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Nucleic Acids Symposium Series 2005 49(1):175-176; doi:10.1093/nass/49.1.175
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© 2005 Oxford University Press

Substituent effects on the in situ activation of the double activated cross-linking reaction

Fumi Nagatsugi1,2, Sayaka Mori1, Md. Monsur Ali1,2, Yuki Ogata1 and Shigeki Sasaki1,2

1 Graduate School of Pharmaceutical Sciences, Kyushu University, 3-1-1 Maidashi, Higashi-ku, Fukuoka 812-8582 Japan, 2 CREST, JST

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.


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