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Volumn 138, Issue 2, 2010, Pages 153-168

Nature as a source of inspiration for cationic lipid synthesis

Author keywords

Cationic lipid; Design; Gene delivery; Liposome; Natural compound; Nonviral vector; Transfection

Indexed keywords

BIOMIMETIC MATERIAL; LIPID;

EID: 77949773121     PISSN: 00166707     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10709-009-9405-8     Document Type: Review
Times cited : (30)

References (91)
  • 1
    • 0036220676 scopus 로고    scopus 로고
    • Progress in gene delivery by cationic lipids: Guanidinium-cholesterol-based systems as an example
    • Aissaoui A, Oudrhiri N, Petit L et al (2002) Progress in gene delivery by cationic lipids: Guanidinium-cholesterol-based systems as an example. Curr Drug Targets 3: 1-16.
    • (2002) Curr Drug Targets , vol.3 , pp. 1-16
    • Aissaoui, A.1    Oudrhiri, N.2    Petit, L.3
  • 2
    • 4744352235 scopus 로고    scopus 로고
    • Novel cationic lipids incorporating an acid-sensitive acylhydrazone linker: Synthesis and transfection properties
    • Aissaoui A, Martin B, Kan E et al (2004) Novel cationic lipids incorporating an acid-sensitive acylhydrazone linker: synthesis and transfection properties. J Med Chem 47: 5210-5223.
    • (2004) J Med Chem , vol.47 , pp. 5210-5223
    • Aissaoui, A.1    Martin, B.2    Kan, E.3
  • 3
    • 0032580348 scopus 로고    scopus 로고
    • Human gene therapy
    • Anderson WF (1998) Human gene therapy. Nature (London) 392: 25-30.
    • (1998) Nature (London) , vol.392 , pp. 25-30
    • Anderson, W.F.1
  • 4
    • 43049143876 scopus 로고    scopus 로고
    • Effect of the nature of the spacer on gene transfer efficacies of novel thiocholesterol derived Gemini lipids in different cell lines: A structure-activity investigation
    • Bajaj A, Kondaiah P, Bhattacharya S (2008) Effect of the nature of the spacer on gene transfer efficacies of novel thiocholesterol derived Gemini lipids in different cell lines: a structure-activity investigation. J Med Chem 51: 2533-2540.
    • (2008) J Med Chem , vol.51 , pp. 2533-2540
    • Bajaj, A.1    Kondaiah, P.2    Bhattacharya, S.3
  • 5
    • 59249088227 scopus 로고    scopus 로고
    • Physicochemical parameters of non-viral vectors that govern transfection efficiency
    • Barteau B, Chevre R, Letrou-Bonneval E et al (2008) Physicochemical parameters of non-viral vectors that govern transfection efficiency. Current Gene Therapy 8: 313-323.
    • (2008) Current Gene Therapy , vol.8 , pp. 313-323
    • Barteau, B.1    Chevre, R.2    Letrou-Bonneval, E.3
  • 6
    • 0000893449 scopus 로고
    • Efficient gene transfer into mammalian primary endocrine cells with lipopolyamine-coated DNA
    • Behr JP, Demeneix B, Loeffler JP et al (1989) Efficient gene transfer into mammalian primary endocrine cells with lipopolyamine-coated DNA. Proc Natl Acad Sci USA 86: 6982-6986.
    • (1989) Proc Natl Acad Sci USA , vol.86 , pp. 6982-6986
    • Behr, J.P.1    Demeneix, B.2    Loeffler, J.P.3
  • 7
    • 0036727794 scopus 로고    scopus 로고
    • Aminoglycoside-derived cationic lipids as efficient vectors for gene transfection in vitro and in vivo
    • Belmont P, Aissaoui A, Hauchecorne M et al (2002) Aminoglycoside-derived cationic lipids as efficient vectors for gene transfection in vitro and in vivo. J Gene Med 4: 517-526.
    • (2002) J Gene Med , vol.4 , pp. 517-526
    • Belmont, P.1    Aissaoui, A.2    Hauchecorne, M.3
  • 8
    • 28244465713 scopus 로고    scopus 로고
    • Archaeosomes based on novel synthetic tetraether-type lipids for the development of oral delivery systems
    • Benvegnu T, Rethore G, Brard M et al (2005) Archaeosomes based on novel synthetic tetraether-type lipids for the development of oral delivery systems. Chem Commun (Camb) 553: 6-5538.
    • (2005) Chem Commun (Camb) , vol.553 , pp. 6-5538
    • Benvegnu, T.1    Rethore, G.2    Brard, M.3
  • 9
    • 0032539538 scopus 로고    scopus 로고
    • Monomolecular collapse of plasmid DNA into stable virus-like particles
    • Blessing T, Remy JS, Behr JP (1998) Monomolecular collapse of plasmid DNA into stable virus-like particles. Proc Natl Acad Sci USA 95: 1427-1431.
    • (1998) Proc Natl Acad Sci USA , vol.95 , pp. 1427-1431
    • Blessing, T.1    Remy, J.S.2    Behr, J.P.3
  • 10
    • 0032917516 scopus 로고    scopus 로고
    • Synthesis of acid-labile diplasmenyl lipids for drug and gene delivery applications
    • Boomer JA, Thompson DH (1999) Synthesis of acid-labile diplasmenyl lipids for drug and gene delivery applications. Chem Phys Lipids 99: 145-153.
    • (1999) Chem Phys Lipids , vol.99 , pp. 145-153
    • Boomer, J.A.1    Thompson, D.H.2
  • 11
    • 0036744771 scopus 로고    scopus 로고
    • Formation of plasmid-based transfection complexes with an acid-labile cationic lipid: Characterization of in vitro and in vivo gene transfer
    • Boomer JA, Thompson DH, Sullivan SM (2002) Formation of plasmid-based transfection complexes with an acid-labile cationic lipid: characterization of in vitro and in vivo gene transfer. Pharm Res 19: 1292-1301.
    • (2002) Pharm Res , vol.19 , pp. 1292-1301
    • Boomer, J.A.1    Thompson, D.H.2    Sullivan, S.M.3
  • 12
    • 0020708497 scopus 로고
    • Nitrogen-15 nuclear magnetic resonance spectroscopy of neomycin B and related aminoglycosides
    • Botto RE, Coxon B (1983) Nitrogen-15 nuclear magnetic resonance spectroscopy of neomycin B and related aminoglycosides. J Am Chem Soc 105: 1021-1028.
    • (1983) J Am Chem Soc , vol.105 , pp. 1021-1028
    • Botto, R.E.1    Coxon, B.2
  • 13
    • 0035287294 scopus 로고    scopus 로고
    • Enhanced in vitro and in vivo cationic lipid-mediated gene delivery with a fluorinated glycerophosphoethanolamine helper lipid
    • Boussif O, Gaucheron J, Boulanger C et al (2001) Enhanced in vitro and in vivo cationic lipid-mediated gene delivery with a fluorinated glycerophosphoethanolamine helper lipid. J Gene Med 3: 109-114.
    • (2001) J Gene Med , vol.3 , pp. 109-114
    • Boussif, O.1    Gaucheron, J.2    Boulanger, C.3
  • 14
    • 35548980957 scopus 로고    scopus 로고
    • Synthesis of archaeal bipolar lipid analogues: A way to versatile drug/gene delivery systems
    • Brard M, Laine C, Rethore G et al (2007) Synthesis of archaeal bipolar lipid analogues: a way to versatile drug/gene delivery systems. J Org Chem 72: 8267-8279.
    • (2007) J Org Chem , vol.72 , pp. 8267-8279
    • Brard, M.1    Laine, C.2    Rethore, G.3
  • 15
    • 4544309440 scopus 로고    scopus 로고
    • Dioxazocinium ortho esters: A class of highly pH-vulnerable amphiphiles
    • By K, Nantz MH (2004) Dioxazocinium ortho esters: a class of highly pH-vulnerable amphiphiles. Angew Chem, Int Ed 43: 1117-1120.
    • (2004) Angew Chem, Int Ed , vol.43 , pp. 1117-1120
    • By, K.1    Nantz, M.H.2
  • 16
    • 0032518063 scopus 로고    scopus 로고
    • Synthesis, activity, and structure-activity relationship studies of novel cationic lipids for DNA transfer
    • Byk G, Dubertret C, Escriou V et al (1998) Synthesis, activity, and structure-activity relationship studies of novel cationic lipids for DNA transfer. J Med Chem 41: 224-235.
    • (1998) J Med Chem , vol.41 , pp. 224-235
    • Byk, G.1    Dubertret, C.2    Escriou, V.3
  • 17
    • 0034676309 scopus 로고    scopus 로고
    • Reduction-sensitive lipopolyamines as a novel nonviral gene delivery system for modulated release of DNA with improved transgene expression
    • Byk G, Wetzer B, Frederic M et al (2000) Reduction-sensitive lipopolyamines as a novel nonviral gene delivery system for modulated release of DNA with improved transgene expression. J Med Chem 43: 4377-4387.
    • (2000) J Med Chem , vol.43 , pp. 4377-4387
    • Byk, G.1    Wetzer, B.2    Frederic, M.3
  • 18
    • 34548474841 scopus 로고    scopus 로고
    • Unsaturated cationic ortho esters for endosome permeation in gene delivery
    • Chen H, Zhang H, McCallum CM et al (2007) Unsaturated cationic ortho esters for endosome permeation in gene delivery. J Med Chem 50: 4269-4278.
    • (2007) J Med Chem , vol.50 , pp. 4269-4278
    • Chen, H.1    Zhang, H.2    McCallum, C.M.3
  • 19
    • 3142565680 scopus 로고
    • Mechanism and catalysis for hydrolysis of acetals, ketals, and ortho esters
    • Cordes EH, Bull HG (1974) Mechanism and catalysis for hydrolysis of acetals, ketals, and ortho esters. Chem Rev 74: 581-603.
    • (1974) Chem Rev , vol.74 , pp. 581-603
    • Cordes, E.H.1    Bull, H.G.2
  • 20
    • 0015935711 scopus 로고
    • Structure of methylguanidinium dihydrogen orthophosphate. Model compound for arginine-phosphate hydrogen bonding
    • Cotton FA, Day VW, Hazen EE Jr et al (1973) Structure of methylguanidinium dihydrogen orthophosphate. Model compound for arginine-phosphate hydrogen bonding. J Am Chem Soc 95: 4834-4840.
    • (1973) J Am Chem Soc , vol.95 , pp. 4834-4840
    • Cotton, F.A.1    Day, V.W.2    Hazen Jr., E.E.3
  • 21
    • 0035955150 scopus 로고    scopus 로고
    • Dimerizable cationic detergents with a low Cmc condense plasmid DNA into nanometric particles and transfect cells in culture
    • Dauty E, Remy JS, Blessing T et al (2001) Dimerizable cationic detergents with a low Cmc condense plasmid DNA into nanometric particles and transfect cells in culture. J Am Chem Soc 123: 9227-9234.
    • (2001) J Am Chem Soc , vol.123 , pp. 9227-9234
    • Dauty, E.1    Remy, J.S.2    Blessing, T.3
  • 22
    • 0022578265 scopus 로고
    • Structure, biosynthesis, and physicochemical properties of archaebacterial lipids
    • De Rosa M, Gambacorta A, Gliozzi A (1986) Structure, biosynthesis, and physicochemical properties of archaebacterial lipids. Microbiol Mol Biol Rev 50: 70-80.
    • (1986) Microbiol Mol Biol Rev , vol.50 , pp. 70-80
    • de Rosa, M.1    Gambacorta, A.2    Gliozzi, A.3
  • 23
    • 0031769609 scopus 로고    scopus 로고
    • Everything in moderation: Archaea as 'non-extremophiles
    • DeLong EF (1998) Everything in moderation: archaea as 'non-extremophiles'. Curr Opin Genet Dev 8: 649-654.
    • (1998) Curr Opin Genet Dev , vol.8 , pp. 649-654
    • Delong, E.F.1
  • 24
    • 36749074982 scopus 로고    scopus 로고
    • Self-assembled lamellar complexes of SiRNA with lipidic aminoglycoside derivatives promote efficient SiRNA delivery and interference
    • Desigaux L, Sainlos M, Lambert O et al (2007) Self-assembled lamellar complexes of SiRNA with lipidic aminoglycoside derivatives promote efficient SiRNA delivery and interference. Proc Natl Acad Sci USA 104: 16534-16539.
    • (2007) Proc Natl Acad Sci USA , vol.104 , pp. 16534-16539
    • Desigaux, L.1    Sainlos, M.2    Lambert, O.3
  • 25
    • 0034717253 scopus 로고    scopus 로고
    • The relative rate of hydrolysis of a series of acyclic and six-membered cyclic acetals, ketals, orthoesters, and orthocarbonates
    • Deslongchamps P, Dory YL, Li S (2000) The relative rate of hydrolysis of a series of acyclic and six-membered cyclic acetals, ketals, orthoesters, and orthocarbonates. Tetrahedron 56: 3533-3537.
    • (2000) Tetrahedron , vol.56 , pp. 3533-3537
    • Deslongchamps, P.1    Dory, Y.L.2    Li, S.3
  • 26
    • 0017102612 scopus 로고
    • Nitrogen-15 nuclear magnetic resonance spectroscopy. The nebramycin aminoglycosides
    • Dorman DE, Paschal JW, Merkel KE (1976) Nitrogen-15 nuclear magnetic resonance spectroscopy. The nebramycin aminoglycosides. J Am Chem Soc 98: 6885-6888.
    • (1976) J Am Chem Soc , vol.98 , pp. 6885-6888
    • Dorman, D.E.1    Paschal, J.W.2    Merkel, K.E.3
  • 27
    • 0031559941 scopus 로고    scopus 로고
    • The role of endosome destabilizing activity in the gene transfer process mediated by cationic lipids
    • El Ouahabi A, Thiry M, Pector V et al (1997) The role of endosome destabilizing activity in the gene transfer process mediated by cationic lipids. FEBS Lett 414: 187-192.
    • (1997) FEBS Lett , vol.414 , pp. 187-192
    • El Ouahabi, A.1    Thiry, M.2    Pector, V.3
  • 28
    • 20444372285 scopus 로고    scopus 로고
    • New perfluorinated polycationic dimerizable detergents for the formulation of monomolecular DNA nanoparticles and their in vitro transfection efficiency
    • Fabio K, Di Giorgio C, Vierling P (2005) New perfluorinated polycationic dimerizable detergents for the formulation of monomolecular DNA nanoparticles and their in vitro transfection efficiency. Biochim Biophys Acta 1724: 203-214.
    • (2005) Biochim Biophys Acta , vol.1724 , pp. 203-214
    • Fabio, K.1    Di Giorgio, C.2    Vierling, P.3
  • 29
    • 0029067792 scopus 로고
    • The role of dioleoyl phosphatidylethanolamine in cationic liposome mediated gene transfer
    • Farhood H, Serbina N, Huang L (1995) The role of dioleoyl phosphatidylethanolamine in cationic liposome mediated gene transfer. Biochim Biophys Acta, Biomembr 1235: 289-295.
    • (1995) Biochim Biophys Acta, Biomembr , vol.1235 , pp. 289-295
    • Farhood, H.1    Serbina, N.2    Huang, L.3
  • 30
    • 0023447252 scopus 로고
    • Lipofection: A highly efficient, lipid-mediated DNA-transfection procedure
    • Felgner PL, Gadek TR, Holm M et al (1987) Lipofection: a highly efficient, lipid-mediated DNA-transfection procedure. Proc Natl Acad Sci USA 84: 7413-7417.
    • (1987) Proc Natl Acad Sci USA , vol.84 , pp. 7413-7417
    • Felgner, P.L.1    Gadek, T.R.2    Holm, M.3
  • 31
    • 0030977573 scopus 로고    scopus 로고
    • Nomenclature for synthetic gene delivery systems
    • Felgner PL, Barenholz Y, Behr JP et al (1997) Nomenclature for synthetic gene delivery systems. Hum Gene Ther 8: 511-512.
    • (1997) Hum Gene Ther , vol.8 , pp. 511-512
    • Felgner, P.L.1    Barenholz, Y.2    Behr, J.P.3
  • 32
    • 33645683136 scopus 로고    scopus 로고
    • A dialkynoyl analogue of DOPE improves gene transfer of lower-charged, cationic lipoplexes
    • Fletcher S, Ahmad A, Perouzel E et al (2006) A dialkynoyl analogue of DOPE improves gene transfer of lower-charged, cationic lipoplexes. Org Biomol Chem 4: 196-199.
    • (2006) Org Biomol Chem , vol.4 , pp. 196-199
    • Fletcher, S.1    Ahmad, A.2    Perouzel, E.3
  • 33
    • 0032293398 scopus 로고    scopus 로고
    • Phosphonolipids as non-viral vectors for gene therapy
    • Floch V, Le Bolc'h G, Gable-Guillaume C et al (1998) Phosphonolipids as non-viral vectors for gene therapy. Eur J Med Chem 33: 923-934.
    • (1998) Eur J Med Chem , vol.33 , pp. 923-934
    • Floch, V.1    Le Bolc'h, G.2    Gable-Guillaume, C.3
  • 34
    • 0034736033 scopus 로고    scopus 로고
    • Cation substitution in cationic phosphonolipids: A new concept to improve transfection activity and decrease cellular toxicity
    • Floch V, Loisel S, Guenin E et al (2000) Cation substitution in cationic phosphonolipids: a new concept to improve transfection activity and decrease cellular toxicity. J Med Chem 43: 4617-4628.
    • (2000) J Med Chem , vol.43 , pp. 4617-4628
    • Floch, V.1    Loisel, S.2    Guenin, E.3
  • 35
    • 0026094167 scopus 로고
    • A novel cationic liposome reagent for efficient transfection of mammalian cells
    • Gao X, Huang L (1991) A novel cationic liposome reagent for efficient transfection of mammalian cells. Biochem Biophys Res Commun 179: 280-285.
    • (1991) Biochem Biophys Res Commun , vol.179 , pp. 280-285
    • Gao, X.1    Huang, L.2
  • 36
    • 0029558004 scopus 로고
    • Cationic liposome-mediated gene transfer
    • Gao X, Huang L (1995) Cationic liposome-mediated gene transfer. Gene Ther 2: 710-722.
    • (1995) Gene Ther , vol.2 , pp. 710-722
    • Gao, X.1    Huang, L.2
  • 37
    • 0035209985 scopus 로고    scopus 로고
    • In vitro cationic lipid-mediated gene delivery with fluorinated glycerophosphoethanolamine helper lipids
    • Gaucheron J, Boulanger C, Santaella C et al (2001) In vitro cationic lipid-mediated gene delivery with fluorinated glycerophosphoethanolamine helper lipids. Bioconj Chem 12: 949-963.
    • (2001) Bioconj Chem , vol.12 , pp. 949-963
    • Gaucheron, J.1    Boulanger, C.2    Santaella, C.3
  • 38
    • 0036634564 scopus 로고    scopus 로고
    • Cationic lipids derived from glycine betaine promote efficient and non-toxic gene transfection in cultured hepatocytes
    • Gilot D, Miramon ML, Benvegnu T et al (2002) Cationic lipids derived from glycine betaine promote efficient and non-toxic gene transfection in cultured hepatocytes. J Gene Med 4: 415-427.
    • (2002) J Gene Med , vol.4 , pp. 415-427
    • Gilot, D.1    Miramon, M.L.2    Benvegnu, T.3
  • 39
    • 0039006004 scopus 로고    scopus 로고
    • Cationic phosphonolipids containing quaternary phosphonium and arsonium groups for DNA transfection with good efficiency and low cellular toxicity
    • Guenin E, Herve AC, Floch V et al (2000) Cationic phosphonolipids containing quaternary phosphonium and arsonium groups for DNA transfection with good efficiency and low cellular toxicity. Angew Chem, Int Ed 39: 629-631.
    • (2000) Angew Chem, Int Ed , vol.39 , pp. 629-631
    • Guenin, E.1    Herve, A.C.2    Floch, V.3
  • 40
    • 0037120670 scopus 로고    scopus 로고
    • Poly(ortho esters): Synthesis, characterization, properties and uses
    • Heller J, Barr J, Ng SY et al (2002) Poly(ortho esters): synthesis, characterization, properties and uses. Adv Drug Deliv Rev 54: 1015-1039.
    • (2002) Adv Drug Deliv Rev , vol.54 , pp. 1015-1039
    • Heller, J.1    Barr, J.2    Ng, S.Y.3
  • 41
    • 0037011904 scopus 로고    scopus 로고
    • Synthesis of novel cationic lipids: Effect of structural modification on the efficiency of gene transfer
    • Heyes JA, Niculescu-Duvaz D, Cooper RG et al (2002) Synthesis of novel cationic lipids: effect of structural modification on the efficiency of gene transfer. J Med Chem 45: 99-114.
    • (2002) J Med Chem , vol.45 , pp. 99-114
    • Heyes, J.A.1    Niculescu-Duvaz, D.2    Cooper, R.G.3
  • 42
    • 0344707080 scopus 로고    scopus 로고
    • The role of helper lipids in cationic liposome-mediated gene transfer
    • Hui SW, Langner M, Zhao YL et al (1996) The role of helper lipids in cationic liposome-mediated gene transfer. Biophys J 71: 590-599.
    • (1996) Biophys J , vol.71 , pp. 590-599
    • Hui, S.W.1    Langner, M.2    Zhao, Y.L.3
  • 43
    • 84990532270 scopus 로고
    • Synthesis and characterization of rac-1,2-bis(Palmitoyloxy)-3-propyl[2-(trimethylarsonio)ethyl]phosphonate, an arsenic-containing phosphonolipid
    • Junk T, Pappalardo GC, Irgolic KJ (1990) Synthesis and characterization of rac-1, 2-bis(Palmitoyloxy)-3-propyl[2-(trimethylarsonio)ethyl]phosphonate, an arsenic-containing phosphonolipid. Appl Organomet Chem 4: 103-109.
    • (1990) Appl Organomet Chem , vol.4 , pp. 103-109
    • Junk, T.1    Pappalardo, G.C.2    Irgolic, K.J.3
  • 44
    • 0026164319 scopus 로고
    • New hydrazone derivatives of adriamycin and their immunoconjugates-a correlation between acid stability and cytotoxicity
    • Kaneko T, Willner D, Monkovic I et al (1991) New hydrazone derivatives of adriamycin and their immunoconjugates-a correlation between acid stability and cytotoxicity. Bioconj Chem 2: 133-141.
    • (1991) Bioconj Chem , vol.2 , pp. 133-141
    • Kaneko, T.1    Willner, D.2    Monkovic, I.3
  • 45
    • 4644260479 scopus 로고    scopus 로고
    • Gene-transferring efficiencies of novel diamino cationic lipids with varied hydrocarbon chains
    • Kim HS, Moon J, Kim KS et al (2004) Gene-transferring efficiencies of novel diamino cationic lipids with varied hydrocarbon chains. Bioconj Chem 15: 1095-1101.
    • (2004) Bioconj Chem , vol.15 , pp. 1095-1101
    • Kim, H.S.1    Moon, J.2    Kim, K.S.3
  • 46
    • 33947425547 scopus 로고    scopus 로고
    • Biosynthesis of ether-type polar lipids in archaea and evolutionary considerations
    • Koga Y, Morii H (2007) Biosynthesis of ether-type polar lipids in archaea and evolutionary considerations. Microbiol Mol Biol Rev 71: 97-120.
    • (2007) Microbiol Mol Biol Rev , vol.71 , pp. 97-120
    • Koga, Y.1    Morii, H.2
  • 47
    • 0031552150 scopus 로고    scopus 로고
    • Synthesis of new maleimide derivatives of daunorubicin and biological activity of acid labile transferrin conjugates
    • Kratz F, Beyer U, Schumacher P et al (1997) Synthesis of new maleimide derivatives of daunorubicin and biological activity of acid labile transferrin conjugates. Bioorg Med Chem Lett 7: 617-622.
    • (1997) Bioorg Med Chem Lett , vol.7 , pp. 617-622
    • Kratz, F.1    Beyer, U.2    Schumacher, P.3
  • 48
    • 3242886692 scopus 로고    scopus 로고
    • On the disulfide-linker strategy for designing efficacious cationic transfection lipids: An unexpected transfection profile
    • Kumar VV, Chaudhuri A (2004) On the disulfide-linker strategy for designing efficacious cationic transfection lipids: an unexpected transfection profile. FEBS Lett 571: 205-211.
    • (2004) FEBS Lett , vol.571 , pp. 205-211
    • Kumar, V.V.1    Chaudhuri, A.2
  • 49
    • 0041672210 scopus 로고    scopus 로고
    • Single histidine residue in head-group region is sufficient to impart remarkabLe Gene transfection properties to cationic lipids: Evidence for histidine-mediated membrane fusion at acidic pH
    • Kumar VV, Pichon C, Refregiers M et al (2003) Single histidine residue in head-group region is sufficient to impart remarkabLe Gene transfection properties to cationic lipids: evidence for histidine-mediated membrane fusion at acidic pH. Gene Ther 10: 1206-1215.
    • (2003) Gene Ther , vol.10 , pp. 1206-1215
    • Kumar, V.V.1    Pichon, C.2    Refregiers, M.3
  • 50
    • 34648834844 scopus 로고    scopus 로고
    • Lipophosphoramidates as lipidic part of lipospermines for gene delivery
    • Lamarche F, Mevel M, Montier T et al (2007) Lipophosphoramidates as lipidic part of lipospermines for gene delivery. Bioconj Chem 18: 1575-1582.
    • (2007) Bioconj Chem , vol.18 , pp. 1575-1582
    • Lamarche, F.1    Mevel, M.2    Montier, T.3
  • 51
    • 0029123960 scopus 로고
    • Cationic phosphonolipids as non viral vectors for DNA transfection
    • Le Bolc'h G, Le Bris N, Yaouanc JJ et al (1995) Cationic phosphonolipids as non viral vectors for DNA transfection. Tetrahedron Lett 36: 6681-6684.
    • (1995) Tetrahedron Lett , vol.36 , pp. 6681-6684
    • Le Bolc'h, G.1    Le Bris, N.2    Yaouanc, J.J.3
  • 52
    • 19244363903 scopus 로고    scopus 로고
    • Detailed analysis of structures and formulations of cationic lipids for efficient gene transfer to the lung
    • Lee ER, Marshall J, Siegel CS et al (1996) Detailed analysis of structures and formulations of cationic lipids for efficient gene transfer to the lung. Hum Gene Ther 7: 1701-1717.
    • (1996) Hum Gene Ther , vol.7 , pp. 1701-1717
    • Lee, E.R.1    Marshall, J.2    Siegel, C.S.3
  • 53
    • 20144374476 scopus 로고    scopus 로고
    • In vitro gene transfer efficacies of N, N-dialkylpyrrolidinium chlorides: A structure-activity investigation
    • Majeti BK, Karmali PP, Reddy BS et al (2005) In vitro gene transfer efficacies of N, N-dialkylpyrrolidinium chlorides: a structure-activity investigation. J Med Chem 48: 3784-3795.
    • (2005) J Med Chem , vol.48 , pp. 3784-3795
    • Majeti, B.K.1    Karmali, P.P.2    Reddy, B.S.3
  • 54
    • 34648834840 scopus 로고    scopus 로고
    • Dicationic lipophosphoramidates as DNA carriers
    • Mevel M, Montier T, Lamarche F et al (2007) Dicationic lipophosphoramidates as DNA carriers. Bioconj Chem 18: 1604-1611.
    • (2007) Bioconj Chem , vol.18 , pp. 1604-1611
    • Mevel, M.1    Montier, T.2    Lamarche, F.3
  • 55
    • 0032479769 scopus 로고    scopus 로고
    • Cationic liposomes for gene therapy
    • Miller AD (1998) Cationic liposomes for gene therapy. Angew Chem Int Ed 37: 1769-1785.
    • (1998) Angew Chem Int Ed , vol.37 , pp. 1769-1785
    • Miller, A.D.1
  • 57
    • 0023238983 scopus 로고
    • Interaction of antibiotics with functional sites in 16S ribosomal RNA
    • Moazed D, Noller HF (1987) Interaction of antibiotics with functional sites in 16S ribosomal RNA. Nature (London) 327: 389-394.
    • (1987) Nature (London) , vol.327 , pp. 389-394
    • Moazed, D.1    Noller, H.F.2
  • 58
    • 12244302919 scopus 로고    scopus 로고
    • The use of in situ hybridization to study the transgene pathway following cellular transfection with cationic phosphonolipids
    • Montier T, Cavalier A, Delepine P et al (2003) The use of in situ hybridization to study the transgene pathway following cellular transfection with cationic phosphonolipids. Blood Cells Mol Dis 30: 112-123.
    • (2003) Blood Cells Mol Dis , vol.30 , pp. 112-123
    • Montier, T.1    Cavalier, A.2    Delepine, P.3
  • 59
    • 59249085987 scopus 로고    scopus 로고
    • Progress in cationic lipid-mediated gene transfection: A series of bio-inspired lipids as an example
    • Montier T, Benvegnu T, Jaffres PA et al (2008) Progress in cationic lipid-mediated gene transfection: a series of bio-inspired lipids as an example. Curr Gene Ther 8: 296-312.
    • (2008) Curr Gene Ther , vol.8 , pp. 296-312
    • Montier, T.1    Benvegnu, T.2    Jaffres, P.A.3
  • 60
  • 61
    • 0025491169 scopus 로고
    • Antibody conjugates with morpholinodoxorubicin and acid cleavable linkers
    • Mueller BM, Wrasidlo WA, Reisfeld RA (1990) Antibody conjugates with morpholinodoxorubicin and acid cleavable linkers. Bioconj Chem 1: 325-330.
    • (1990) Bioconj Chem , vol.1 , pp. 325-330
    • Mueller, B.M.1    Wrasidlo, W.A.2    Reisfeld, R.A.3
  • 64
    • 0038482013 scopus 로고    scopus 로고
    • Structure-activity relationship in cationic lipid mediated gene transfection
    • Niculescu-Duvaz D, Heyes J, Springer CJ (2003) Structure-activity relationship in cationic lipid mediated gene transfection. Curr Med Chem 10: 1233-1261.
    • (2003) Curr Med Chem , vol.10 , pp. 1233-1261
    • Niculescu-Duvaz, D.1    Heyes, J.2    Springer, C.J.3
  • 65
    • 0031811763 scopus 로고    scopus 로고
    • Membrane fusion plays an important role in gene transfection mediated by cationic liposomes
    • Noguchi A, Furuno T, Kawaura C et al (1998) Membrane fusion plays an important role in gene transfection mediated by cationic liposomes. FEBS Lett 433: 169-173.
    • (1998) FEBS Lett , vol.433 , pp. 169-173
    • Noguchi, A.1    Furuno, T.2    Kawaura, C.3
  • 66
    • 44349177460 scopus 로고    scopus 로고
    • Evaluation of cationic assemblies constructed with amino acid based lipids for plasmid DNA delivery
    • Obata Y, Suzuki D, Takeoka S (2008) Evaluation of cationic assemblies constructed with amino acid based lipids for plasmid DNA delivery. Bioconj Chem 19: 1055-1063.
    • (2008) Bioconj Chem , vol.19 , pp. 1055-1063
    • Obata, Y.1    Suzuki, D.2    Takeoka, S.3
  • 67
    • 0035805229 scopus 로고    scopus 로고
    • Recognition of cognate transfer RNA by the 30S ribosomal subunit
    • Ogle JM, Brodersen DE, Clemons WM Jr et al (2001) Recognition of cognate transfer RNA by the 30S ribosomal subunit. Science 292: 897-902.
    • (2001) Science , vol.292 , pp. 897-902
    • Ogle, J.M.1    Brodersen, D.E.2    Clemons Jr., W.M.3
  • 68
    • 0031056543 scopus 로고    scopus 로고
    • Gene transfer by guanidinium-cholesterol cationic lipids into airway epithelial cells in vitro and in vivo
    • Oudrhiri N, Vigneron JP, Peuchmaur M et al (1997) Gene transfer by guanidinium-cholesterol cationic lipids into airway epithelial cells in vitro and in vivo. Proc Natl Acad Sci USA 94: 1651-1656.
    • (1997) Proc Natl Acad Sci USA , vol.94 , pp. 1651-1656
    • Oudrhiri, N.1    Vigneron, J.P.2    Peuchmaur, M.3
  • 69
    • 0033969119 scopus 로고    scopus 로고
    • Controlled template-assisted assembly of plasmid DNA into nanometric particles with high DNA concentration
    • Ouyang M, Remy JS, Szoka FC Jr (2000) Controlled template-assisted assembly of plasmid DNA into nanometric particles with high DNA concentration. Bioconj Chem 11: 104-112.
    • (2000) Bioconj Chem , vol.11 , pp. 104-112
    • Ouyang, M.1    Remy, J.S.2    Szoka Jr., F.C.3
  • 70
    • 0035946624 scopus 로고    scopus 로고
    • Cationic lipid-DNA complexes in gene delivery: From biophysics to biological applications
    • Pedroso de Lima MC, Simoes S, Pires P et al (2001) Cationic lipid-DNA complexes in gene delivery: from biophysics to biological applications. Adv Drug Deliv Rev 47: 277-294.
    • (2001) Adv Drug Deliv Rev , vol.47 , pp. 277-294
    • Pedroso de Lima, M.C.1    Simoes, S.2    Pires, P.3
  • 71
    • 25444451049 scopus 로고    scopus 로고
    • Cationic lipophosphoramidates and lipophosphoguanidines are very efficient for in vivo DNA delivery
    • Picquet E, Le ny K, Delepine P et al (2005) Cationic lipophosphoramidates and lipophosphoguanidines are very efficient for in vivo DNA delivery. Bioconj Chem 16: 1051-1053.
    • (2005) Bioconj Chem , vol.16 , pp. 1051-1053
    • Picquet, E.1    Le ny, K.2    Delepine, P.3
  • 72
    • 0038740845 scopus 로고    scopus 로고
    • Supramolecular assemblies of DNA delivery systems
    • Pitard B (2002) Supramolecular assemblies of DNA delivery systems. Somatic Cell Mol Genet 27: 5-15.
    • (2002) Somatic Cell Mol Genet , vol.27 , pp. 5-15
    • Pitard, B.1
  • 73
    • 13144268559 scopus 로고    scopus 로고
    • Virus-sized self-assembling lamellar complexes between plasmid DNA and cationic micelles promote gene transfer
    • Pitard B, Aguerre O, Airiau M et al (1997) Virus-sized self-assembling lamellar complexes between plasmid DNA and cationic micelles promote gene transfer. Proc Natl Acad Sci USA 94: 14412-14417.
    • (1997) Proc Natl Acad Sci USA , vol.94 , pp. 14412-14417
    • Pitard, B.1    Aguerre, O.2    Airiau, M.3
  • 74
    • 13044263134 scopus 로고    scopus 로고
    • Structural characteristics of supramolecular assemblies formed by guanidinium-cholesterol reagents for gene transfection
    • Pitard B, Oudrhiri N, Vigneron JP et al (1999) Structural characteristics of supramolecular assemblies formed by guanidinium-cholesterol reagents for gene transfection. Proc Natl Acad Sci USA 96: 2621-2626.
    • (1999) Proc Natl Acad Sci USA , vol.96 , pp. 2621-2626
    • Pitard, B.1    Oudrhiri, N.2    Vigneron, J.P.3
  • 75
    • 0011797006 scopus 로고    scopus 로고
    • Sterically stabilized BGTC-based lipoplexes: Structural features and gene transfection into the mouse airways in vivo
    • Pitard B, Oudrhiri N, Lambert O et al (2001) Sterically stabilized BGTC-based lipoplexes: structural features and gene transfection into the mouse airways in vivo. J Gene Med 3: 478-487.
    • (2001) J Gene Med , vol.3 , pp. 478-487
    • Pitard, B.1    Oudrhiri, N.2    Lambert, O.3
  • 76
    • 34250697075 scopus 로고    scopus 로고
    • Archaeosomes based on synthetic tetraether-like lipids as novel versatiLe Gene delivery systems
    • Rethore G, Montier T, Le Gall T et al (2007) Archaeosomes based on synthetic tetraether-like lipids as novel versatiLe Gene delivery systems. Chem Commun (Camb) 205: 4-2056.
    • (2007) Chem Commun (Camb) , vol.205 , pp. 4-2056
    • Rethore, G.1    Montier, T.2    Le Gall, T.3
  • 77
    • 17744403100 scopus 로고    scopus 로고
    • Acid-sensitive polyethylene glycol conjugates of doxorubicin: Preparation, in vitro efficacy and intracellular distribution
    • Rodrigues PCA, Beyer U, Schumacher P et al (1999) Acid-sensitive polyethylene glycol conjugates of doxorubicin: preparation, in vitro efficacy and intracellular distribution. Bioorg Med Chem 7: 2517-2524.
    • (1999) Bioorg Med Chem , vol.7 , pp. 2517-2524
    • Rodrigues, P.C.A.1    Beyer, U.2    Schumacher, P.3
  • 78
    • 0034030752 scopus 로고    scopus 로고
    • O-Alkyl dioleoylphosphatidylcholinium compounds: The effect of varying alkyl chain length on their physical properties and in vitro DNA transfection activity
    • Rosenzweig HS, Rakhmanova VA, McIntosh TJ et al (2000) O-Alkyl dioleoylphosphatidylcholinium compounds: the effect of varying alkyl chain length on their physical properties and in vitro DNA transfection activity. Bioconj Chem 11: 306-313.
    • (2000) Bioconj Chem , vol.11 , pp. 306-313
    • Rosenzweig, H.S.1    Rakhmanova, V.A.2    McIntosh, T.J.3
  • 79
    • 0041654787 scopus 로고    scopus 로고
    • Aminoglycoside-derived cationic lipids for gene transfection: Synthesis of kanamycin a derivatives
    • Sainlos M, Belmont P, Vigneron JP et al (2003) Aminoglycoside-derived cationic lipids for gene transfection: synthesis of kanamycin a derivatives. Eur J Org Chem 276: 4-2774.
    • (2003) Eur J Org Chem , vol.276 , pp. 4-2774
    • Sainlos, M.1    Belmont, P.2    Vigneron, J.P.3
  • 80
    • 20444448543 scopus 로고    scopus 로고
    • Kanamycin A-derived cationic lipids as vectors for gene transfection
    • Sainlos M, Hauchecorne M, Oudrhiri N et al (2005) Kanamycin A-derived cationic lipids as vectors for gene transfection. Chembiochem 6: 1023-1033.
    • (2005) Chembiochem , vol.6 , pp. 1023-1033
    • Sainlos, M.1    Hauchecorne, M.2    Oudrhiri, N.3
  • 81
    • 33748244472 scopus 로고
    • Synthesis, antitumor activity, and tolerability of phospholipids containing nitrogen homologs
    • Stekar J, Noessner G, Kutscher B et al (1995) Synthesis, antitumor activity, and tolerability of phospholipids containing nitrogen homologs. Angew Chem Int Ed 34: 238-240.
    • (1995) Angew Chem Int Ed , vol.34 , pp. 238-240
    • Stekar, J.1    Noessner, G.2    Kutscher, B.3
  • 82
    • 0027906281 scopus 로고
    • Microscopic protonation constants in tobramycin. An NMR and pH study with the aid of partially N-acetylated derivatives
    • Szilagyi L, Pusztahelyi ZS, Jakab S et al (1993) Microscopic protonation constants in tobramycin. An NMR and pH study with the aid of partially N-acetylated derivatives. Carbohydr Res 247: 99-109.
    • (1993) Carbohydr Res , vol.247 , pp. 99-109
    • Szilagyi, L.1    Pusztahelyi, Z.S.2    Jakab, S.3
  • 83
    • 0032488539 scopus 로고    scopus 로고
    • Introduction of a disulfide bond into a cationic lipid enhances transgene expression of plasmid DNA
    • Tang F, Hughes JA (1998) Introduction of a disulfide bond into a cationic lipid enhances transgene expression of plasmid DNA. Biochem Biophys Res Commun 242: 141-145.
    • (1998) Biochem Biophys Res Commun , vol.242 , pp. 141-145
    • Tang, F.1    Hughes, J.A.2
  • 84
    • 0033198888 scopus 로고    scopus 로고
    • Use of dithiodiglycolic acid as a tether for cationic lipids decreases the cytotoxicity and increases transgene expression of plasmid DNA in vitro
    • Tang F, Hughes JA (1999) Use of dithiodiglycolic acid as a tether for cationic lipids decreases the cytotoxicity and increases transgene expression of plasmid DNA in vitro. Bioconj Chem 10: 791-796.
    • (1999) Bioconj Chem , vol.10 , pp. 791-796
    • Tang, F.1    Hughes, J.A.2
  • 85
    • 0033643935 scopus 로고    scopus 로고
    • Formulations which increase the size of lipoplexes prevent serum-associated inhibition of transfection
    • Turek J, Dubertret C, Jaslin G et al (2000) Formulations which increase the size of lipoplexes prevent serum-associated inhibition of transfection. J Gene Med 2: 32-40.
    • (2000) J Gene Med , vol.2 , pp. 32-40
    • Turek, J.1    Dubertret, C.2    Jaslin, G.3
  • 86
    • 0004121735 scopus 로고
    • H. Umezawa and I. R. Hooper (Eds.), New York: Springer
    • Umezawa H, Hooper IR (eds) (1982) Aminoglycoside antibiotics. Springer, New York.
    • (1982) Aminoglycoside Antibiotics
  • 87
    • 0029844310 scopus 로고    scopus 로고
    • Guanidinium-cholesterol cationic lipids: Efficient vectors for the transfection of eukaryotic cells
    • Vigneron JP, Oudrhiri N, Fauquet M et al (1996) Guanidinium-cholesterol cationic lipids: efficient vectors for the transfection of eukaryotic cells. Proc Natl Acad Sci USA 93: 9682-9686.
    • (1996) Proc Natl Acad Sci USA , vol.93 , pp. 9682-9686
    • Vigneron, J.P.1    Oudrhiri, N.2    Fauquet, M.3
  • 88
    • 0035875356 scopus 로고    scopus 로고
    • Reducible cationic lipids for gene transfer
    • Wetzer B, Byk G, Frederic M et al (2001) Reducible cationic lipids for gene transfer. Biochem J 356: 747-756.
    • (2001) Biochem J , vol.356 , pp. 747-756
    • Wetzer, B.1    Byk, G.2    Frederic, M.3
  • 89
    • 0037309716 scopus 로고    scopus 로고
    • Barriers to nonviral gene delivery
    • Wiethoff CM, Middaugh CR (2003) Barriers to nonviral gene delivery. J Pharm Sci 92: 203-217.
    • (2003) J Pharm Sci , vol.92 , pp. 203-217
    • Wiethoff, C.M.1    Middaugh, C.R.2
  • 90
    • 2442498769 scopus 로고    scopus 로고
    • The role of lipid charge density in the serum stability of cationic lipid/DNA complexes
    • Zhang Y, Anchordoquy TJ (2004) The role of lipid charge density in the serum stability of cationic lipid/DNA complexes. Biochim Biophys Acta Biomembr 1663: 143-157.
    • (2004) Biochim Biophys Acta Biomembr , vol.1663 , pp. 143-157
    • Zhang, Y.1    Anchordoquy, T.J.2
  • 91
    • 0034701218 scopus 로고    scopus 로고
    • Self-cleaving ortho ester lipids: A new class of pH-vulnerable amphiphiles
    • Zhu J, Munn RJ, Nantz MH (2000) Self-cleaving ortho ester lipids: a new class of pH-vulnerable amphiphiles. J Am Chem Soc 122: 2645-2646.
    • (2000) J Am Chem Soc , vol.122 , pp. 2645-2646
    • Zhu, J.1    Munn, R.J.2    Nantz, M.H.3


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