Characterization of Ascentis RP-Amide column: Lipophilicity measurement and linear solvation energy relationships.
This study investigates lipophilicity determination by chromatographic measurements using the polar embedded Ascentis RP-Amide stationary phase. As a new generation of amide-functionalized silica stationary phase, the Ascentis RP-Amide column is evaluated as a possible substitution to the n-octanol/water partitioning system for lipophilicity measurements. For this evaluation, extrapolated retention factors, log k'w, of a set of diverse compounds were determined using different methanol contents in the mobile phase. The use of n-octanol enriched mobile phase enhances the relationship between the slope (S) of the extrapolation lines and the extrapolated log k'w (the intercept of the extrapolation),as well as the correlation between log P values and the extrapolated log k'w (1:1 correlation, r2 = 0.966).In addition, the use of isocratic retention factors, at 40% methanol in the mobile phase, provides a rapid tool for lipophilicity determination. The intermolecular interactions that contribute to the retention process in the Ascentis RP-Amide phase are characterized using the solvation parameter model of Abraham.The LSER system constants for the column are very similar to the LSER constants of the n-octanol/water extraction system. Tanaka radar plots are used for quick visual comparison of the system constants of the Ascentis RP-Amide column and the n-octanol/water extraction system. The results all indicate that the Ascentis RP-Amide stationary phase can provide reliable lipophilic data.
Benhaim
Deborah
D
Institute of Chemistry, The Hebrew University of Jerusalem, Edmund Safra Campus, Jerusalem 91904, Israel.
Grushka
Eli
E
D000577:Amides / Q000737:chemistry; D002853:Chromatography, Liquid / Q000295:instrumentation*; D012117:Resins, Synthetic / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry
D000577:Amides; D012117:Resins, Synthetic; D012997:Solvents