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Nucleic Acids Research, 1992, Vol. 20, No. 21 5601-5606
© 1992

CHEMISTRY

The 2-amino group of guanine is absolutely required for specific binding of the anti-cancer antibiotic echinomycin to DNA

Christophe Marchand, Christian Bailly, Michael J. McLean, Simon E. Moroney and Michael J. Waring*

Department of Pharmacology, University of Cambridge Tennis Court Road, Cambridge CB2 1QJ, UK

* To whom correspondence should be addressed

Received August 26, 1992. Revised October 13, 1992. Accepted October 13, 1992.

The 2-amino group of guanine is believed to be a critical determinant of potential DNA binding sites for echinomycin and related quinoxaline antibiotics. In order to probe its importance directly we have studied the interaction between echinomycin and DNA species in which guanine N(2) is deleted by virtue of substitution of inosine for guanosine residues. The polymerase chain reaction was used to prepare inosine-substituted DNA. Binding of echinomycin, assessed by DNAase I footprinting, was practically abolished by incorporation of inosine into one or both strands of DNA. We conclude that both the purines in the preferred CpG binding site need to bear a 2-amino group to interact with echinomycin.


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