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. On the other hand, the oligoDNA gives marked fluorescence upon binding with the full-matched complement. The intensity of the fluorescent signal of the oligoDNA in a duplex changes depending on the position of the mismatched base of the complement.
Shinozuka
Kazuo
K
Graduate Scholl of Chemistry and Chemical Biology, Faculty of Engineering, Gunma University, 1-5-1 Tenjin-cho, Kiryu City 376-8515, Japan. sinozuka@chem-bio.gunma-u.ac.jp
Sekiguchi
Tohru
T
Ebara
Yumiko
Y
Moriguchi
Tomohisa
T
D020137:Base Pair Mismatch; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry*; D009691:Nucleic Acid Denaturation; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis / Q000737:chemistry*; D015345:Oligonucleotide Probes / Q000138:chemical synthesis / Q000737:chemistry*; D011721:Pyrenes / Q000138:chemical synthesis / Q000737:chemistry*
D005456:Fluorescent Dyes; D009838:Oligodeoxyribonucleotides; D015345:Oligonucleotide Probes; D011721:Pyrenes