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Synthesis of DNA strands site-specifically damaged by c8-arylamine purine adducts and effects on various DNA polymerases
Authors:Böge Nicolas  Jacobsen Maike I  Szombati Zita  Baerns Sabrina  Di Pasquale Francesca  Marx Andreas  Meier Chris
Institution:Organic Chemistry, Department of Chemistry, Faculty of Science, University of Hamburg, Martin-Luther-King-Platz 6, 20146 Hamburg, Germany.
Abstract:C8-Arylamine-dG and C8-arylamine-dA adducts have been prepared using palladium cross-coupling chemistry. These adducts were subsequently converted into the corresponding 5'-O-DMTr-C8-arylamine-3'-O-phosphoramidites and then used for the automated synthesis of different site-specifically modified oligonucleotides. These "damaged" oligonucleotides have been characterized by ESI-MS, UV thermal stability assays, and circular dichroism, and they have been used in EcoRI assays as well as in primer extension studies using various DNA polymerases.
Keywords:aromatic amines  cross‐coupling  DNA adducts  DNA damage  palladium
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