title: Novel base-labile protecting groups for 5'-hydroxyl protection in the synthesis of oligonucleotides.
abstract: The 6-(levulinyloxymethyl)-3-methoxy-2-nitrobenzoyl (LMM0NBz) and 2-(levulinyloxy-methyl)-5-methoxy-4-nitrobenzoyl (LMMpNBz) groups were developed as novel base-labile protection for the 5'-hydroxyl group in solid-phase oligonucleotide synthesis. A comparative study on the utility of LMMoNBz, LMMpNBz, and 2-(levulinyloxymethyl)-5-nitrobenzoyl (LMNBz) groups for the synthesis of oligodeoxyribonucleotides, and the synthesis of oligoribonucleotides using the LMMoNBz group in combination with the acid-labile 1-ethoxyethylk (EE) group to protect the 2'-hydroxyl group, are described.
authors.affiliation: School of Pharmacy, Tokyo University of Pharmacy and Life Science, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan.
authors.forename: Kazuo
authors.initials: K
authors.lastname: Kamaike
authors.forename: Takashi
authors.initials: T
authors.lastname: Namiki
authors.forename: Yoshihiro
authors.initials: Y
authors.lastname: Kayama
authors.forename: Etsuko
authors.initials: E
authors.lastname: Kawashima
mesh_terms: D017665:Hydroxyl Radical / Q000737:chemistry; D009841:Oligonucleotides / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D009841:Oligonucleotides; D017665:Hydroxyl Radical