title: The synthesis of cholesterol-based cationic lipids with trimethylamine head and the effect of spacer structures on transfection efficiency.
abstract: Five cholesterol-based cationic lipids were newly synthesized based on cholest-5-en-3β-oxyethane-N,N,N-trimethylammonium bromide (Chol-ETA) structure where the cholesterol backbone is linked to cationic head via various lengths of ether-linked carbon spacer. The transfection efficiency of these compounds was increased in order of three (Chol-PRO)<four (Chol-BTA)<two (Chol-ETA) methylene unit in their spacer, and was decreased by an addition of isomethyl group to Chol-PRO spacer. In case of the presence of multiple bonds in the spacer, it required the more cationic lipids in liposome formulation than single bond in the spacer to present similar transfection efficiency.
authors.affiliation: School of Life Science & Biotechnology, Kyungpook National University, Sankyukdong, Bookgu, Daegu, Republic of Korea.
authors.forename: Bieong-Kil
authors.initials: BK
authors.lastname: Kim
authors.forename: Yun-Ui
authors.initials: YU
authors.lastname: Bae
authors.forename: Kyung-Oh
authors.initials: KO
authors.lastname: Doh
authors.forename: Guen-Bae
authors.initials: GB
authors.lastname: Hwang
authors.forename: Sung-Hye
authors.initials: SH
authors.lastname: Lee
authors.forename: Hyungu
authors.initials: H
authors.lastname: Kang
authors.forename: Young-Bae
authors.initials: YB
authors.lastname: Seu
mesh_terms: D000818:Animals; D019556:COS Cells; D002412:Cations; D002522:Chlorocebus aethiops; D002784:Cholesterol / Q000138:chemical synthesis / Q000737:chemistry*; D008055:Lipids / Q000138:chemical synthesis / Q000737:chemistry*; D008744:Methylamines / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D013329:Structure-Activity Relationship; D014162:Transfection / Q000379:methods
chemical_list: D002412:Cations; D008055:Lipids; D008744:Methylamines; D002784:Cholesterol; C023336:trimethylamine