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

Jung Yeon Park; Dongjun Baek; Hyunggeun Min; Bongjun Yeom; Jeong Sook Ha; Yongju Kim

doi:10.1021/prechem.4c00074

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

Jung Yeon Park
, Dongjun Baek
, Hyunggeun Min
, Bongjun Yeom
, Jeong Sook Ha
, Yongju Kim^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

4 Citations (Scopus)

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.

Original language	English
Pages (from-to)	214-220
Number of pages	7
Journal	Precision Chemistry
Volume	3
Issue number	4
DOIs	https://doi.org/10.1021/prechem.4c00074
Publication status	Published - 2025 Apr 28

Bibliographical note

Publisher Copyright:
© 2024 The Authors. Co-published by University of Science and Technology of China and American Chemical Society.

Keywords

aromatic amphiphiles
aromatic anion carrier
cellular uptake
fluorescent supramolecular materials
imidazolium
vesicle

ASJC Scopus subject areas

General

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10.1021/prechem.4c00074

Cite this

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title = "Aromatic Anion Carrier via Self-Assembly with Imidazolium-Fused Aromatic Amphiphiles",

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.",

keywords = "aromatic amphiphiles, aromatic anion carrier, cellular uptake, fluorescent supramolecular materials, imidazolium, vesicle",

author = "Park, \{Jung Yeon\} and Dongjun Baek and Hyunggeun Min and Bongjun Yeom and Ha, \{Jeong Sook\} and Yongju Kim",

note = "Publisher Copyright: {\textcopyright} 2024 The Authors. Co-published by University of Science and Technology of China and American Chemical Society.",

year = "2025",

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day = "28",

doi = "10.1021/prechem.4c00074",

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T1 - Aromatic Anion Carrier via Self-Assembly with Imidazolium-Fused Aromatic Amphiphiles

AU - Park, Jung Yeon

AU - Baek, Dongjun

AU - Min, Hyunggeun

AU - Yeom, Bongjun

AU - Ha, Jeong Sook

AU - Kim, Yongju

PY - 2025/4/28

Y1 - 2025/4/28

N2 - 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.

AB - 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.

KW - aromatic amphiphiles

KW - aromatic anion carrier

KW - cellular uptake

KW - fluorescent supramolecular materials

KW - imidazolium

KW - vesicle

UR - https://www.scopus.com/pages/publications/105003890387

U2 - 10.1021/prechem.4c00074

DO - 10.1021/prechem.4c00074

M3 - Article

AN - SCOPUS:105003890387

SN - 2771-9316

VL - 3

SP - 214

EP - 220

JO - Precision Chemistry

JF - Precision Chemistry

IS - 4

ER -

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

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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