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Chemistry and cellular aspects of cationic facial amphiphiles

Identifieur interne : 002772 ( Main/Exploration ); précédent : 002771; suivant : 002773

Chemistry and cellular aspects of cationic facial amphiphiles

Auteurs : Suzanne Walker [États-Unis] ; Michael J. Sofia [États-Unis] ; Helena R. Axelrod [États-Unis]

Source :

RBID : ISTEX:FFAEDD54A157077479231BF1D4D9DB979543596A

English descriptors

Abstract

Abstract: A series of compounds containing a bile acid core and a polyamine side chain have been synthesized to evaluate their ability to promote the uptake of DNA into cells. These compounds differ from conventional cationic lipids because they contain a positively charged chain attached to a facial amphiphile rather than to a hydrophobic moiety. Formulations of several of the designed compounds were found to dramatically increase the cellular uptake of both plasmid and oligonucleotide DNA. Moreover, initial experiments have shown that some of the compounds promote plasmid gene expression in various tissues after introduction into animals. These results have provided interesting information about structure–activity relationships as well as clues to the mechanism of action that may lead to further improvements in the design.

Url:
DOI: 10.1016/S0169-409X(97)00107-5


Affiliations:


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Le document en format XML

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<term>Acid</term>
<term>Active ester</term>
<term>Amine</term>
<term>Amphiphiles</term>
<term>Amphiphilic</term>
<term>Best compound</term>
<term>Best compounds</term>
<term>Bile</term>
<term>Bile acid</term>
<term>Bile acid core</term>
<term>Bile acid derivatives</term>
<term>Bile acid skeletons form</term>
<term>Bone marrow</term>
<term>Breast carcinoma</term>
<term>Breast carcinoma monkey kidney</term>
<term>Broblasts</term>
<term>Carcinoma</term>
<term>Cationic</term>
<term>Cationic delivery agents</term>
<term>Cationic lipids</term>
<term>Cell lines</term>
<term>Cell membranes</term>
<term>Charge ratio</term>
<term>Chem</term>
<term>Chenodeoxycholic acid</term>
<term>Chloramphenicol acetyltransferase</term>
<term>Chloroquine</term>
<term>Cholic</term>
<term>Cholic acid</term>
<term>Complex stability</term>
<term>Compound</term>
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<term>Cultured cells</term>
<term>Delivery agents</term>
<term>Delivery formulations</term>
<term>Delivery reagents</term>
<term>Deoxycholic acid</term>
<term>Derivative</term>
<term>Dope</term>
<term>Drug delivery reviews</term>
<term>Endosome</term>
<term>Enzyme activity</term>
<term>Facial</term>
<term>Facial amphiphile</term>
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<term>Facial amphiphilicity</term>
<term>Facially</term>
<term>Further improvements</term>
<term>Gene</term>
<term>Gene delivery</term>
<term>Gene delivery agents</term>
<term>Gene expression</term>
<term>Gene therapy</term>
<term>Gene transfer</term>
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<term>Hcmv promoter</term>
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<term>High transfection activity</term>
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<term>Hydrophobic interactions</term>
<term>Hydroxyl</term>
<term>Initial experiments</term>
<term>Lipid</term>
<term>Lipofectin</term>
<term>Lithocholic acid</term>
<term>Luciferase gene expression</term>
<term>Membrane fusion</term>
<term>Monkey kidney</term>
<term>Murine mucopolysaccharidosis type</term>
<term>Nude mice</term>
<term>Oligonucleotide delivery</term>
<term>Optimal concentration</term>
<term>Optimal molar ratio</term>
<term>Pentaethylenehexamine</term>
<term>Pentamine conjugate</term>
<term>Peptide</term>
<term>Personal communication</term>
<term>Plasma membrane</term>
<term>Plasmid</term>
<term>Polyamine</term>
<term>Positive charges</term>
<term>Primary skin</term>
<term>Princeton university</term>
<term>Protonatable amines</term>
<term>Reporter genes</term>
<term>Room temperature</term>
<term>Side chain</term>
<term>Spermine</term>
<term>Stable complexes</term>
<term>Steroidal</term>
<term>Steroidal polyamines</term>
<term>Transfection</term>
<term>Transfection activity</term>
<term>Transfection agents</term>
<term>Uorescent oligonucleotides</term>
<term>Viral vectors</term>
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<div type="abstract" xml:lang="en">Abstract: A series of compounds containing a bile acid core and a polyamine side chain have been synthesized to evaluate their ability to promote the uptake of DNA into cells. These compounds differ from conventional cationic lipids because they contain a positively charged chain attached to a facial amphiphile rather than to a hydrophobic moiety. Formulations of several of the designed compounds were found to dramatically increase the cellular uptake of both plasmid and oligonucleotide DNA. Moreover, initial experiments have shown that some of the compounds promote plasmid gene expression in various tissues after introduction into animals. These results have provided interesting information about structure–activity relationships as well as clues to the mechanism of action that may lead to further improvements in the design.</div>
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