title: Photochemical generation of C4'-oxidized abasic site containing oligonucleotide and its amine modification reaction.
abstract: We studied photochemical generation of oligodeoxynucleotide (ODN) containing C4'-oxidized abasic site (1) from its caged precursor 3. Photoirradiation of 3 at 365 nm followed by amine treatment under neutral conditions afforded the lactam (2) efficiently. Duplexed ODN 3 was converted to 1 faster and more efficiently than single stranded 3, whereas amine treatment of 1 formed from single stranded 3 resulted in slightly faster lactam formation than with duplex.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyushu University, Fukuoka 812-8582, Japan.
authors.forename: Kazuteru
authors.initials: K
authors.lastname: Usui
authors.forename: Mariko
authors.initials: M
authors.lastname: Aso
authors.forename: Yukiko
authors.initials: Y
authors.lastname: Toguchi
authors.forename: Yoshie
authors.initials: Y
authors.lastname: Kakihara
authors.forename: Tsuyoshi
authors.initials: T
authors.lastname: Goromaru
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Suemune
mesh_terms: D000588:Amines / Q000737:chemistry*; D007769:Lactams / Q000737:chemistry; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry / Q000528:radiation effects*; D010777:Photochemistry
chemical_list: D000588:Amines; D007769:Lactams; D009838:Oligodeoxyribonucleotides