title: Carbamate-linked cationic lipids with different hydrocarbon chains for gene delivery.
abstract: A series of carbamate-linked cationic lipids containing saturated or unsaturated hydrocarbon chains and quaternary ammonium head were designed and synthesized. After recrystallization, carbamate-linked cationic lipids with high purity (over 95%) were obtained. The structures of these lipids were proved by IR spectrum, HR-ESI-MS, HPLC, (1)H NMR and (13)C NMR. The liposomes were prepared by using these cationic lipids and neutral lipid DOPE. Particle size and zeta-potential were studied to show that they were suitable for gene transfection. The DNA-bonding ability of C12:0, C14:0 and C18:1 cationic liposomes was much better than others. The results of transfection showed that hydrophobic chains of these lipids have great effects on their transfection activity. The lipids bearing C12:0, C14:0 saturated chains or C18:1 unsaturated chain showed relatively higher transfection efficiency and lower cytotoxicity. So these cationic lipids could be used as non-viral gene carriers for further studies.
authors.affiliation: Liaoning Normal University School of Chemistry & Chemical Engineering, Liaoning, Dalian 116029, China; SEAC-ME Key Laboratory of Biochemical Engineering, Dalian Nationalities University, Liaoning, Dalian 116600, China.
authors.forename: Jia
authors.initials: J
authors.lastname: Shi
authors.affiliation: Liaoning Normal University School of Chemistry & Chemical Engineering, Liaoning, Dalian 116029, China. Electronic address: sjyu@lnnu.edu.cn.
authors.forename: Shijun
authors.initials: S
authors.lastname: Yu
authors.affiliation: The Second Affiliated Hospital of Dalian Medical University, Liaoning, Dalian 116023, China.
authors.forename: Jie
authors.initials: J
authors.lastname: Zhu
authors.affiliation: SEAC-ME Key Laboratory of Biochemical Engineering, Dalian Nationalities University, Liaoning, Dalian 116600, China.
authors.forename: Defu
authors.initials: D
authors.lastname: Zhi
authors.affiliation: SEAC-ME Key Laboratory of Biochemical Engineering, Dalian Nationalities University, Liaoning, Dalian 116600, China.
authors.forename: Yinan
authors.initials: Y
authors.lastname: Zhao
authors.affiliation: SEAC-ME Key Laboratory of Biochemical Engineering, Dalian Nationalities University, Liaoning, Dalian 116600, China.
authors.forename: Shaohui
authors.initials: S
authors.lastname: Cui
authors.affiliation: SEAC-ME Key Laboratory of Biochemical Engineering, Dalian Nationalities University, Liaoning, Dalian 116600, China. Electronic address: zsb@dlnu.edu.cn.
authors.forename: Shubiao
authors.initials: S
authors.lastname: Zhang
mesh_terms: D002219:Carbamates / Q000737:chemistry*; D002412:Cations / Q000737:chemistry*; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D002851:Chromatography, High Pressure Liquid; D018014:Gene Transfer Techniques; D049452:Green Fluorescent Proteins / Q000235:genetics / Q000378:metabolism; D006367:HeLa Cells; D006801:Humans; D006838:Hydrocarbons / Q000737:chemistry*; D057927:Hydrophobic and Hydrophilic Interactions; D008055:Lipids / Q000737:chemistry*; D008081:Liposomes / Q000737:chemistry / Q000494:pharmacology; D008156:Luciferases / Q000235:genetics / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry / Q000379:methods; D008856:Microscopy, Fluorescence; D010316:Particle Size; D010714:Phosphatidylethanolamines / Q000737:chemistry; D015203:Reproducibility of Results; D013055:Spectrophotometry, Infrared; D014162:Transfection / Q000379:methods
chemical_list: D002219:Carbamates; D002412:Cations; D006838:Hydrocarbons; D008055:Lipids; D008081:Liposomes; D010714:Phosphatidylethanolamines; D049452:Green Fluorescent Proteins; C094877:dioleoyl phosphatidylethanolamine; D008156:Luciferases
keywords: Carbamate-linked cationic lipids; Cytotoxicity; Gene delivery; Hydrophobic chains; Transfection efficiency