Synthesis and physicochemical properties of 2'-deoxy-2',2''-difluoro-beta-D-ribofuranosyl and 2'-deoxy-2',2''-difluoro-alpha-D-ribofuranosyl oligonucleotides.
We present procedures for nucleoside and oligonucleotide synthesis, binding affinity (Tm) and structural analysis (CD spectra) of 2'-deoxy-2',2''-difluoro-alpha-D-ribofuranosyl and 2'-deoxy-2',2''-difluoro-beta-D-ribofuranosyl oligothymidylates. Possible reasons for the thermal instability of duplexes formed between these compounds and RNA or DNA targets are discussed.
Viazovkina
Ekaterina
E
Department of Chemistry, McGill University, Montreal, QC, Canada.
Mangos
Maria M
MM
Damha
Masad J
MJ
D002942:Circular Dichroism; D004247:DNA / Q000737:chemistry; D005461:Fluorine; D009690:Nucleic Acid Conformation; D009693:Nucleic Acid Hybridization; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D009843:Oligoribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D012313:RNA / Q000737:chemistry
D009838:Oligodeoxyribonucleotides; D009843:Oligoribonucleotides; D005461:Fluorine; D012313:RNA; D004247:DNA