Selective nitrosyl group transfer reaction to cytidine using oligonucleotides bearing S-nitrosothioguanosine.
Nitric oxide (NO) is an important endogenous regulatory molecule, and conversely, it is also known to be mutagenic because of its ability of nitrosylation and following deamination of nucleobases. In this study, we aimed at developing a useful tool for nitrosylation to a specific site of DNA by the use of ODN 2 incorporating S-nitroso thioguanosine. It has been demonstrated that the S-NO containing ODN 2 exhibits rapid and specific NO-transfer reaction to its complementary ODN 5 having dC or d(m)C at the target site. Thus, we have established an innovative method for the highly efficient and selective transfer of NO to cytidine and 5-methylcytidine.
Nagatsugi
Fumi
F
Graduate School of Pharmaceutical Sciences, Kyushu University, 3-1-1 Maidashi, Higashi-ku, Fukuoka 812-8582, Japan, CREST, JST.
Nakayama
Shizuka
S
Ali
Monsur Md
MM
Sasaki
Shigeki
S
D001483:Base Sequence; D003562:Cytidine / Q000737:chemistry* / Q000378:metabolism; D006151:Guanosine / Q000031:analogs & derivatives* / Q000737:chemistry; D008969:Molecular Sequence Data; D009569:Nitric Oxide / Q000737:chemistry*; D009603:Nitroso Compounds / Q000737:chemistry*; D009841:Oligonucleotides / Q000138:chemical synthesis / Q000737:chemistry* / Q000235:genetics; D013873:Thionucleotides / Q000737:chemistry*
D009603:Nitroso Compounds; D009841:Oligonucleotides; D013873:Thionucleotides; D006151:Guanosine; D009569:Nitric Oxide; D003562:Cytidine