Introduction of axial chirality in a planar aromatic ligand results in chiral recognition with DNA

MA Dubois, A Grandbois, SK Collins…

Index: Dubois, Marc-Andre; Grandbois, Alain; Collins, Shawn K.; Schmitzer, Andreea R. Journal of Molecular Recognition, 2011 , vol. 24, # 2 p. 288 - 294

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Citation Number: 4

Abstract

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 ...