title: 2'-O-[2-[N,N-(dialkyl)aminooxy]ethyl]-modified antisense oligonucleotides.
abstract: [structure] Oligonucleotides with two novel modifications, 2'-O-¿2-[N, N-(dimethyl)aminooxy]ethyl¿ (2'-O-DMAOE) and 2'-O-¿2-[N, N-(diethyl)aminooxy]ethyl¿ (2'-O-DEAOE), have been synthesized. These modifications exhibit high binding affinity to target RNA (and not to DNA) and enhance the nuclease stability of oligonucleotides considerably with t(1/2) > 24 h as a phosphodiester.
authors: Department of Medicinal Chemistry, Isis Pharmaceuticals Inc., 2292 Faraday Avenue, Carlsbad, California 92008, USA.
authors: T P
authors: TP
authors: Prakash
authors: M
authors: M
authors: Manoharan
authors: A M
authors: AM
authors: Kawasaki
authors: E A
authors: EA
authors: Lesnik
authors: S R
authors: SR
authors: Owens
authors: G
authors: G
authors: Vasquez
mesh_terms: D018076:DNA, Complementary / Q000737:chemistry; D016376:Oligonucleotides, Antisense / Q000138:chemical synthesis* / Q000737:chemistry; D043264:Phosphodiesterase I; D010727:Phosphoric Diester Hydrolases / Q000737:chemistry; D012313:RNA / Q000187:drug effects; D018075:RNA, Complementary / Q000737:chemistry
chemical_list: D018076:DNA, Complementary; D016376:Oligonucleotides, Antisense; D018075:RNA, Complementary; D012313:RNA; D010727:Phosphoric Diester Hydrolases; D043264:Phosphodiesterase I