We suggested recently a novel type of pH-sensitive delivery system, "fliposomes", which contain trans-2-aminocyclohexanol-based amphiphiles that perform a conformational flip and trigger an instant cargo release in acidic media. A series of new “flipids” has been synthesized, and a good correlation between their conformational switch and the leakage of flipsomes has been observed. The diethyl esters of similar structure were shown to be good models for prediction of the flipids' conformational behavior.