Molecular design of an environmentally sensitive fluorescent nucleoside, 3-deaza-2'-deoxyadenosine derivative: distinguishing thymine by probing the DNA minor groove.
An environmentally sensitive fluorescent nucleoside containing a 3-deazaadenine skeleton has been developed, and its photophysical properties were investigated. Newly developed C3-naphthylethynylated 3-deaza-2'-deoxyadenosine ((3nz) A, 1) exhibited dual fluorescence emission from an intramolecular charge-transfer state and a locally excited state, depending upon molecular coplanarity. DNA probes containing 1 clearly discriminated a perfectly matched thymine base on the complementary strand by a distinct change in emission wavelength.
['Suzuki|Azusa|A|', 'Yanaba|Takumi|T|', 'Saito|Isao|I|', 'Saito|Yoshio|Y|']
D004247:DNA D015342:DNA Probes D005453:Fluorescence D005456:Fluorescent Dyes D008958:Models, Molecular D013696:Temperature D013941:Thymine D014372:Tubercidin
fluorescent nucleosides DNA bioorganic chemistry deazaadenine naphthalene