A 19F-NMR study of 2-fluoro-4-demethoxydaunomycin intercalation complexes with the decanucleotides d(G-C)5 and d(A-T)5.
Binding configurations and equilibria of intercalation complexes formed by the novel anthracycline drug, 2-fluoro-4-demethoxydaunomycin (2FD), with the decanucleotides d(G-C)5 and d(A-T)5 have been studied by 19F-NMR spectroscopy. The 19F chemical shift of 2FD bound to d(A-T)5 was approximately 1.5 ppm downfield of that observed for 2FD bound to d(G-C)5. By mixing equimolar amounts of aqueous d(G-C)5, d(A-T)5 and 2FD, the distribution of drug between the nucleotides was followed by observing relative peak intensities and showed no G-C or A-T binding preference at room temperature. It was shown that each decanucleotide duplex bound three 2FD molecules, giving a neighbour exclusion parameter, n, of n = 3 for this drug. The stoichiometric complexes, which we denote by [d(A-T)5][2FD]3 and [d(G-C)5][2FD]3, were also purified and isolated in this study.
Hammer
B C
BC
Department of Chemistry, University College, University of New South Wales, Canberra, Australia.
Russell
R A
RA
Warrener
R N
RN
Collins
J G
JG
D003630:Daunorubicin / Q000031:analogs & derivatives*; D005461:Fluorine; D007364:Intercalating Agents; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D009690:Nucleic Acid Conformation; D009838:Oligodeoxyribonucleotides; D011067:Poly dA-dT; D011089:Polydeoxyribonucleotides
D007364:Intercalating Agents; D009838:Oligodeoxyribonucleotides; D011089:Polydeoxyribonucleotides; C058400:2-fluoro-4-demethoxydaunomycin; D011067:Poly dA-dT; D005461:Fluorine; C052201:oligo(dG-dC); D003630:Daunorubicin