Abstract
The synthesis and insertions of ( S)-1- O-(pyren-1-ylmethyl)glycerol into intercalating nucleic acids is described. Insertions of this S-isomer as a bulge lead to reduced binding affinity towards complementary ssDNA compared to intercalating nucleic acids possessing ( R)-1- O-(pyren-1-ylmethyl)glycerol in the same positions. Insertions of both ( R) or ( S) 1- O-(pyren-1-ylmethyl)glycerols as bulges into two complementary strands decreased the stability of the complex compared to dsDNA possessing the pyrene pseudo-nucleotide in one of the strands.
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