Synthesis of a N-acylsulfamide linked dinucleoside and its incorporation into an oligonucleotide.
A N-acylsulfamide linked thymidine dinucleoside was synthesized and incorporated into an oligonucleotide (ON). The interest is in a linkage analog that has a higher pKa relative to a phosphodiester and when incorporated into ONs is capable of helix formation with complementary RNA. The hybridization property of the resultant ON with RNA was shown to result in significant destabilization.
Zhang
J
J
Gilead Sciences, Inc., Foster City, CA 94404, USA.
Matteucci
M D
MD
D009690:Nucleic Acid Conformation; D009693:Nucleic Acid Hybridization; D009705:Nucleosides / Q000138:chemical synthesis / Q000737:chemistry; D009841:Oligonucleotides / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D012313:RNA / Q000378:metabolism; D013449:Sulfonamides / Q000138:chemical synthesis* / Q000737:chemistry
D009705:Nucleosides; D009841:Oligonucleotides; D013449:Sulfonamides; D012313:RNA