Volume 26, Issue 8 pp. 361-367
Regular Article

Preparation and Enantioselectivity Binding Studies of a New Chiral Cobalt(II)porphyrin-Tröger's Base Conjugate

Ameneh Tatar

Ameneh Tatar

Department of Analytical Chemistry, Institute of Chemical Technology Prague, Praha, Czech Republic

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Martin Valík

Martin Valík

Department of Analytical Chemistry, Institute of Chemical Technology Prague, Praha, Czech Republic

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Jana Novotná

Jana Novotná

Department of Analytical Chemistry, Institute of Chemical Technology Prague, Praha, Czech Republic

Department of Physics and Measurements, Institute of Chemical Technology Prague, Praha, Czech Republic

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Martin Havlík

Martin Havlík

Department of Analytical Chemistry, Institute of Chemical Technology Prague, Praha, Czech Republic

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Bohumil Dolenský

Bohumil Dolenský

Department of Analytical Chemistry, Institute of Chemical Technology Prague, Praha, Czech Republic

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Vladimír Král

Vladimír Král

Department of Analytical Chemistry, Institute of Chemical Technology Prague, Praha, Czech Republic

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Marie Urbanová

Marie Urbanová

Department of Physics and Measurements, Institute of Chemical Technology Prague, Praha, Czech Republic

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First published: 13 May 2014
Citations: 7
Correspondence to: Bohumil Dolenský, Department of Analytical Chemistry, Institute of Chemical Technology Prague, Technická 5, 166 28, Praha 6, Czech Republic. E-mail: [email protected]

ABSTRACT

A new bis[cobalt(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.

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