Substituent effects on the in situ activation of the double activated cross-linking reaction.
We have previously reported that the oligonucleotides (ODN) containing 2-amino-6-(1-ethylsulfinyl)vinyl purine derivatives (2) exhibit selective and efficient cross-linking to a cytidine at the target site under neutral conditions. In addition, bis-alkylsulfinyl derivative (3b) as the stable precursor of 2 showed the moderate reactivity. In this study, we have searched other bis-alkylsulfinyl precursors to achieve higher cross-linking ability, and found that acetamidoethyl and hydroxyethyl derivatives showed highly efficient and selective reactivity.
Nagatsugi
Fumi
F
Graduate School of Pharmaceutical Sciences, Kyushu University, 3-1-1 Maidashi, Higashi-ku, Fukuoka 812-8582 Japan.
Mori
Sayaka
S
Ali
Md Monsur
MM
Ogata
Yuki
Y
Sasaki
Shigeki
S
D003432:Cross-Linking Reagents / Q000737:chemistry*; D003596:Cytosine / 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; D003596:Cytosine