Fluorinated double-chain lipospermines (one or both of these chains being ended by a highly fluorinated tail of various length) which are close analogues of DOGS (Transfectam) were designed as synthetic vectors for gene delivery. For NIP ratios (N = number of amine functions of the lipid; P = number of DNA phosphates) from 0.8 to 10, these lipospermines condensed DNA, with or without the use of DOPE, to form fluorinated lipoplexes. The efficiency of the fluorinated lipoplexes to transfect lung epithelial A549 cells was significantly higher than that of the DOGS lipoplexes. No specific cell toxicity was evidenced for the fluorinated lipoplexes as compared to that of the DOGS ones. The palette of structural elements explored allowed to determine those required for efficient transfection, highlighting the importance of highly fluorinated chains, the unique properties of unsaturated double-chain lipids and of the use of DOPE as helper lipid on transfection.
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