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Morphology‐Dependent Cell Imaging by Using a Self‐Assembled Diacetylene Peptide Amphiphile

Abstract

Herein, a novel cationic peptide gemini amphiphile containing diacetylene motifs (DA2P) is presented, which self‐assembles into novel tadpole‐ and bola‐shaped nanostructures at low concentrations and nanofibers at higher concentrations. Interestingly, the DA2P assemblies can be polymerized into a fluorescent red phase but only during incubation with HeLa cells, most likely owing to the reorganization of the diacetylene chains of DA2P upon interaction with the cell membrane. The red‐fluorescent polymerized DA2P assemblies can serve as a novel cell imaging probe. However, only vesicles, tadpole‐ and bola‐shaped DA2P assemblies can be translocated into HeLa cells, whereas the nanofiber‐like DA2P assemblies are trapped by the cell membranes and do not enter the cells. Hence, morphology‐dependent cell imaging is observed.

Ein peptidisches Zwillingsamphiphil mit Diacetylen‐Motiven bildet selbstorganisiert Kaulquappen‐ und Bola‐förmige Nanostrukturen (bei niedrigen Konzentrationen) sowie Nanofasern (bei höheren Konzentrationen). Als Folge von Diacetylen‐Polymerisation bei der Wechselwirkung mit der Zellmembran gelingt eine interessante, morphologieabhängige Zellbildgebung.

Authors:   Carsten Schmuck, Hao Jiang, Xiao-Yu Hu, Stefanie Schlesiger, Mao Li, Elio Zellermann, Shirley Knauer; Hao Jiang, Xiao‐Yu Hu, Stefanie Schlesiger, Mao Li, Eilo Zellermann, Shirley K. Knauer, Carsten Schmuck
Journal:   Angewandte Chemie
Volume:   129
edition:   46
Year:   2017
Pages:   14718
DOI:   10.1002/ange.201708168
Publication date:   17-Oct-2017
More about Angewandte Chemie
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