Cationic lipo-thiophosphoramidates for gene delivery: synthesis, physico-chemical characterization and gene transfection activity – comparison with lipo-phosphoramidates

Aurore Fraix; Tristan Montier; Nathalie Carmoy; Damien Loizeau; Laure Burel-Deschamps; Tony Le Gall; Philippe Giamarchi; Hélène Couthon; Pierre Haelters; Pierre Lehn; Paul-Alain Jaffres

doi:10.1039/C0OB00981D

Cationic lipo-thiophosphoramidates for gene delivery: synthesis, physico-chemical characterization and gene transfection activity – comparison with lipo-phosphoramidates

Aurore Fraix ¹ Tristan Montier ^{2, 3} Nathalie Carmoy ² Damien Loizeau ¹ Laure Burel-Deschamps ¹ Tony Le Gall ^{4, 3} Philippe Giamarchi ¹ Hélène Couthon ^{1, 3} Pierre Haelters ^{1, 3} Pierre Lehn ^{4, 3} Paul-Alain Jaffres ^{1, 3}

1 CEMCA - Chimie, Electrochimie Moléculaires et Chimie Analytique

2 INSERM U613, IFR148

3 IBISA " SynNanoVect " platform

4 Génétique, génomique fonctionnelle et biotechnologies (UMR 1078)

Abstract : The synthesis of cationic lipo-thiophosphoramidates, a new family of cationic lipids designed for gene delivery, is reported herein. This new class of lipids is less polar than its oxygenated equivalent the lipo-phosphoramidates. Fluorescence anisotropy and FRET were used to determine the fluidity and fusogenicity of the lipo-phosphoramidates 3a–b and lipo-thiophosphoramidates 7a–b. The determination of both the size and the zeta potential of the nano-objects (liposomes and lipoplexes) and the determination of the DNA binding ability of the liposomes have completed the physico-chemical characterizations of the cationic lipids studied. Finally, the cationic lipids 3a–b and 7a–c have been evaluated as synthetic vectors for gene transfection into a variety of mammalian cell lines. The lipo-thiophosphoramidate 7a proved to be an efficient and low toxicity synthetic vector even when used at low lipid to DNA charge ratios.

Keywords : DNA cationic lipo-thiophosphoramidates cationic lipids gene delivery

Type de document :

Article dans une revue

Organic and Biomolecular Chemistry, Royal Society of Chemistry, 2011, 9 (7), 〈10.1039/C0OB00981D〉

Domaine :

Chimie / Chimie inorganique

Chimie / Chimie de coordination

Chimie / Chimie organique

Liste complète des métadonnées

http://hal.univ-brest.fr/hal-01577011
Contributeur : Nicolas Renard <>
Soumis le : jeudi 24 août 2017 - 15:52:57
Dernière modification le : jeudi 13 septembre 2018 - 16:37:10

Cationic lipo-thiophosphoramidates for gene delivery: synthesis, physico-chemical characterization and gene transfection activity – comparison with lipo-phosphoramidates

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Cationic lipo-thiophosphoramidates for gene delivery: synthesis, physico-chemical characterization and gene transfection activity – comparison with lipo-phosphoramidates

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