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.
UMR CNRS 6521, Université de Bretagne Occidentale, UFR Sciences, 6, Avenue Le Gorgeu, CS 93837, F-29238 Brest cedex 3, France.
François
F
Lamarche
Mathieu
M
Mével
Tristan
T
Montier
Laure
L
Burel-Deschamps
Philippe
P
Giamarchi
Raphaël
R
Tripier
Pascal
P
Delépine
Tony
T
Le Gall
Dominique
D
Cartier
Pierre
P
Lehn
Paul-Alain
PA
Jaffrès
Jean-Claude
JC
Clément
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