Oligopyrenotides: Abiotic, Polyanionic Oligomers with Nucleic Acid-like Structural Properties
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Abstract
Oligopyrenotides, abiotic oligomers that exhibit significant structural analogies to the nucleic acids, are described. They are composed of achiral, phosphodiester-linked pyrene building blocks and a single chiral 1,2-diaminocyclohexane unit. These oligomers form stable hybrids in aqueous solution. Hybridization is based on stacking interactions of the pyrene building blocks. They show thermal denaturation/renaturation behavior that closely resembles DNA and RNA hybridization. In addition, oligopyrenotides display salt-concentration-dependent structural polymorphism. Thus, they possess a number of structural attributes that are typical of nucleic acids and therefore may serve as model systems for the design of artificial self-replicating systems.
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