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Linear free energy relationship as a tool for characterization of three teicoplanin‐based chiral stationary phases under various mobile phase compositions
Author(s) -
Kalíková Květa,
Lokajová Jana,
Tesařová Eva
Publication year - 2006
Publication title -
journal of separation science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.72
H-Index - 102
eISSN - 1615-9314
pISSN - 1615-9306
DOI - 10.1002/jssc.200600017
Subject(s) - taft equation , chemistry , free energy relationship , polarizability , phase (matter) , teicoplanin , composition (language) , polar , chromatography , chemical physics , organic chemistry , molecule , kinetics , physics , quantum mechanics , vancomycin , biology , bacteria , reaction rate constant , substituent , genetics , staphylococcus aureus , linguistics , philosophy , astronomy
Teicoplanin, teicoplanin aglycon, and methylated teicoplanin aglycon chiral stationary phases (CSPs) have been compared on the basis of the regression coefficients calculated from the linear free energy relationship (LFER) equation. The parameters have been obtained from the measurements of a set of 34 structurally diverse solutes. Influence of mobile phase composition – variation of methanol (MeOH) content – on the participation of different interactions types in the retention mechanism has been evaluated. Retention of the various interaction forces in analytes differs with both the CSP and the mobile phase composition. Hydrophobic interactions play a major role in mobile phases for high buffer contents. The more hydrophobic the CSP, the more important are they in the retention mechanism. With increase of MeOH contents in the mobile phase the major role in the interaction mechanism is shifted to more polar forces in which basicity and dipolarity/polarizability dominate. Although the LFER model does not address chiral aspects, we have attempted to explore the importance of the individual interactions in chiral discrimination of amino acids and their N ‐ tert ‐butyloxycarbonyl derivatives.