DNA ligation using photoremovable protecting groups.
Template-directed ligation of oligonucleotides by photochemical reaction has attracted much interest because of its biomedical and synthetic applications. In this study, we developed photoligaton of DNA by using a photoremovable protecting group and thiol-disulfide exchange reaction. A phosphoroamidite of o-nitrobenzyl derivatives were synthesized, and DNA modified with a nitrobenzyl-protected thiol group and disulfide group was synthesized by conventional phosphoroamidite chemistry using a DNA synthesizer. It was shown that photochemical reaction of a nitrobenzyl group with UV irradiation produced a free thiol group, leading to the DNA ligation through the thiol-disulfide exchange reaction.
Kawano
Yuta
Y
Graduate School of Engineering, University of Hyogo, Himeji, Hyogo 671-2280, Japan.
Takada
Tadao
T
Nakamura
Mitsunobu
M
Yamana
Kazushige
K
D004247:DNA / Q000737:chemistry / Q000528:radiation effects; D004220:Disulfides / Q000737:chemistry; D009838:Oligodeoxyribonucleotides / Q000737:chemistry* / Q000528:radiation effects*; D055668:Photochemical Processes; D013438:Sulfhydryl Compounds / Q000737:chemistry; D014466:Ultraviolet Rays
D004220:Disulfides; D009838:Oligodeoxyribonucleotides; D013438:Sulfhydryl Compounds; D004247:DNA