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Morphology-Dependent Cell Imaging by Using a Self-Assembled Diacetylene Peptide Amphiphile
Hao Jiang1, Xiao-Yu Hu1,2, Stefanie Schlesiger3
1Institute for Organic Chemistry, University of Duisburg-Essen, 45141, Essen, Germany.
Angewandte Chemie (International Ed. in English)
|September 21, 2017
Summary
A novel cationic peptide gemini amphiphile self-assembles into various nanostructures. These assemblies become fluorescent within HeLa cells, enabling morphology-dependent cell imaging via a novel probe.
Area of Science:
- Supramolecular Chemistry
- Nanotechnology
- Biomedical Imaging
Background:
- Cationic peptide gemini amphiphiles offer unique self-assembly properties.
- Diacetylene motifs can undergo polymerization upon specific stimuli.
- Developing novel probes for cell imaging remains a key challenge in cell biology.
Purpose of the Study:
- To synthesize and characterize a novel cationic peptide gemini amphiphile with diacetylene motifs (DA2P).
- To investigate the self-assembly behavior of DA2P at different concentrations.
- To explore the potential of DA2P assemblies as a cell imaging probe, particularly their polymerization and cellular uptake characteristics.
Main Methods:
- Synthesis and characterization of the DA2P amphiphile.
- Self-assembly studies using techniques to determine nanostructure morphology (e.g., TEM, DLS).
- Cell incubation experiments with HeLa cells to observe polymerization and cellular uptake, coupled with fluorescence microscopy.
Main Results:
- DA2P self-assembles into tadpole- and bola-shaped nanostructures at low concentrations and nanofibers at higher concentrations.
- DA2P assemblies polymerize into a red fluorescent phase specifically upon incubation with HeLa cells, attributed to cell membrane interaction.
- Cellular uptake is morphology-dependent: vesicles, tadpole-, and bola-shaped assemblies enter cells, while nanofibers do not.
Conclusions:
- DA2P is a versatile cationic peptide gemini amphiphile capable of forming diverse nanostructures.
- The cell-specific polymerization of DA2P into fluorescent assemblies offers a novel platform for cell imaging.
- The observed morphology-dependent cellular uptake highlights the importance of nanostructure design for intracellular delivery and imaging applications.

