Synthesis of gamma-substituted peptide nucleic acids: a new place to attach fluorophores without affecting DNA binding.
Molecular beacon strategies using PNA are currently restricted to fluorophore attachment to the ends of the PNA. We report the synthesis of PNA oligomers wherein fluorophores can be attached to the PNA backbone from novel gamma-lysine PNA monomers. Oligomers incorporating the modified PNA showed comparable thermal stability to the corresponding aegPNA oligomer with DNA. When the modified PNA oligomer was annealed with complementary DNA, the fluorescence intensity increased 4-fold over the unbound PNA. [structure: see text]
Englund
Ethan A
EA
Laboratory of Bioorganic Chemistry, National Institute of Diabetes and Digestive and Kidney Diseases, National Institutes of Health, Bethesda, MD 20892, USA.
Appella
Daniel H
DH
D001483:Base Sequence; D004247:DNA / Q000737:chemistry*; D005453:Fluorescence; D005456:Fluorescent Dyes / Q000737:chemistry*; D008239:Lysine / Q000737:chemistry; D008958:Models, Molecular; D020135:Peptide Nucleic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D005456:Fluorescent Dyes; D020135:Peptide Nucleic Acids; D004247:DNA; D008239:Lysine