomers, followed by UV‐Vis and electronic circular dichroism spectroscopy, revealed the highest enantioselectivity for lysine methyl ester. Chirality 26:361–367, 2014. © 2014 Wiley Periodicals, Inc.
Keywords:Trö  ger's base conjugate  enantioselectivity  chiral receptors
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