Photochemical generation of C4'-oxidized abasic site containing oligonucleotide and its amine modification reaction.
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.
Usui
Kazuteru
K
Graduate School of Pharmaceutical Sciences, Kyushu University, Fukuoka 812-8582, Japan.
Aso
Mariko
M
Toguchi
Yukiko
Y
Kakihara
Yoshie
Y
Goromaru
Tsuyoshi
T
Suemune
Hiroshi
H
D000588:Amines / Q000737:chemistry*; D007769:Lactams / Q000737:chemistry; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry / Q000528:radiation effects*; D010777:Photochemistry
D000588:Amines; D007769:Lactams; D009838:Oligodeoxyribonucleotides