L-alpha-lyxopyranosyl (4'-->3') oligonucleotides: a base-pairing system containing a shortened backbone.
[formula: see text] The L-alpha-lyxopyranosyl (4'-->3') oligonucleotide system shows cooperative base-pairing in spite of containing only five instead of the usual six covalent bonds per repetitive backbone unit. In contrast, corresponding D-beta-ribofuranosyl (4'-->3') oligonucleotides do not show adenine-thymine pairing under comparable conditions. The difference in pairing behavior relates to the conformation of the two systems' vicinal 3',4'-phosphodiester substituents, which is diaxial in the lyxopyranosyl system and 3'-axial-4'-equatorial in the ribopyranosyl system.
Reck
F
F
Skaggs Institute for Chemical Biology, Scripps Research Institute, La Jolla, California 92037, USA.
Wippo
H
H
Kudick
R
R
Bolli
M
M
Ceulemans
G
G
Krishnamurthy
R
R
Eschenmoser
A
A
D020029:Base Pairing; D009690:Nucleic Acid Conformation; D009841:Oligonucleotides / Q000737:chemistry*; D013696:Temperature
D009841:Oligonucleotides