CG base pair recognition within DNA triple helices by modified N-methylpyrrolo-dC nucleosides.
3-Aminophenyl-modified analogues of the bicyclic nucleoside N-methyl-3H-pyrrolo[2,3-d]pyrimidin-2(7H)-one were synthesised and incorporated directly into triplex-forming oligonucleotides in order to utilise their extended hydrogen bonding motif for recognition of the CG base pair. All analogues demonstrated strong binding affinity and very good selectivity for CG from pH 6.2 to 7.0; a marked improvement on previous modifications.
Gerrard
Simon R
SR
School of Chemistry, University of Southampton, Highfield, Southampton, SO17 1BJ, UK.
Edrees
Mastoura M
MM
Bouamaied
Imenne
I
Fox
Keith R
KR
Brown
Tom
T
D020029:Base Pairing / Q000235:genetics*; D004247:DNA / Q000737:chemistry*; D005453:Fluorescence; D006863:Hydrogen-Ion Concentration / Q000528:radiation effects; D008958:Models, Molecular; D009690:Nucleic Acid Conformation / Q000528:radiation effects; D009691:Nucleic Acid Denaturation / Q000528:radiation effects; D009705:Nucleosides / Q000737:chemistry*; D011758:Pyrroles / Q000737:chemistry*; D014466:Ultraviolet Rays
D009705:Nucleosides; D011758:Pyrroles; D004247:DNA