title: Hybridization-dependent fluorescence of oligodeoxynucleotides incorporating new pyrene-modified adenosine residues.
abstract: We report the synthesis and properties of oligonucleotides incorporating N(6)-[N-(pyren-1-ylmethyl)carbamoyl]-deoxyadenosine (dA(pymcm)). We designed the ODN which incorporated two consecutive dA(pymcm) residues. It was revealed that on hybridization with the target DNA and RNA oligomers, the fluorescence spectra of ODNs having two consecutive dA(pymcm) molecules near the 5'-terminal position can change from the pyrene monomer emission to the excimer, depending on the chain length of the target DNA and RNA. These results indicated that dA(pymcm)-modified ODNs can be used as interesting hybridization sensors that are sensitive to the size of the target strand.
authors: Department of Life Science, Tokyo Institute of Technology and CREST, JST Nagatsuda, Midoriku, Yokohama 226-8501, Japan.
authors: Kohji
authors: K
authors: Seio
authors: Masanhiro
authors: M
authors: Mizuta
authors: Kaori
authors: K
authors: Tasaki
authors: Keigo
authors: K
authors: Tamaki
authors: Akihiro
authors: A
authors: Ohkubo
authors: Mitsuo
authors: M
authors: Sekine
mesh_terms: D001483:Base Sequence; D015374:Biosensing Techniques; D004247:DNA / Q000737:chemistry; D003839:Deoxyadenosines / Q000737:chemistry*; D004563:Electrochemistry / Q000379:methods; D004566:Electrodes; D005453:Fluorescence; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D008958:Models, Molecular; D015394:Molecular Structure; D009693:Nucleic Acid Hybridization; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry*; D011721:Pyrenes / Q000737:chemistry*; D012313:RNA / Q000737:chemistry; D012680:Sensitivity and Specificity; D013050:Spectrometry, Fluorescence / Q000379:methods
chemical_list: D003839:Deoxyadenosines; D009838:Oligodeoxyribonucleotides; D011721:Pyrenes; D012313:RNA; D004247:DNA