4-nitroindazole: Its ambiguous nature in oligonucleotide base pairing and the influence of the glycosylation position on the duplex stability
| Autor(en): | Seela, F Jawalekar, A |
Stichwörter: | 5-NITROINDOLE; 8-AZA-7-DEAZAADENINE; ANALOG; BUILDING-BLOCKS; Chemistry; Chemistry, Multidisciplinary; COMPOUND; DEOXYINOSINE; DNA; NUCLEOSIDE; OLIGODEOXYRIBONUCLEOTIDES; UNIVERSAL BASE | Erscheinungsdatum: | 2002 | Herausgeber: | WILEY-V C H VERLAG GMBH | Journal: | HELVETICA CHIMICA ACTA | Volumen: | 85 | Ausgabe: | 7 | Startseite: | 1857 | Seitenende: | 1868 | Zusammenfassung: | Oligonucleotides incorporating the regioisomeric 4-nitroindazole N-1- and N-2-(2'-deoxy-beta-D-ribofuranosides) 7 and 8 were synthesized and their base-pairing properties investigated. For solid-phase synthesis, the phosphoramidites 11 and 12 were prepared. Oligonucleotides containing the building block 7 or 8 show ambiguous base pairing. Duplexes have similar T-m values when the modified bases are positioned opposite to the four canonical DNA constituents. The glycosylation position of the regioisomeric 4-nitroindazole nucleosides has very little influence on the duplex stability. |
ISSN: | 0018019X | DOI: | 10.1002/1522-2675(200207)85:7<1857::AID-HLCA1857>3.0.CO;2-9 |
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geprüft am 21.05.2024
