Aromatic Anion Carrier via Self-Assembly with Imidazolium-Fused Aromatic Amphiphiles

The transport of anions across cell membranes is difficult because of the negatively charged outer surfaces of cell membranes. To overcome this limitation, herein, we report a system for transporting aromatic anions across cellular membranes via self-assembly using a synthetic imidazolium-fused arom...

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Published inPrecision Chemistry Vol. 3; no. 4; pp. 214 - 220
Main Authors Park, Jung Yeon, Baek, Dongjun, Min, Hyunggeun, Yeom, Bongjun, Ha, Jeong Sook, Kim, Yongju
Format Journal Article
LanguageEnglish
Published United States University of Science and Technology of China and American Chemical Society 28.04.2025
American Chemical Society
Subjects
aromatic anion carrier
imidazolium
vesicle
aromatic amphiphiles
fluorescent supramolecular materials
cellular uptake
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ISSN2771-9316
2771-9316
DOI10.1021/prechem.4c00074

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Abstract The transport of anions across cell membranes is difficult because of the negatively charged outer surfaces of cell membranes. To overcome this limitation, herein, we report a system for transporting aromatic anions across cellular membranes via self-assembly using a synthetic imidazolium-fused aromatic amphiphile. The amphiphile with cationic and aromatic groups in close proximity to each other could interact with anionic pyranine via electrostatic and aromatic interactions to form supramolecular vesicles. Supramolecular vesicles based on the synthetic imidazolium-fused aromatic amphiphile and pyranine complex transport anionic aromatic pyranine across the membranes of live MCF-7 cells without cytotoxicity.
AbstractList The transport of anions across cell membranes is difficult because of the negatively charged outer surfaces of cell membranes. To overcome this limitation, herein, we report a system for transporting aromatic anions across cellular membranes via self-assembly using a synthetic imidazolium-fused aromatic amphiphile. The amphiphile with cationic and aromatic groups in close proximity to each other could interact with anionic pyranine via electrostatic and aromatic interactions to form supramolecular vesicles. Supramolecular vesicles based on the synthetic imidazolium-fused aromatic amphiphile and pyranine complex transport anionic aromatic pyranine across the membranes of live MCF-7 cells without cytotoxicity.
The transport of anions across cell membranes is difficult because of the negatively charged outer surfaces of cell membranes. To overcome this limitation, herein, we report a system for transporting aromatic anions across cellular membranes via self-assembly using a synthetic imidazolium-fused aromatic amphiphile. The amphiphile with cationic and aromatic groups in close proximity to each other could interact with anionic pyranine via electrostatic and aromatic interactions to form supramolecular vesicles. Supramolecular vesicles based on the synthetic imidazolium-fused aromatic amphiphile and pyranine complex transport anionic aromatic pyranine across the membranes of live MCF-7 cells without cytotoxicity.
The transport of anions across cell membranes is difficult because of the negatively charged outer surfaces of cell membranes. To overcome this limitation, herein, we report a system for transporting aromatic anions across cellular membranes via self-assembly using a synthetic imidazolium-fused aromatic amphiphile. The amphiphile with cationic and aromatic groups in close proximity to each other could interact with anionic pyranine via electrostatic and aromatic interactions to form supramolecular vesicles. Supramolecular vesicles based on the synthetic imidazolium-fused aromatic amphiphile and pyranine complex transport anionic aromatic pyranine across the membranes of live MCF-7 cells without cytotoxicity.The transport of anions across cell membranes is difficult because of the negatively charged outer surfaces of cell membranes. To overcome this limitation, herein, we report a system for transporting aromatic anions across cellular membranes via self-assembly using a synthetic imidazolium-fused aromatic amphiphile. The amphiphile with cationic and aromatic groups in close proximity to each other could interact with anionic pyranine via electrostatic and aromatic interactions to form supramolecular vesicles. Supramolecular vesicles based on the synthetic imidazolium-fused aromatic amphiphile and pyranine complex transport anionic aromatic pyranine across the membranes of live MCF-7 cells without cytotoxicity.
Author Kim, Yongju
Yeom, Bongjun
Min, Hyunggeun
Baek, Dongjun
Ha, Jeong Sook
Park, Jung Yeon
AuthorAffiliation Korea University
KU-KIST Graduate School of Converging Science and Technology
Department of Chemical and Biological Engineering
Department of Chemical Engineering
Chemical and Biological Integrative Research Center
Korea Institute of Science and Technology
Department of Integrative Energy Engineering
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Keywords aromatic anion carrier
imidazolium
vesicle
aromatic amphiphiles
fluorescent supramolecular materials
cellular uptake
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The transport of anions across cell membranes is difficult because of the negatively charged outer surfaces of cell membranes. To overcome this limitation,...
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Title Aromatic Anion Carrier via Self-Assembly with Imidazolium-Fused Aromatic Amphiphiles
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