L-alpha-lyxopyranosyl (4 '-> 3 ') oligonucleotides: A base-pairing system containing a shortened backbone

Citation
F. Reck et al., L-alpha-lyxopyranosyl (4 '-> 3 ') oligonucleotides: A base-pairing system containing a shortened backbone, ORG LETT, 1(10), 1999, pp. 1531-1534
Citations number
24
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
1
Issue
10
Year of publication
1999
Pages
1531 - 1534
Database
ISI
SICI code
1523-7060(19991118)1:10<1531:L('3'O>2.0.ZU;2-1
Abstract
[GRAPHICS] The L-alpha-lyxopyranosyl (4'-->3') oligonucleotide system shows cooperativ e base-pairing in spite of containing only five instead of the usual six co valent bonds per repetitive backbone unit. In contrast, corresponding D-bet a-ribofuranosyl (4'-->3') oligonucleotides do not show adenine-thymine pair ing under comparable conditions. The difference in pairing behavior relates to the conformation of the two systems' vicinal 3',4'-phosphodiester subst ituents, which is diaxial in the lyxopyranosyl system and 3'-axial-4'-equat orial in the ribopyranosyl system.