J. Biol. Chem., Vol. 264, Issue 13, 7262-7266, May, 1989
7-Azidoactinomycin D: a novel probe for examining actinomycin D-DNA interactions
DE Graves and RM Wadkins
Department of Chemistry, University of Mississippi, University 38677.
The technique of photoaffinity labeling is applied to the actinomycin D
system to provide a novel probe for the examination of the interactions of
actinomycin D with nucleic acids. The capacity for covalent attachment of
actinomycin D will aid greatly in the study of target- site specificities
and the correlations of biological effects with biophysical DNA
interactions. Through chemical modification of the parent actinomycin D
molecule with a photoreactive azido substituent, a functional analog of the
parent actinomycin D is generated having equilibrium binding properties
identical to those of the parent molecule yet with the capacity to form a
covalent attachment to DNA upon photolysis. The results presented here
describe the noncovalent interactions of this photoreactive probe to DNA
(absence of light) and compares the binding properties observed to those of
the parent actinomycin D and 7-aminoactinomycin D analog. These studies
demonstrate that the DNA binding properties (i.e. binding affinity, binding
site size, and sequence specificity) retained by the 7- azidoactinomycin D,
thus providing a suitable probe for examining actinomycin D-DNA
interactions.
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