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Walking a supramolecular tightrope: A self-assembled dodecamer from an 8-aryl-2'-deoxyguanosine derivative

Rivera-Sanchez, M.D.C., Andujar-de-Sanctis, I., García-Arriaga, M., Gubala, V., Hobley, G., Rivera, J.M. (2009) Walking a supramolecular tightrope: A self-assembled dodecamer from an 8-aryl-2'-deoxyguanosine derivative. Journal of the American Chemical Society, 131 (30). pp. 10403-10405. ISSN 0002-7863. (doi:10.1021/ja9040384) (Access to this publication is currently restricted. You may be able to access a copy if URLs are provided) (KAR id:45244)

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(Chemical Equation Presented) Controlling the properties of self-assembled supramolecules via intrinsic parameters (i.e., structural information in the subunits) enables the reliable construction of assemblies of well-defined size and composition. Here we show that an optimum balance between repulsive (e.g., steric) and attractive (e.g., Ï?-Ï?, dipole-dipole) noncovalent interactions between subunits of a lipophilic 8-(3-pyridyl)-2â?²-deoxyguanosine derivative enables the high fidelity formation of a stable and discrete self-assembled dodecamer. In contrast, the isosteric 8-phenyl-2â?²- deoxyguanosine derivative assembles into an octamer because it cannot engage in additional dipole-dipole interactions. Adding dodecamers to a supramolecular construction toolbox, already containing octamers and hexadecamers made from other 8-aryl-2â?²-deoxyguanosine derivatives, should enable the preparation of a wide variety of self-assembled nanostructures where the size and the number of functional elements can be precisely fine-tuned for specific applications. © 2009 American Chemical Society.

Item Type: Article
DOI/Identification number: 10.1021/ja9040384
Additional information: Unmapped bibliographic data: LA - English [Field not mapped to EPrints] J2 - J. Am. Chem. Soc. [Field not mapped to EPrints] C2 - 19722619 [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: Chemical equations, Dipole dipole interactions, Dipole-dipole, Dodecamer, Functional elements, High fidelity, Intrinsic parameters, Isosteric, Non-covalent interaction, Octamer, Octamers, Optimum balance, Pyridyl, Self assembled nanostructures, Self-assembled, Structural information, Supramolecules, Chemical reactions, Derivatives, Functional polymers, Supramolecular chemistry, Biomolecules, acetonitrile, deoxyguanosine derivative, nanomaterial, self assembled monolayer, article, chemical interaction, covalent bond, dipole, lipophilicity, molecular interaction, nuclear magnetic resonance, proton nuclear magnetic resonance, supramolecular chemistry, Suzuki reaction, titrimetry, Deoxyguanosine, Hydrophobic and Hydrophilic Interactions, Magnetic Resonance Spectroscopy, Models, Molecular, Molecular Conformation, Polymers
Divisions: Central Services > Universities at Medway
Depositing User: Vladimir Gubala
Date Deposited: 14 Dec 2017 21:22 UTC
Last Modified: 16 Nov 2021 10:18 UTC
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