A cyclopentane conformational restraint for a peptide nucleic acid: design,asymmetric synthesis,and improved binding affinity to DNA and RNA |
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Authors: | Myers Michael C Witschi Mark A Larionova Nataliya V Franck John M Haynes Russell D Hara Toshiaki Grajkowski Andrzej Appella Daniel H |
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Institution: | Department of Chemistry, Northwestern University, Evanston, Illinois 60208, USA. |
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Abstract: | structure: see text] A strategy to restrict the highly flexible backbone conformation of a peptide nucleic acid (PNA) by incorporation of a cyclopentane ring is proposed. An asymmetric synthesis of cyclopentane-modified PNA is reported, and its binding properties were determined. The cyclopentane ring leads to a significant improvement in the binding properties of the resulting PNA to DNA and RNA. |
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