Journal
DNA AND CELL BIOLOGY
Volume 30, Issue 11, Pages 955-962Publisher
MARY ANN LIEBERT, INC
DOI: 10.1089/dna.2011.1229
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2-Acetylaminofluorene (2-AAF) is a carcinogenic and mutagenic derivative of fluorene. It is used as a biochemical tool in the study of carcinogenesis. Studies have shown that it induces tumors in a number of species in the liver, bladder, and kidney. It is thought that 2-AAF-DNA adduct formation leads to mutation, and eventually tumor formation. The aim of this study was to examine the interactions of AAF with calf-thymus DNA in aqueous solution at physiological conditions, using constant DNA concentration (12.5 mM) and various AAF/polynucleotide (phosphate) ratios of 1/120, 1/80, 1/40, 1/20, 1/10, 1/5, 1/2, and 1/1. Fourier transform infrared and UV-visible spectroscopic methods and molecular modeling were used to determine the ligand binding mode, the binding constant, and the stability of AAF-DNA complexes in aqueous solution. Spectro-scopic evidence showed both intercalation and external binding of AAF to DNA with an overall binding constant of KAAF-DNA = 2.33 x 10(7) M-1. 2-AAF induced a partial B to A-DNA transition and DNA aggregation was observed at high AAF content.
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