Thermodynamics of enantioselective adsorption of dipeptides on surface porous adsorbents with grafted antibiotics teicoplanin and vancomycin

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Abstract

The effect of temperature on the retention and enantioseparation of dipeptides (DPs) with one and two chiral centers on surface-porous adsorbents Chiral-T and Chiral-V with grafted antibiotics teicoplanin and vancomycin by linear chromatography was studied. Multidirectional temperature dependences of the retention factor were revealed: decreasing — on Chiral-T and increasing — on Chiral-V. Adsorption of DP stereoisomers on Chiral-T is characterized by exothermic effect, and on Chiral-V — by endothermic thermal effect. It was found that the solvation effect and steric factors on Chiral-T have a greater influence on the retention and enantioseparation of the stereoisomers of the studied DPs than the energetic changes. The thermodynamic characteristics of adsorption were analyzed using extrathermodynamic relationships. Statistical analysis of the compensation effect revealed a different mechanism of retention and enantioseparation of DP stereoisomers on Chiral-T and Chiral-V. The mechanism of adsorption of DP stereoisomers on Chiral-T is more influenced by the spatial configuration of the DP molecule, and on Chiral-V — by the lipophilicity of DP.

About the authors

E. N. Reshetova

Institute of Technical Chemistry, Ural Branch of the Russian Academy of Sciences

Email: lenire@yandex.ru
614013, Perm, Russia

A. S. Barashkova

Perm National Research Polytechnic University

614990, Perm, Russia

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