Investigation of the mechanism of the fluorescent emission of the silylated pyrene modified DNA.

Modified DNA containing silylated pyrene derivative at the 5'-terminus showed the obvious discrimination ability of the duplex formation, that the modified DNA showed the strong fluorescence emission in the presence of the complementary DNA, in spite of the very weak emission in the absence of the complementary DNA. The intensity of the fluorescence emission of the double strand found to increase about 10 times compared with that of the single strand. In this paper, we tried to disclose the detailed mechanism of such a discrimination ability of the silylated pyrene-modified DNA.

Synthesis and properties of oligonucleotides containing silylated pyrene derivatives.

Preparation and properties of the novel fluorescently labelled oligonucleotides, containing the silylated pyrene derivatives are reported. The silylated pyrene derivatives were introduced into both 5'-terminus and C-5 position of the deoxyuridine derivatives. The fluorescent spectra indicated the possibility of the discrimination of the duplex formation by the simple denaturation.

Synthesis, duplex-forming ability and fluorescent property of OligoDNA bearing silylated fluorophore.

Novel pyrene derivative conjugated with dimethylsilyl moiety was prepared from bromopyrene. The compound was successfully converted to the corresponding phosphoramidite derivative and incorporated into oligoDNA. In uv-melting study, the resulted fluorescent oligoDNA can discriminate one-base mismatched complement only when the mismatched base is positioned around the middle of the duplex-forming region.

Novel sequence-responding fluorescent oligoDNA probe bearing a silylated pyrene molecule.

A novel fluorescent phosphoramidite derivative of dimethylsilylated pyrene was prepared and incorporated into oligoDNA. The fluorescent oligoDNA exhibited marked fluorescent signal upon binding to the fully matched complementary DNA strand, however, the signal was strongly quenched in the single-stranded form as well as in the duplex having mismatched base pair at the terminus of the duplex-forming region.