title: Effect of the hydrocarbon chain and polymethylene spacer lengths on gene transfection efficacies of gemini lipids based on aromatic backbone.
abstract: Design, syntheses, and gene delivery efficacies of fifteen novel gemini (dimeric) and three monomeric cationic lipids anchored on an aromatic backbone have been described. Each new lipid has been used for liposome formation, and optimal formulations were used to determine the structure-activity correlation of the gene transfection efficacies of these lipids in HeLa and HT1080 cells. The results of the present investigation bring out the effect of hydrocarbon chain lengths and the length of the spacer between the headgroups on gene transfection efficiencies of the cationic gemini lipids based on aromatic backbone. The lipids bearing n-C 14H 29 hydrocarbon chain lengths have been found to be the best transfecting agents compared to their counterparts with n-C 16H 33 and n-C 12H 25 chains in HeLa cells. On the other hand, in HT1080 cells, the lipids based on n-C 12H 25 and n-C 14H 29 chains were found to be more potent transfecting agents than lipids possessing n-C 16H 33 chains. Transmission electron microscopy examination revealed the existence of spherical lipid-DNA complexes.
authors.affiliation: Department of Organic Chemistry, Department of Microbiology and Cell Biology, Development and Genetics, Indian Institute of Science, Bangalore, India.
authors.forename: Avinash
authors.initials: A
authors.lastname: Bajaj
authors.forename: Bishwajit
authors.initials: B
authors.lastname: Paul
authors.forename: S S
authors.initials: SS
authors.lastname: Indi
authors.forename: Paturu
authors.initials: P
authors.lastname: Kondaiah
authors.forename: Santanu
authors.initials: S
authors.lastname: Bhattacharya
mesh_terms: D017209:Apoptosis / Q000187:drug effects; D002412:Cations / Q000737:chemistry; D045744:Cell Line, Tumor; D003432:Cross-Linking Reagents / Q000737:chemistry*; D004587:Electrophoresis, Agar Gel; D006801:Humans; D006838:Hydrocarbons / Q000737:chemistry*; D008055:Lipids / Q000737:chemistry* / Q000633:toxicity; D008081:Liposomes / Q000737:chemistry; D008745:Methylation; D046529:Microscopy, Electron, Transmission; D015394:Molecular Structure; D010714:Phosphatidylethanolamines / Q000737:chemistry; D044967:Serum; D014162:Transfection
chemical_list: C410262:1,2-dioleoyl-glycero-3-phosphatidyl ethanolamine; D002412:Cations; D003432:Cross-Linking Reagents; D006838:Hydrocarbons; D008055:Lipids; D008081:Liposomes; D010714:Phosphatidylethanolamines