Synthesis and conformational characterization of the oligodeoxynucleotide duplexes modified by the model carcinogen fluoroaminobiphenyl

TOXI 112

Varsha Biyyala, varsha_biyyala@yahoo.co.in, Nidhi Jain, nidhijain@mail.uri.edu, and Bongsup Cho, bcho@uri.edu. Department of Biomedical and Pharmaceutical Sciences, University of Rhode Island, Kingston, RI 02881
We prepared a series of 12-mer DNA duplexes (5'-[CTTCTXG*XCCTC]-3', N = G, A, C, T) in which the central guanines (G*) are site-specifically modified by fluoro-aminobiphenyl (FABP), a model human bladder carcinogen. The modified sequences were prepared by treatment of unmodified oligonucleotides with activated-FABP and characterized by enzyme-digestion/ESI/MS methods. UV-melting, CD, 19F NMR experiments were conducted to examine the FABP-induced conformational heterogeneity. As expected from the non-planar nature of the carcinogen, the FABP adducts induced minimal sequence-dependent conformational heterogeneities. The kinetic and thermodynamic results from the FABP-duplexes were compared with those from the aminofluorene analogs (FAF). [NIH R01CA98296, #P20 RR016457, R01CA75074]
 

Poster Session and Awards
6:00 PM-10:00 PM, Tuesday, August 21, 2007 BCEC -- 204 A/B, Poster

Division of Chemical Toxicology

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007