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Issue 9, 2014
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Cationic lipophosphoramidates with two different lipid chains: synthesis and evaluation as gene carriers

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Abstract

Cationic lipids constitute a family of synthetic vectors commonly used for nucleic acids delivery. We herein report the results of a systematic study that aimed to compare the transfection efficacies of cationic lipophosphoramidates possessing either two identical lipid chains (termed symmetric cationic lipids) or two different lipid chains (non-symmetric cationic lipids). In addition, we also compared the transfection results of such a ‘molecular approach’ (the two different lipid chains being included in the same molecule) with those of a ‘supramolecular approach’ in which two types of symmetrical cationic lipids were mixed in one liposomal formulation. Thus, the present work allowed us first to optimize the methods used to synthesize non-symmetric cationic lipophosphoramidates. In addition, we could also identify two non-symmetric cationic lipids exhibiting high transfection efficiencies with a series of mammalian cell lines, both vectors being characterized by a single phytanyl chain and either an oleyl or a lauryl lipid chain.

Graphical abstract: Cationic lipophosphoramidates with two different lipid chains: synthesis and evaluation as gene carriers

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Publication details

The article was received on 14 Nov 2013, accepted on 19 Dec 2013 and first published on 20 Dec 2013


Article type: Paper
DOI: 10.1039/C3OB42270D
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Org. Biomol. Chem., 2014,12, 1463-1474

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    Cationic lipophosphoramidates with two different lipid chains: synthesis and evaluation as gene carriers

    S. S. Le Corre, M. Berchel, N. Belmadi, C. Denis, J. Haelters, T. Le Gall, P. Lehn, T. Montier and P. Jaffrès, Org. Biomol. Chem., 2014, 12, 1463
    DOI: 10.1039/C3OB42270D

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