Lipophosphoramidates as lipidic part of lipospermines for gene delivery.
The DNA compacting properties of polyamines (especially spermine) are well-known, hence the use of spermine as the cationic part in several synthetic DNA carriers. Here, we describe the synthesis of modified spermines, with a "lipophosphoramidate" as the lipidic part, and their use for efficient in vitro transfection. Physicochemical measurements (particle size, zeta potentials, pKa determination) and gel retardation assays were also performed. Theoretical membrane-disrupting ability was established by FRET. Taken together, our results indicate that lipophosphoramidates constitute an interesting alternative to "classical" lipidic parts of cationic lipids used as DNA carriers.
Lamarche
François
F
UMR CNRS 6521, Université de Bretagne Occidentale, UFR Sciences, 6, Avenue Le Gorgeu, CS 93837, F-29238 Brest cedex 3, France.
Mével
Mathieu
M
Montier
Tristan
T
Burel-Deschamps
Laure
L
Giamarchi
Philippe
P
Tripier
Raphaël
R
Delépine
Pascal
P
Le Gall
Tony
T
Cartier
Dominique
D
Lehn
Pierre
P
Jaffrès
Paul-Alain
PA
Clément
Jean-Claude
JC
D002412:Cations; D004247:DNA / Q000008:administration & dosage / Q000235:genetics / Q000378:metabolism*; D004337:Drug Carriers / Q000138:chemical synthesis* / Q000494:pharmacology; D031541:Fluorescence Resonance Energy Transfer; D018014:Gene Transfer Techniques; D008081:Liposomes / Q000737:chemistry*; D008956:Models, Chemical; D049329:Nanostructures / Q000737:chemistry*; D010316:Particle Size; D010714:Phosphatidylethanolamines / Q000737:chemistry*; D013096:Spermine / Q000737:chemistry*; D014162:Transfection / Q000379:methods
D002412:Cations; D004337:Drug Carriers; D008081:Liposomes; D010714:Phosphatidylethanolamines; D013096:Spermine; D004247:DNA