A new reactive nucleoside analogue for highly reactive and selective cross-linking reaction to cytidine under neutral conditions.
We have already demonstrated that the oligonucleotides DNA (ODNs) bearing a 2-amino-6-vinylpurine derivative (1) exhibited efficient interstrand cross-linking to cytidine selectively. In this study, a new reactive nucleoside analogue, 2-amino-6-(1-ethylsulfoxy)vinylpurine derivative (7), was designed based on a computational method to achieve high and selective alkylation with cytidine under neutral conditions. It has been demonstrated that the ODN (13) bearing 2-amino-6-(1-ethylsulfoxy)vinylpurine achieved highly selective and efficient cross-linking to cytidine under neutral conditions.
Nagatsugi
F
F
Graduate School of Pharmaceutical Sciences, Kyushu University, 3-1-1Maidashi, Higashi-ku, Fukuoka 812-8582, Japan.
Tokuda
N
N
Maeda
M
M
Sasaki
S
S
D003432:Cross-Linking Reagents / Q000138:chemical synthesis* / Q000737:chemistry; D003562:Cytidine / Q000737:chemistry*; D009841:Oligonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D011687:Purines / Q000737:chemistry*; D014753:Vinyl Compounds / Q000737:chemistry*
C432203:2-amino-6-vinylpurine; D003432:Cross-Linking Reagents; D009841:Oligonucleotides; D011687:Purines; D014753:Vinyl Compounds; D003562:Cytidine