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Effect of the Hydrocarbon Chain and Polymethylene Spacer Lengths on Gene Transfection Efficacies of Gemini Lipids Based on Aromatic Backbone

Bajaj, Avinash and Paul, Bishwajit and Indi, SS and Kondaiah, Paturu and Bhattacharya, Santanu (2007) Effect of the Hydrocarbon Chain and Polymethylene Spacer Lengths on Gene Transfection Efficacies of Gemini Lipids Based on Aromatic Backbone. In: Bioconjugate Chemistry, 18 (6). pp. 2144-2158.

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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 $n-C_{14}H_{29}$ hydrocarbon chain lengths have been found to be the best transfecting agents compared to their counterparts with $n-C_{16}H_{33}$ and $n-C_{12}H_{25}$ chains in HeLa cells. On the other hand, in HT1080 cells, the lipids based on $n-C_{12}H_{25}$ and $n-C_{14}H_{29}$ chains were found to be more potent transfecting agents than lipids possessing $n-C_{16}H_{33}$ chains. Transmission electron microscopy examination revealed the existence of spherical lipid–DNA complexes.

Item Type: Journal Article
Publication: Bioconjugate Chemistry
Publisher: American Chemical Society
Additional Information: Copyright of this article belongs to American Chemical Society.
Department/Centre: Division of Biological Sciences > Molecular Reproduction, Development & Genetics
Division of Chemical Sciences > Organic Chemistry
Division of Biological Sciences > Microbiology & Cell Biology
Date Deposited: 15 Sep 2008 11:39
Last Modified: 19 Sep 2010 04:49
URI: http://eprints.iisc.ac.in/id/eprint/15749

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