title: Synthesis of amino- and guanidino-G-clamp PNA monomers.
abstract: Syntheses of the protected amino- and guanidino-G-clamp PNA monomers, 9a and 9b, respectively, have been accomplished in eight steps from 5-bromouracil. Enhanced stacking interactions and additional hydrogen bonds with guanine should increase the affinity of PNAs incorporating these cytosine analogues for their complementary strands. [reaction: see text]
authors.affiliation: Departament de Química Orgànica, Facultat de Química, Universitat de Barcelona, Martí i Franquès 1, 08028 Barcelona, Spain.
authors.forename: Cristina
authors.initials: C
authors.lastname: Ausín
authors.forename: José-Antonio
authors.initials: JA
authors.lastname: Ortega
authors.forename: Jordi
authors.initials: J
authors.lastname: Robles
authors.forename: Anna
authors.initials: A
authors.lastname: Grandas
authors.forename: Enrique
authors.initials: E
authors.lastname: Pedroso
mesh_terms: D000588:Amines / Q000737:chemistry*; D006146:Guanidines / Q000737:chemistry*; D007700:Kinetics; D015394:Molecular Structure; D020319:Oligodeoxyribonucleotides, Antisense / Q000138:chemical synthesis; D020135:Peptide Nucleic Acids / Q000138:chemical synthesis*
chemical_list: D000588:Amines; D006146:Guanidines; D020319:Oligodeoxyribonucleotides, Antisense; D020135:Peptide Nucleic Acids