Oligonucleotides containing disaccharide nucleosides

Authors
Efimtseva, EV Bobkov, GV Mikhailov, SN Van Aerschot, A Schepers, G Busson, R Rozenski, J Herdewijn, P
Citation
Ev. Efimtseva et al., Oligonucleotides containing disaccharide nucleosides, HELV CHIM A, 84(8), 2001, pp. 2387-2397
Citations number
26
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Chemistry & Analysis",Chemistry
Journal title
HELVETICA CHIMICA ACTA
ISSN journal
0018-019X → ACNP
Volume
84
Issue
8
Year of publication
2001
Pages
2387 - 2397
Database
ISI
SICI code
0018-019X(2001)84:8<2387:OCDN>2.0.ZU;2-4
Abstract
Disaccharide nucleosides with 2'-O-(D-arabinofuranosyl), 2'-O-(L-arabinofur anosyl), 2'-O-(D-ribopyranosyl), 2'-O-(D-erythrofuranosyl), and 2'-O-(5-azi do-5-deoxy-D-ribofuranosyl) substituents were synthesized. These modified n ucleosides were incorporated into oligonucleotides (see Table). Single subs titution resulted in a DeltaT(m) of +0.5 to -1.4 degrees for DNA/RNA and a DeltaT(m) of - 0.8 to -4.7 degrees for DNA/DNA duplexes. These disaccharide nucleosides can be well accommodated in RNA/DNA duplexes, and the presence of a NH2- C(5") group has a beneficial effect on duplex stability.