A Cyclopentane Conformational Restraint for a Peptide Nucleic Acid: Design, Asymmetric Synthesis, and Improved Binding Affinity to DNA and RNA
- 1 July 2003
- journal article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 5 (15) , 2695-2698
- https://doi.org/10.1021/ol0348811
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.Keywords
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