Institute of Chemical Research of Catalonia (ICIQ), The Barcelona Institute of Science and Technology, Avgda. Països Catalans 16, 43007, Tarragona, Spain.
Departament de Química Analítica i Química Orgànica, Universitat Rovira i Virgili, c/Marcel⋅lí Domingo, 1, 43007, Tarragona, Spain.
Chemistry. 2019 Mar 27;25(18):4775-4781. doi: 10.1002/chem.201806169. Epub 2019 Mar 4.
We disclose the results of our investigations on the influence that the insertion method of aryl-extended calix[4]pyrrole into liposomal membranes exerts on their properties as anion carriers. We use the standard HPTS assay to assess the transport properties of the carriers. We show that the post-insertion of the carrier, as DMSO solution, assigns better transport activities to the "two-wall" α,α-aryl-extended calix[4]pyrrole 1 compared to the "four-wall" α,α,α,α-counterpart 2. Notably, opposite results were obtained when the carriers were pre-inserted into the liposomal membranes. We assign this difference to an improved incorporation of carrier 2 into the membrane when delivered by the pre-insertion method. On the other hand, carrier 1 shows comparable levels of transport independently of the method used for its incorporation. Thus, an accurate comparison of the chloride transport activities featured by these two carriers demands their pre-incorporation in the liposomal membranes. In contrast, using the lucigenin assay with the pre-insertion method both carriers displayed similar transport efficiencies.
我们公开了对芳基扩展杯[4]吡咯插入脂质体膜的方法对其作为阴离子载体的性质的影响的研究结果。我们使用标准的 HPTS 测定法来评估载体的传输性能。我们表明,与“四壁”α,α,α,α-对应物 2 相比,载体以 DMSO 溶液形式进行的后置插入会赋予“两壁”α,α-芳基扩展杯[4]吡咯 1 更好的传输活性。值得注意的是,当载体预先插入脂质体膜中时,得到了相反的结果。我们将这种差异归因于通过预插入方法输送时,载体 2 更好地掺入到膜中。另一方面,无论采用哪种方法来掺入载体 1,其传输水平都相当。因此,要准确比较这两种载体的氯离子运输活性,需要将它们预先掺入脂质体膜中。相比之下,使用预插入方法和发光素测定法,两种载体的传输效率都相似。