Synthesis of amino- and guanidino-G-clamp PNA monomers.
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]
Ausín
Cristina
C
Departament de Química Orgànica, Facultat de Química, Universitat de Barcelona, Martí i Franquès 1, 08028 Barcelona, Spain.
Ortega
José-Antonio
JA
Robles
Jordi
J
Grandas
Anna
A
Pedroso
Enrique
E
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*
D000588:Amines; D006146:Guanidines; D020319:Oligodeoxyribonucleotides, Antisense; D020135:Peptide Nucleic Acids