Efficient cross-linking to cytidine by functional nucleobases capable of in situ activation.

T. Kawasaki, F. Nagatsugi, D. Usui, M. Maeda, S. Sasaki

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1 Citation (Scopus)

Abstract

We have previously demonstrated that the ODNs with 2-amino-6-(2-phenylsulfoxyethyl)purine nucleoside derivative were capable of efficient interstrand cross-linking with cytidine selectively. In this new strategy, less reactive precursor was auto-activated within a duplex to generate 2-amino-6-vinylpurine derivative. However, it turned out that 2-amino-6-(2-phenylsulfinyl)-ethylpurine nucleoside was not applicable as the precursor for the synthesis of DNA oligomers with G-rich sequences. In this report, 2-amino-6-(2-methylsulfinylethyl)purine nucleoside has been proven to be more suitable as a precursor for DNA synthesis. In addition, the ODNs incorporating either 2-amino-6-(2-phenylsulfoxy ethyl)purine or 2-amino-6-vinylpurine showed high reactivity toward the cytidine at the target site but quite less reactivity was observed for it at non-target site, demonstrating high site-selectivity.

Original languageEnglish
Pages (from-to)43-44
Number of pages2
JournalNucleic acids symposium series
Issue number42
DOIs
Publication statusPublished - 1999

ASJC Scopus subject areas

  • Medicine(all)

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