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A cyclopentane conformational restraint for a peptide nucleic acid: design,asymmetric synthesis,and improved binding affinity to DNA and RNA
Authors:Myers Michael C  Witschi Mark A  Larionova Nataliya V  Franck John M  Haynes Russell D  Hara Toshiaki  Grajkowski Andrzej  Appella Daniel H
Institution:Department of Chemistry, Northwestern University, Evanston, Illinois 60208, USA.
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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