1. Design Principles of Lipid-like Ionic Liquids for Gene Delivery.
- Author
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Siegel DJ, Anderson GI, Paul LM, Seibert PJ, Hillesheim PC, Sheng Y, Zeller M, Taubert A, Werner P, Balischewski C, Michael SF, and Mirjafari A
- Subjects
- DNA administration & dosage, Green Fluorescent Proteins genetics, HEK293 Cells, Humans, Plasmids, Structure-Activity Relationship, Gene Transfer Techniques, Ionic Liquids administration & dosage, Lipids administration & dosage
- Abstract
We developed lipid-like ionic liquids, containing 2-mercaptoimidazolium and 2-mercaptothiazolinium headgroups tethered to two long saturated alkyl chains, as carriers for in vitro delivery of plasmid HEK DNA into 293T cells. We employed a combination of modular design, synthesis, X-ray analysis, and computational modeling to rationalize the self-assembly and desired physicochemical and biological properties. The results suggest that thioamide-derived ionic liquids may serve as a modular platform for lipid-mediated gene delivery. This work represents a step toward understanding the structure-function relationships of these amphiphiles with long-range ordering and offering insight into design principles for synthetic vectors based on self-assembly behavior.
- Published
- 2021
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