Self-duplex formation of an A(py)-substituted oligodeoxyadenylate and its unique fluorescence.
Unexpected homoadenine self-duplexes are formed when pyrene units are bound covalently to the deoxyadenosine bases at specific distances (1,4 relationships). This discovery illustrates how small-molecule pyrene intercalators can be used to drive unknown nucleic acid assembly with a concomitant change in fluorescence. When a pair of pyrene fluorophore units is located within an oligodeoxyadenylate chain, the system can display three different colors (reddish-orange, green, or blue) depending on the relative location of the fluorophores. A unique fluorescence signal, a reddish band peaking at 580 nm, appears when the oligomers possess more than two spacers between the pyrene fluorophores(1,4 relationships). Several spectroscopic experiments, for example, recording variable-concentration spectra, CD, UV, melting temperature, and gel electropherogram, indicate that this new reddish band came from an intermolecular homoadenine self-duplex. Time-resolved fluorescence measurements using both TCSPC and upconversion methods indicate that this unique fluorescence has a long lifetime.
Seo
Young Jun
YJ
Department of Chemistry, BK School of Molecular Science, Pohang University of Science and Technology, Pohang 790-784, Korea.
Rhee
Hanju
H
Joo
Taiha
T
Kim
Byeang Hyean
BH
D003838:Deoxyadenine Nucleotides / Q000737:chemistry*; D005453:Fluorescence; D005456:Fluorescent Dyes / Q000737:chemistry*; D009690:Nucleic Acid Conformation; D009841:Oligonucleotides / Q000737:chemistry*; D011721:Pyrenes / Q000737:chemistry*; D013057:Spectrum Analysis
D003838:Deoxyadenine Nucleotides; D005456:Fluorescent Dyes; D009841:Oligonucleotides; D011721:Pyrenes; C012873:2'-deoxy-5'-adenosine monophosphate; C030984:pyrene