N-acetoxy-2-acetylaminofluorene modification of a deoxyoligonucleotide duplex.
The carcinogen N-acetoxy-2-acetylaminofluorene was reacted with d (CCACGCACC) to form a covalent adduct with attachment at the single guanine. The sample was purified, mixed 1:1 with d (GGTGCGTGG) and studied by thermal denaturation experiments. The Tm for the mixture was 35 +/- 3 degrees C, consistent with duplex formation. The method of continuous variation shows that the modified oligomer, d (CCACGAAFCACC), forms a 1:1 duplex with d (GGTGCGTGG). Circular dichroism spectra also indicate the formation of a duplex and suggest that the modified duplex has a left-handed conformation. Addition of the intercalating drug ethidium alters the CD spectrum of the modified duplex, resulting in a CD spectrum similar to that of ethidium bound to right-handed DNA.
D015073:2-Acetylaminofluorene / Q000031:analogs & derivatives; D000099:Acetoxyacetylaminofluorene; D055598:Chemical Phenomena; D002621:Chemistry; D002942:Circular Dichroism; D004996:Ethidium; D006147:Guanine; D006358:Hot Temperature; D009690:Nucleic Acid Conformation; D009691:Nucleic Acid Denaturation; D009838:Oligodeoxyribonucleotides; D009841:Oligonucleotides
D009838:Oligodeoxyribonucleotides; D009841:Oligonucleotides; D006147:Guanine; D000099:Acetoxyacetylaminofluorene; D015073:2-Acetylaminofluorene; D004996:Ethidium