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Synthesis of C8-N-Acetylarylamine 2'-dG-adducts and their sitespecifically incorporation into oligonucleotides
Author(s) -
Stefan Krüger,
Chris Meier
Publication year - 2008
Publication title -
nucleic acids symposium series
Language(s) - English
Resource type - Journals
eISSN - 1746-8272
pISSN - 0261-3166
DOI - 10.1093/nass/nrn155
Subject(s) - oligonucleotide , adduct , circular dichroism , dna , chemistry , thermal stability , dna damage , stereochemistry , microbiology and biotechnology , biochemistry , organic chemistry , biology
Beside the predominately found C8-NH-arylamine-dG damages also C8-N-acetylarylamine-lesions of 2'-dG seems to play an important role in the induction of the chemical carcinogenesis. A new synthetic pathway leading to these DNA-adducts using different aromatic amines have been developed. The C8-dG-adducts were converted into the corresponding phosphoramidites and incorporated site-specifically into oligonucleotides giving damaged DNA-strands. With damaged DNA hybrids studies with respect to their thermal stability (UV melting temperature analysis) and circular dichroism were performed.

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