Citation: Kaiya Wang, Minzan Zuo, Tao Zhang, Huilan Yue, Xiao-Yu Hu. Pillar[5]arene–modified peptide-guanidiniocarbonylpyrrol amphiphiles with gene transfection properties[J]. Chinese Chemical Letters, ;2023, 34(5): 107848. doi: 10.1016/j.cclet.2022.107848 shu

Pillar[5]arene–modified peptide-guanidiniocarbonylpyrrol amphiphiles with gene transfection properties

Kaiya Wang ^a ,
Minzan Zuo ^a ,
Tao Zhang ^a ,
Huilan Yue ^b ,
Xiao-Yu Hu ^{a, b, *,}

a.
College of Materials Science and Technology, Nanjing University of Aeronautics and Astronautics, Nanjing 211106, China
b.
Qinghai Provincial Key Laboratory of Tibetan Medicine Research and Key Laboratory of Tibetan Medicine Research, Northwest Institute of Plateau Biology, Chinese Academy of Sciences, Xining 810008, China

huxy@nuaa.edu.cn

Received Date: 23 June 2022
Revised Date: 20 September 2022
Accepted Date: 22 September 2022
Available Online: 27 September 2022

Figures(6)

Pillar[5]arene–modified amphiphilic peptides with varying numbers of guanidiniocarbonylpyrrol (GCP) moieties have been successfully synthesized, which can self-assemble to multivalent cationic superstructures in aqueous solutions. These assembled peptides can condense DNA into various compact multimolecular aggregates to achieve successful intracellular DNA delivery and demonstrate great potential for gene transfection. Transfection efficiencies of the self-assembled superstructures have been evaluated in vitro with HeLa and HEK 293T cells. We demonstrate that GCP moiety could enhance the cell transfection ability, owing to its excellent binding towards cytomembrane. It was also found that subtle structure difference in peptides 2 and 3 could result in distinct transfection efficacy, which makes it possible to gain an in-depth understanding of their structure-activity relationship. This work presents a good example of rational structural design in achieving effective gene transfection vectors.
- Pillar[5]arene,
- Guanidinocarbonylpyrrole,
- Gene transfection,
- Amphiphiles,
- Structure-activity relationship
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