Efficient intracellular delivery of native proteins facilitated by preorganized guanidiniums on pillar[5]arene skeleton

被引:44
作者
Guo, Shuwen [1 ]
Huang, Qiaoxian [1 ]
Wei, Jianwen [1 ]
Wang, Shengpeng [1 ,2 ]
Wang, Yitao [1 ,2 ]
Wang, Leyong [3 ]
Wang, Ruibing [1 ,2 ]
机构
[1] Univ Macau, Inst Chinese Med Sci, State Key Lab Qual Res Chinese Med, Taipa 999078, Macau, Peoples R China
[2] Univ Macau, Fac Hlth Sci, Dept Pharmaceut Sci, Taipa 999078, Macau, Peoples R China
[3] Nanjing Univ, Sch Chem & Chem Engn, Key Lab Mesoscop Chem MOE, Jiangsu Key Lab Adv Ogan Mat, Nanjing 210023, Peoples R China
基金
美国国家科学基金会;
关键词
Pillar[5]arene; Self-assembly; Preorganization; Proteins delivery; Guanidinium; DIRECT CYTOSOLIC DELIVERY; PEPTIDE; POLYMER; WATER;
D O I
10.1016/j.nantod.2022.101396
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Due to membrane impermeability of proteins, intracellular delivery of protein is of significant challenge. Although numerous protein carriers have been reported, it remains difficult to efficiently deliver proteins with different isoelectric points into cells. Herein, guanidinium perfunctionalized pillar[5]arene (GP5) was employed for efficient delivery of proteins with different isoelectric points into different cell lines, and the bioactivities of the proteins were well maintained after intracellular delivery. After comparison with linear cell-penetrating peptides, unsymmetrical guanidinium-macrocycles, primary and quaternary ammonium functionalized pillar[5]arene derivatives, and the monomer of GP5, the high protein delivery potency of GP5 was mainly attributed to the densely pre-organized guanidinium groups on both sides of the pillar[5]arene skeleton, which could not only facilitate GP5 to bind with proteins to form protein nano-aggregates, but also promote cellular uptake of proteins via interactions with cellular surface. This study offers important new insights to the design and development of cell-penetrating peptide mimetic molecules for protein transductions.(c) 2022 Elsevier Ltd. All rights reserved.
引用
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页数:8
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