Design and simple routes of synthesis of oligonucleotide conjugates for studies of DNA triple helix formation.
A series of oligonucleotides conjugated to intercalators, as well as fluorescent and lipophilic substances, minor groove binders and photoactive molecules were synthesized for studies of their ability to form a stable triple helix. Purine-rich short double stranded DNA fragments from HIV-1 genome and pyrimidine 16-mer oligodeoxyribonucleotide were used as models. A conjugate of a dipyrido[3,2-a:2',3'-c]phenazine-ruthenium (II) complex and a triple helix-forming oligonucleotide was constructed. Upon sequence-specific duplex and triplex formation of the conjugate, the ruthenium complex becomes highly fluorescent. The attached ruthenium complex induces a stabilization of the DNA triple helix and a significant increase of the time of residence of the third strand on the duplex.
Grimm
G N
GN
Laboratoire de Biophysique, INSERM U 201-CNRS UMR 8646, Muséum National d'Histoire Naturelle, Paris, France.
Boutorine
A S
AS
Lincoln
P
P
Hélène
C
C
D004247:DNA / Q000737:chemistry*; D004279:DNA, Viral / Q000737:chemistry*; D015497:HIV-1 / Q000235:genetics; D007364:Intercalating Agents / Q000138:chemical synthesis*; D009690:Nucleic Acid Conformation; D009841:Oligonucleotides / Q000138:chemical synthesis*
D004279:DNA, Viral; D007364:Intercalating Agents; D009841:Oligonucleotides; C051802:triplex DNA; D004247:DNA