title: Fluorous Peptide Nucleic Acids: PNA Analogues with Fluorine in Backbone (γ-CF2-apg-PNA) Enhance Cellular Uptake.
abstract: Fluorous PNA analogues possessing fluorine as inherent part of aminopropylglycine (apg) backbone (γ-CF2-apg PNA) have been synthesized and evaluated for biophysical and cell penetrating properties. These form duplexes of higher thermal stability with cRNA than cDNA, although destabilized compared to duplexes of standard aeg-PNA. Cellular uptake of the fluorinated γ-CF2-apg PNAs in NIH 3T3 and HeLa cells was 2-3-fold higher compared to that of nonfluorinated apg PNA, with NIH 3T3 cells showing better permeability compared to HeLa cells. The backbone fluorinated PNAs, which are first in this class, when combined with other chemical modifications may have potential for future PNA-based antisense agents.
authors: Chemical Biology Unit, Indian Institute of Science Education and Research (IISER) , Dr. Bhabha Road, Pune 411008, Maharashtra India.
authors: Satheesh
authors: S
authors: Ellipilli
authors: Chemical Biology Unit, Indian Institute of Science Education and Research (IISER) , Dr. Bhabha Road, Pune 411008, Maharashtra India.
authors: Krishna N
authors: KN
authors: Ganesh
mesh_terms: D000818:Animals; D001665:Binding Sites; D016373:DNA, Antisense / Q000737:chemistry*; D005461:Fluorine / Q000737:chemistry*; D006367:HeLa Cells; D006801:Humans; D051379:Mice; D008968:Molecular Conformation; D016376:Oligonucleotides, Antisense / Q000737:chemistry*; D020135:Peptide Nucleic Acids / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D016373:DNA, Antisense; D016376:Oligonucleotides, Antisense; D020135:Peptide Nucleic Acids; D005461:Fluorine