Abstract
Dimerization of a hydroxycarbazole produces an axially chiral biaryl, BICOL (2). One enantiomer (R)-2, is capable of enantioselective binding to different polymorphs of DNA. The biaryl (R)-2 was shown by fluorescence and circular dichroism to induce a shift of Z-DNA to B-DNA. The opposite enantiomer (S)-2 shows no specific binding. The significant difference in behaviour between the two enantiomers (S)-2 and (R)-2 is in line with molecular modelling studies which show two very different binding geometries between the enantiomers with each polymorph of DNA.
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