title: Cellular uptake of adamantyl conjugated peptide nucleic acids.
abstract: Peptide nucleic acids (PNA) (15-mers) conjugated to adamantyl acetic acid and labeled with fluorescein have been prepared, and their (liposome mediated) uptake in human cells in culture (HeLa, IMR-90 and MDA-MB-453) has been studied by confocal fluorescence microscopy. It is found that adamantyl-PNAs show greatly improved (endosomal) cellular uptake, but that this uptake is dependent on the cell line. Cellular uptake of such lipophilic PNAs is further mediated by cationic liposomes, and in some cases, the intracellular localization is diffuse cytoplasmic or nuclear, again cell-type dependent. The results show that this simple PNA modification can indeed greatly improve cellular uptake, but the effect appears strongly cell-type as well as PNA-sequence dependent.
authors.affiliation: Center for Biomolecular Recognition, Department of Medical Biochemistry & Genetics, Biochemistry Laboratory B, The Panum Institute, Blegdamsvej 3c, 2200 Copenhagen N, Denmark.
authors.forename: T
authors.initials: T
authors.lastname: Ljungstrøm
authors.forename: H
authors.initials: H
authors.lastname: Knudsen
authors.forename: P E
authors.initials: PE
authors.lastname: Nielsen
mesh_terms: D000218:Adamantane / Q000031:analogs & derivatives / Q000737:chemistry*; D001943:Breast Neoplasms; D002460:Cell Line; D004337:Drug Carriers; D005456:Fluorescent Dyes; D006367:HeLa Cells; D006801:Humans; D008081:Liposomes; D018613:Microscopy, Confocal; D008856:Microscopy, Fluorescence; D020135:Peptide Nucleic Acids / Q000008:administration & dosage / Q000737:chemistry* / Q000378:metabolism*; D010714:Phosphatidylethanolamines; D000644:Quaternary Ammonium Compounds; D014407:Tumor Cells, Cultured
chemical_list: D004337:Drug Carriers; D005456:Fluorescent Dyes; D008081:Liposomes; D020135:Peptide Nucleic Acids; D010714:Phosphatidylethanolamines; D000644:Quaternary Ammonium Compounds; C046112:didodecyldimethylammonium; C094877:dioleoyl phosphatidylethanolamine; D000218:Adamantane