Fluorescence quenching of parallel-stranded DNA bound ethidium bromide: the effect of 7-deaza-2 `-deoxyisoguanosine and 7-halogenated derivatives

Autor(en): Li, H
Peng, XH
Seela, F
Stichwörter: 7-deazapurine nucleosides; BASE; Chemistry; Chemistry, Medicinal; Chemistry, Organic; DNA; DUPLEX DNA; ELECTRON-TRANSFER; ethidium bromide; fluorescence quenching; ISOGUANINE; NUCLEIC-ACIDS; NUCLEOBASE; OLIGONUCLEOTIDES; Pharmacology & Pharmacy; RECOGNITION
Erscheinungsdatum: 2004
Herausgeber: PERGAMON-ELSEVIER SCIENCE LTD
Journal: BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volumen: 14
Ausgabe: 24
Startseite: 6031
Seitenende: 6034
Zusammenfassung: 
Parallel stranded (ps) duplexes were constructed by incorporating 7-deaza-2'-deoxyisoguanosine (1a) or its 7-halogenated analogs 1b,c in place of 2'-deoxyisoguanosine. UV and T-m analyses prove the high affinity of ethidium bromide (EB) to these modified duplexes. Steady-state fluorescence measurement shows that the fluorescence is quenched when EB is bound to ps duplexes containing compounds 1a-c. The quenching effect depends on the 7-substituent of the nucleobase. (C) 2004 Elsevier Ltd. All rights reserved.
ISSN: 0960894X
DOI: 10.1016/j.bmcl.2004.09.071

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