title: Synthesis of fluorescent cyclic cytosine nucleosides and their fluorescent properties upon incorporation into oligonucleotides.
abstract: We report here the synthesis and spectroscopic characterization of a new fluorescent pyrimidopyrimidoindole nucleoside derivative (dC(PPI)) modified at the cytosine base. The photophysical properties of dC(PPI) were examined by fluorescent spectroscopy and quantum chemical calculations. It was found that dC(PPI)-labeled oligonucleotides gave almost the same thermal stability as that of the corresponding unmodified sequences. In addition, the quantum yield of dC(PPI) in the double-stranded state was significantly higher than that in the single-stranded state.
authors.affiliation: Department of Life Science, Tokyo Institute of Technology, Nagatsuta, Midoriku, Yokohama 226-8501, Japan.
authors.forename: Masahiro
authors.initials: M
authors.lastname: Mizuta
authors.forename: Kenichi
authors.initials: K
authors.lastname: Miyata
authors.forename: Kohji
authors.initials: K
authors.lastname: Seio
authors.forename: Tomofumi
authors.initials: T
authors.lastname: Santa
authors.forename: Mitsuo
authors.initials: M
authors.lastname: Sekine
mesh_terms: D015342:DNA Probes / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry*; D015345:Oligonucleotide Probes / Q000737:chemistry; D011741:Pyrimidine Nucleosides / Q000138:chemical synthesis / Q000737:chemistry*; D013050:Spectrometry, Fluorescence
chemical_list: D015342:DNA Probes; D005456:Fluorescent Dyes; D007211:Indoles; D015345:Oligonucleotide Probes; D011741:Pyrimidine Nucleosides