Department of Chemistry, Fudan University, 220 Handan Road, Shanghai, 200433, China.
Angew Chem Int Ed Engl. 2017 Mar 6;56(11):2999-3003. doi: 10.1002/anie.201612093. Epub 2017 Feb 7.
A series of tubular molecules with different lengths have been synthesized by attaching Trp-incorporated peptides to the pillar[5]arene backbone. The tubular molecules are able to insert into the lipid bilayer to form unimolecular transmembrane channels. One of the channels has been revealed to specifically insert into the bilayer of the Gram-positive bacteria. In contrast, this channel cannot insert into the membranes of the mammalian rat erythrocytes even at the high concentration of 100 μm. It was further demonstrated that, as a result of this high membrane selectivity, the channel exhibits efficient antimicrobial activity for the Gram-positive bacteria and very low hemolytic toxicity for mammalian erythrocytes.
通过将色氨酸掺入的肽连接到柱[5]芳烃主链上，已经合成了一系列具有不同长度的管状分子。这些管状分子能够插入脂质双层以形成单分子跨膜通道。其中一个通道已被证明能够特异性插入革兰氏阳性菌的双层中。相比之下，即使在 100μm 的高浓度下，该通道也不能插入哺乳动物大鼠红细胞的膜中。进一步证明，由于这种高的膜选择性，该通道对革兰氏阳性菌表现出有效的抗菌活性，而对哺乳动物红细胞的溶血毒性非常低。
