Diethylstilbestrol-DNA interaction studied by Fourier transform infrared and Raman spectroscopy.
The interaction of diethylstilbestrol (DES) with calf thymus DNA was investigated at physiological pH with drug/DNA (phosphate) molar ratios (r) of 1:40, 1:20, 1:10, 1:4, 1:2, and 1. Fourier transform infrared and laser Raman difference spectroscopy were used to establish correlations between spectral changes and drug binding mode, sequence selectivity, DNA conformation, and structural properties of DES.DNA complexes in aqueous solution. Spectroscopic results indicated that DES is a weak intercalator with affinity for A-T-rich regions. It is also a groove binder with a major interaction with the thymine O-2 atom. At low drug concentration (r = 1:40), the A-T-rich region is the main target of drug intercalation, while at a higher drug content (r > 1:5), external binding to the G-C bases also occurs with a partial helix destabilization. Evidence for this comes from the spectral alterations of the A-T vibrational frequencies at 1661 cm-1 (Raman) and 1663 and 1609 cm-1 (IR) and of the G-C vibrations at 1581 and 1491 cm-1 (Raman) and 1717 and 1492 cm-1 (IR). Drug intercalation leads to a major reduction of B-DNA structure in favor of A-DNA.
Neault
J F
JF
Department of Chemistry-Biology, University of Québec, C. P. 500, Trois-Rivières, Québec G9A 5H7, Canada.
Tajmir-Riahi
H A
HA
D004247:DNA / Q000737:chemistry*; D004054:Diethylstilbestrol / Q000737:chemistry*; D017550:Spectroscopy, Fourier Transform Infrared; D013059:Spectrum Analysis, Raman
D004054:Diethylstilbestrol; D004247:DNA