Literature DB >> 19216522

Solvent-induced high fidelity switching between two discrete supramolecules.

José E Betancourt1, Mariana Martín-Hidalgo, Vladimir Gubala, José M Rivera.   

Abstract

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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Year:  2009        PMID: 19216522      PMCID: PMC2880642          DOI: 10.1021/ja809612d

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  21 in total

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Review 2.  G-quartets 40 years later: from 5'-GMP to molecular biology and supramolecular chemistry.

Authors:  Jeffery T Davis
Journal:  Angew Chem Int Ed Engl       Date:  2004-01-30       Impact factor: 15.336

3.  Expanding the Hoogsteen edge of 2'-deoxyguanosine: consequences for G-quadruplex formation.

Authors:  Vladimir Gubala; José E Betancourt; José M Rivera
Journal:  Org Lett       Date:  2004-12-09       Impact factor: 6.005

4.  Direct NMR detection of the "invisible" alkali metal cations tightly bound to G-quadruplex structures.

Authors:  Alan Wong; Ramsey Ida; Gang Wu
Journal:  Biochem Biophys Res Commun       Date:  2005-11-11       Impact factor: 3.575

Review 5.  Supramolecular architectures generated by self-assembly of guanosine derivatives.

Authors:  Jeffery T Davis; Gian Piero Spada
Journal:  Chem Soc Rev       Date:  2006-11-07       Impact factor: 54.564

Review 6.  The art of building small: from molecular switches to molecular motors.

Authors:  Ben L Feringa
Journal:  J Org Chem       Date:  2007-07-13       Impact factor: 4.354

7.  Direct NMR detection of alkali metal ions bound to G-quadruplex DNA.

Authors:  Ramsey Ida; Gang Wu
Journal:  J Am Chem Soc       Date:  2008-02-23       Impact factor: 15.419

8.  Using diffusion NMR to characterize guanosine self-association: insights into structure and mechanism.

Authors:  Mark S Kaucher; Yui-Fai Lam; Silvia Pieraccini; Giovanni Gottarelli; Jeffery T Davis
Journal:  Chemistry       Date:  2004-12-17       Impact factor: 5.236

9.  Isostructural self-assembly of 2'-deoxyguanosine derivatives in aqueous and organic media.

Authors:  Marilyn García-Arriaga; Gerard Hobley; José M Rivera
Journal:  J Am Chem Soc       Date:  2008-07-22       Impact factor: 15.419

10.  Hexadecameric self-assembled dendrimers built from 2'-deoxyguanosine derivatives.

Authors:  José E Betancourt; José M Rivera
Journal:  Org Lett       Date:  2008-05-02       Impact factor: 6.005

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  13 in total

1.  Drug encapsulation within self-assembled microglobules formed by thermoresponsive supramolecules.

Authors:  José E Betancourt; Chandramouleeswaran Subramani; José L Serrano-Velez; Eduardo Rosa-Molinar; Vincent M Rotello; José M Rivera
Journal:  Chem Commun (Camb)       Date:  2010-10-25       Impact factor: 6.222

2.  Tuning thermoresponsive supramolecular G-quadruplexes.

Authors:  José E Betancourt; José M Rivera
Journal:  Langmuir       Date:  2015-02-10       Impact factor: 3.882

3.  Squaraine rotaxanes with boat conformation macrocycles.

Authors:  Na Fu; Jeffrey M Baumes; Easwaran Arunkumar; Bruce C Noll; Bradley D Smith
Journal:  J Org Chem       Date:  2009-09-04       Impact factor: 4.354

4.  Reversed Cation Selectivity of G8 -Octamer and G16 -Hexadecamer towards Monovalent and Divalent Cations.

Authors:  Ying He; Yanbin Zhang; Lukasz Wojtas; Novruz G Akhmedov; Qinhe Pan; Hao Guo; Xiaodong Shi
Journal:  Chem Asian J       Date:  2020-03-06

5.  Tuning supramolecular G-quadruplexes with mono- and divalent cations.

Authors:  Mariana Martín-Hidalgo; Marilyn García-Arriaga; Fernando González; José M Rivera
Journal:  Supramol Chem       Date:  2014-06-25       Impact factor: 1.688

6.  Probing the Limits of Supramolecular G-Quadruplexes Using Atomistic Molecular Dynamics Simulations.

Authors:  Marilyn García-Arriaga; Maxier Acosta-Santiago; Antony Cruz; José M Rivera-Rivera; Gustavo E López; José M Rivera
Journal:  Inorganica Chim Acta       Date:  2017-09-05       Impact factor: 2.545

7.  Self-assembled cation transporters made from lipophilic 8-phenyl-2'-deoxyguanosine derivatives.

Authors:  Mariana Martín-Hidalgo; Karla Camacho-Soto; Vladimir Gubala; José M Rivera
Journal:  Supramol Chem       Date:  2010-11       Impact factor: 1.688

8.  Tracking the formation of supramolecular G-quadruplexes via self-assembly enhanced emission.

Authors:  Diana Silva-Brenes; Loruhama Delgado; José M Rivera
Journal:  Org Biomol Chem       Date:  2017-01-25       Impact factor: 3.876

9.  Nonpolymeric thermosensitive supramolecules.

Authors:  José E Betancourt; José M Rivera
Journal:  J Am Chem Soc       Date:  2009-11-25       Impact factor: 15.419

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

Authors:  María del C Rivera-Sánchez; Ivonne Andújar-de-Sanctis; Marilyn García-Arriaga; Vladimir Gubala; Gerard Hobley; José M Rivera
Journal:  J Am Chem Soc       Date:  2009-08-05       Impact factor: 15.419

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