Design of artificial nucleobases for the recognition of the AT inversion by triple-helix forming oligonucleotides: a structure-stability relationship study and neighbour bases effect.
We report herein on the synthesis, the incorporation into triplex forming oligonucleotides (TFO) and the recognition properties of a series of synthetic nucleosides designed for the specific recognition of an inverted A x T base pair in a pyrimidine triple helix motif. These analogues were designed on the basis of the results obtained with our previously reported compounds S and B(t), in order to define a structure-stability relationship. We report also on the chemical nature effect of the bases flanking S in the case of S-containing TFOs, in order to get further informations about the recognition process within the A x TxS triplet. This study establishes guidelines for the conception of more potent analogues for the recognition of both A x T and G x C inverted base pairs.
Guianvarc'h
Dominique
D
Laboratoire de Biophysique, UR 565 INSERM, UMR 8646 CNRS, Muséum National d'Histoire Naturelle, 43 rue Cuvier 75231 Paris Cédex 05, France.
Fourrey
Jean-Louis
JL
Maurisse
Rosalie
R
Sun
Jian-Sheng
JS
Benhida
Rachid
R
D000225:Adenine; D020029:Base Pairing; D001483:Base Sequence; D009690:Nucleic Acid Conformation; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D009943:Organophosphorus Compounds / Q000138:chemical synthesis; D018583:Pliability; D013941:Thymine
D009838:Oligodeoxyribonucleotides; D009943:Organophosphorus Compounds; C434331:phosphoramidite; D000225:Adenine; D013941:Thymine