SummaryRetention mechanism, selectivity and physicochemical properties togetherwith theoretical surface simulation experiments of laboratory-synthesized packing materials for high performance liquid chromatography (HPLC) containing cholesterol molecules immobilized on the high qualily silica gel were studied. The chromatographic behavior of the three cholesterolbased columns (SG-CHOL, SG-MIX CHOL/AP and SG-10-CHOL) was examined with special regard to retention and selectivil",/and compared to reference materials: a l',/pical octadecylsilica column (SG-C18) and an alkylamide bonded phase (SG-AP). Temperature investigations (DSC) and molecular modeling simulations didn't bring an expected confirmation of liquid crystalline properties of materials studied. The observed phase transition was attributed to conformation change within the amide bonding.

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