Synthesis of C8-N-acetylarylamine 2'-dG-adducts and their site-specifically incorporation into oligonucleotides.
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.
Krüger
Sarah
S
Organic Chemistry, Department of Chemistry, Faculty of Science, University of Hamburg, Martin-Luther-King-Platz 6, D-20149 Hamburg, Germany.
Meier
Chris
C
D000588:Amines / Q000737:chemistry; D002942:Circular Dichroism; D018736:DNA Adducts / Q000138:chemical synthesis* / Q000737:chemistry; D004249:DNA Damage; D003848:Deoxyguanine Nucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D009691:Nucleic Acid Denaturation; D009841:Oligonucleotides / Q000737:chemistry*; D013696:Temperature
D000588:Amines; D018736:DNA Adducts; D003848:Deoxyguanine Nucleotides; D009841:Oligonucleotides