Ionic liquids with thioether motifs as synthetic cationic lipids for gene delivery

Jamie C. Gaitor; Lauren M. Paul; Melissa M. Reardon; Taha Hmissa; Samuel Minkowicz; Matthew Regner; Yinghong Sheng; Scott F. Michael; Sharon Isern; Arsalan Mirjafari

doi:10.1039/C7CC03235H

Ionic liquids with thioether motifs as synthetic cationic lipids for gene delivery†

Jamie C. Gaitor,^a Lauren M. Paul,^b Melissa M. Reardon,^a Taha Hmissa,^a Samuel Minkowicz,^a Matthew Regner,^a Yinghong Sheng,^a Scott F. Michael,^b Sharon Isern^b and Arsalan Mirjafari

*^a

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^a Department of Chemistry and Physics, Florida Gulf Coast University, Fort Myers, Florida 33965, USA
E-mail: amirjafari@fgcu.edu

^b Department of Biological Sciences, Florida Gulf Coast University, Fort Myers, Florida 33965, USA

Abstract

This study introduces a novel class of imidazolium- and ammonium-based ionic liquids possessing two C₁₂ and C₁₄ tails and thioether linkers designed for lipoplex-mediated DNA delivery. Imidazolium-based ionic liquids displayed efficient gene delivery properties with low toxicity. Thiol–yne click chemistry was employed for the facile and robust synthesis of these thioether-based cationic lipioids with enhanced lipophilicity and low fluidity.

Chemical Communications

Ionic liquids with thioether motifs as synthetic cationic lipids for gene delivery†

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Ionic liquids with thioether motifs as synthetic cationic lipids for gene delivery

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