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Nucleic Acids Research, 1985, Vol. 13, No. 16 5907-5917
© 1985

Articles

N-acetoxy-2-acetylaminofluorene modification of a deoxyoligonucleotide duplex

David G. Sanford and Thomas R. Krugh*

Department of Chemistry, University of Rochester Rochester, NY 14627, USA

*Correspondence and reprint requests should be addressed to this author.

Received June 5, 1985. Accepted July 26, 1985.

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 °C, consistent with duplex formation. The method of continuous variation shows that the modified oligomer, d(CCACGMAAFCACC), forms a 1:1 duplex with d(CGTGCGTGG). 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.


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