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

Show full item record

Page view(s)

1
Last Week
0
Last month
0
checked on Mar 3, 2024

Google ScholarTM

Check

Altmetric