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A Cyclopentane Conformational Restraint for a Peptide Nucleic Acid:  Design, Asymmetric Synthesis, and Improved Binding Affinity to DNA and RNA

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journal contribution
posted on 03.07.2003, 00:00 by Michael C. Myers, Mark A. Witschi, Nataliya V. Larionova, John M. Franck, Russell D. Haynes, Toshiaki Hara, Andrzej Grajkowski, Daniel H. Appella
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.