Synthesis of DNA-oligonucleotides damaged by arylamine-modified 2'-deoxyguanosine.
C8-Arylamine-dG adducts bearing a labile N-formamidine group at the exocyclic amino function were converted into their corresponding 5'-O-DMTr-3'-O-phosphoramidite-C8-arylamine-dG derivatives. These compounds were used for the automated synthesis of site-specifically modified oligonucleotides. These oligonucleotides were characterized by ESI-MS and enzymatic digestion and studied for their CD properties and Tm values.
Böge
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N
Department of Chemistry, Organic Chemistry, Faculty of Science, University of Hamburg, Hamburg, Germany. boege@chemie.uni-hamburg.de
Szombati
Z
Z
Meier
C
C
D000577:Amides / Q000737:chemistry; D000588:Amines / Q000737:chemistry*; D000814:Aniline Compounds / Q000737:chemistry*; D004247:DNA / Q000138:chemical synthesis*; D018736:DNA Adducts / Q000737:chemistry; D004249:DNA Damage; D003849:Deoxyguanosine / Q000737:chemistry*; D009841:Oligonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D010756:Phosphoric Acids / Q000737:chemistry
D000577:Amides; D000588:Amines; D000814:Aniline Compounds; D018736:DNA Adducts; D009841:Oligonucleotides; D010756:Phosphoric Acids; D004247:DNA; C011067:phosphoramidic acid; D003849:Deoxyguanosine