title: Chiral peptide nucleic acids with a substituent in the N-(2-aminoethy)glycine backbone.
abstract: A peptide nucleic acid (PNA) is a synthetic nucleic acid mimic in which the sugar-phosphate backbone is replaced by a peptide backbone. PNAs hybridize to complementary DNA and RNA with higher affinity and superior sequence selectivity compared to DNA. PNAs are resistant to nucleases and proteases and have a low affinity for proteins. These properties make PNAs an attractive agent for biological and medical applications. To improve the antisense and antigene properties of PNAs, many backbone modifications of PNAs have been explored under the concept of preorganization. This review focuses on chiral PNAs bearing a substituent in the N-(2-aminoethyl)glycine backbone. Syntheses, properties, and applications of chiral PNAs are described.
authors.affiliation: Department of Life Sciences, Graduate School of Arts and Sciences, The University of Tokyo, Komaba, Meguro-ku, Tokyo 153-8902, Japan. csugi@mail.ecc.u-tokyo.ac.jp
authors.forename: Toru
authors.initials: T
authors.lastname: Sugiyama
authors.forename: Atsushi
authors.initials: A
authors.lastname: Kittaka
mesh_terms: D016373:DNA, Antisense / Q000737:chemistry; D004268:DNA-Binding Proteins / Q000737:chemistry; D005998:Glycine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D020135:Peptide Nucleic Acids / Q000138:chemical synthesis*; D012313:RNA / Q000737:chemistry; D017422:Sequence Analysis, DNA
chemical_list: D016373:DNA, Antisense; D004268:DNA-Binding Proteins; D020135:Peptide Nucleic Acids; C028791:N-(2-aminoethyl)glycine; D012313:RNA; D005998:Glycine