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1.
Bioorg Med Chem Lett ; 26(2): 684-689, 2016 Jan 15.
Article in English | MEDLINE | ID: mdl-26627578

ABSTRACT

Various C2-naphthylethynylated 2'-deoxyadenosines were synthesized as environmentally sensitive fluorescent (ESF) nucleosides and their photophysical properties were examined. Among the ESF nucleosides synthesized, four exhibited strong solvatochromicity, two of which were incorporated into oligodeoxynucleotides (ODNs). These ODN probes were able to detect target DNA through distinct changes in fluorescence intensity and wavelength and acted as effective reporter probes.


Subject(s)
DNA/analysis , Deoxyadenosines/chemistry , Fluorescent Dyes/chemistry , Deoxyadenosines/chemical synthesis , Fluorescence , Fluorescent Dyes/chemical synthesis , Spectrometry, Fluorescence
2.
Bioorg Med Chem Lett ; 21(23): 7021-4, 2011 Dec 01.
Article in English | MEDLINE | ID: mdl-22014545

ABSTRACT

2-(1-Naphthalenylethynyl)-2'-deoxyadenosine ((N)A) was synthesized and incorporated into oligodeoxynucleotides. DNA duplexes containing newly designed 5'-(N)AT-3'/3'-T(N)A-5' base pairs are considerably stabilized than unmodified duplexes by stacking interaction of naphthalene rings in the narrow minor groove as characterized by a new emission at longer wavelength and exciton coupled CD signals.


Subject(s)
Adenine/chemistry , DNA/chemistry , Naphthalenes/chemistry , Base Pairing , Base Sequence , Circular Dichroism , Drug Stability , Models, Molecular , Molecular Sequence Data , Thymine/chemistry
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