Synthesis and biophysical characterization of oligonucleotides containing a 4'-selenonucleotide.
The first synthesis of oligonucleotides containing 4'-selenium-modified ribonucleotides (4'-Se-rN) is described. Four sequences containing 4'-Se-rT were successfully synthesized and compared with DNA and RNA oligonucleotides containing a dT, rT, or LNA insert in place of the 4'-Se-rT. The 4'-Se-rT behaved more like rT than dT in its effects on binding affinity, despite the DNA-like structure previously observed for the nucleoside, suggesting that a conformational switch occurs upon incorporation into an oligonucleotide. Incorporation of 4'-Se-rT into A-RNA and hybrid duplexes led to increased binding affinity, while incorporation into B-DNA destabilized the duplex to the same extent as an rT nucleotide.
Department of Chemistry, McGill University, 801 Sherbrooke Street West, Montreal, QC, Canada.
Jonathan K
JK
Watts
Blair D
BD
Johnston
Kumarasamy
K
Jayakanthan
Alexander S
AS
Wahba
B Mario
BM
Pinto
Masad J
MJ
Damha
D001483:Base Sequence; D055592:Biophysical Phenomena; D001703:Biophysics; D002942:Circular Dichroism; D004247:DNA / Q000737:chemistry; D009690:Nucleic Acid Conformation; D009841:Oligonucleotides / Q000138:chemical synthesis*; D009843:Oligoribonucleotides / Q000138:chemical synthesis*; D016566:Organoselenium Compounds / Q000737:chemistry*
D009841:Oligonucleotides; D009843:Oligoribonucleotides; D016566:Organoselenium Compounds; D004247:DNA