4.8 Article

Solvent-Induced High Fidelity Switching Between Two Discrete Supramolecules

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 131, Issue 9, Pages 3186-+

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja809612d

Keywords

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Funding

  1. NIH-SCoRE [2506GM08102]
  2. Alfred P. Sloan Foundation
  3. NSF-IFN-EPSCoR [01A-0701525]
  4. PRIDCO
  5. NIH-RISE [2R25GM61151]

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Here we show the reversible high fidelity switching between two discrete self-assembled supramolecules made from a lipophilic 8-phenyl-2'-deoxyguanosine derivative induced by an indirect solvent effect. A hexadecameric supramolecule containing four stacked tetramers, is formed in acetonitrile aided by higher potassium concentrations. When the amount of weakly solvated potassium decreases, due the lower activity of potassium iodide in chloroform, an octamer is formed after the dissociation of the two outer tetramers in the hexadecamer. The switching process results from an unprecedented subtle interplay between the activity of potassium iodide and the steric crowding within the self-assembled structure. Besides the possible applications in nanoconstruction, this phenomenon sheds light into the mechanism of formation of self-assembled supramolecules made from guanosine derivatives.

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