title: TACN-based cationic lipids with amino acid backbone and double tails: materials for non-viral gene delivery.
abstract: Cationic lipids have become an efficient type of non-viral vectors for gene delivery. In this Letter, four cationic lipids containing 1,4,7-triazacyclononane (TACN) headgroup, glutamic/aspartic acid backbone and dioleyl tails were designed and synthesized. The TACN headgroup gives these lipids excellent pH buffering capacities, which were higher than branched 25 kDa PEI. Cationic liposomes prepared from these lipids and DOPE showed good DNA affinity, and full DNA condensation was found at N/P ratio of 3 via agarose gel electrophoresis. The lipoplexes were characterized by dynamic light scattering (DLS) assay, which gave proper particle sizes and zeta-potentials for transfection. In vitro gene transfection results in two cell lines reveal that TAN (with aspartic acid and amide bond in the structure) shows the best transfection efficiency, which is close to commercially available transfection agent Lipofectamine 2000.
authors.affiliation: Key Laboratory of Green Chemistry and Technology (Ministry of Education), College of Chemistry, Sichuan University, Chengdu 610064, PR China.
authors.forename: Bing
authors.initials: B
authors.lastname: Wang
authors.affiliation: Key Laboratory of Green Chemistry and Technology (Ministry of Education), College of Chemistry, Sichuan University, Chengdu 610064, PR China.
authors.forename: Wen-Jing
authors.initials: WJ
authors.lastname: Yi
authors.affiliation: Key Laboratory of Green Chemistry and Technology (Ministry of Education), College of Chemistry, Sichuan University, Chengdu 610064, PR China. Electronic address: ji_zhang@163.com.
authors.forename: Ji
authors.initials: J
authors.lastname: Zhang
authors.affiliation: Key Laboratory of Green Chemistry and Technology (Ministry of Education), College of Chemistry, Sichuan University, Chengdu 610064, PR China.
authors.forename: Qin-Fang
authors.initials: QF
authors.lastname: Zhang
authors.affiliation: Key Laboratory of Green Chemistry and Technology (Ministry of Education), College of Chemistry, Sichuan University, Chengdu 610064, PR China.
authors.forename: Miao-Miao
authors.initials: MM
authors.lastname: Xun
authors.affiliation: Key Laboratory of Green Chemistry and Technology (Ministry of Education), College of Chemistry, Sichuan University, Chengdu 610064, PR China. Electronic address: xqyu@scu.edu.cn.
authors.forename: Xiao-Qi
authors.initials: XQ
authors.lastname: Yu
mesh_terms: D000596:Amino Acids / Q000737:chemistry*; D002412:Cations / Q000737:chemistry; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D004247:DNA / Q000737:chemistry / Q000235:genetics; D018014:Gene Transfer Techniques; D006571:Heterocyclic Compounds / Q000737:chemistry*; D006801:Humans; D008055:Lipids / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D015394:Molecular Structure; D010316:Particle Size; D010957:Plasmids; D013329:Structure-Activity Relationship
chemical_list: D000596:Amino Acids; D002412:Cations; D006571:Heterocyclic Compounds; D008055:Lipids; C075712:1,4,7-triazacyclononane; D004247:DNA
keywords: Cationic lipids; Gene delivery; Transfection; Triazacyclononane