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Solvent-induced high fidelity switching between two discrete supramolecules

Betancourt, J.E., Marti­n-Hidalgo, M., Gubala, V., Rivera, J.M. (2009) Solvent-induced high fidelity switching between two discrete supramolecules. Journal of the American Chemical Society, 131 (9). pp. 3186-3188. ISSN 0002-7863. (doi:10.1021/ja809612d) (KAR id:45245)


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. Copyright © 2009 American Chemical Society.

Item Type: Article
DOI/Identification number: 10.1021/ja809612d
Additional information: Unmapped bibliographic data: LA - English [Field not mapped to EPrints] J2 - J. Am. Chem. Soc. [Field not mapped to EPrints] AD - Department of Chemistry, University of Puerto Rico, Río Piedras Campus, Río Piedras 00931, Puerto Rico [Field not mapped to EPrints] DB - Scopus [Field not mapped to EPrints]
Uncontrolled keywords: Guanosines, High fidelity, Mechanism of formation, Nanoconstruction, Octamers, Potassium concentrations, Self assembled structures, Self-assembled, Solvent effects, Steric crowding, Supramolecules, Switching process, Tetramers, Acetonitrile, Biomolecules, Potassium iodide, Potassium, cadmium chloride, guanosine, potassium iodide, solvent, tetramer, article, chemical binding, chemical reaction, chemical structure, complex formation, hydrogen bond, molecule, proton nuclear magnetic resonance
Divisions: Divisions > Division of Natural Sciences > Medway School of Pharmacy
Depositing User: Vladimir Gubala
Date Deposited: 14 Dec 2017 21:25 UTC
Last Modified: 16 Nov 2021 10:18 UTC
Resource URI: (The current URI for this page, for reference purposes)

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