[eng] We disclose the results of our investigations on the influence that the insertion method of aryl-extended calix[</p><p>4]pyrrole into liposomal membranes exerts on their properties as anion carriers. We use the standard HPTS assay to</p><p>assess the transport properties of the carriers. We show that the post-insertion of the carrier, as DMSO solution, assigns</p><p>better transport activities to the “two-wall” a,a-aryl-extended calix[4]pyrrole 1 compared to the “four-wall” a,a,a,acounterpart</p><p>2. Notably, opposite results were obtained when the carriers were pre-inserted into the liposomal membranes.</p><p>We assign this difference to an improved incorporation of carrier 2 into the membrane when delivered by the</p><p>pre-insertion method. On the other hand, carrier 1 shows comparable levels of transport independently of the method</p><p>used for its incorporation. Thus, an accurate comparison of the chloride transport activities featured by these two carriers</p><p>demands their pre-incorporation in the liposomal membranes. In contrast, using the lucigenin assay with the pre-insertion</p><p>method both carriers displayed similar transport efficiencies.</p>