Modular construction of dynamic nucleodendrimers

Valentina Abet, Robert Evans, Florian Guibbal, Stefano Caldarelli, Raphaël Rodriguez

Research output: Contribution to journalArticle

Abstract

Isoguanosine-containing dendritic small molecules self-assemble into decameric nucleodendrimers as observed by 1D NMR spectroscopy, 2D DOSY, and mass spectrometry. In particular, apolar building blocks readily form pentameric structures in acetonitrile while the presence of alkali metals promotes the formation of stable decameric assemblies with a preference for cesium ions. Remarkably, co-incubation of guanosine and isoguanosine-containing nucleodendrons results in the formation of decameric structures in absence of added salts. Further analysis of the mixture indicated that guanosine derivatives facilitate the formation, but are not involved in decameric structures; a process reminiscent of molecular crowding. This molecular system provides a powerful canvas for the rapid and modular assembly of polyfunctional dendritic macromolecules.

LanguageEnglish
Pages4862-4866
Number of pages5
JournalAngewandte Chemie
Volume53
Issue number19
Early online date2 Apr 2014
DOIs
Publication statusPublished - 5 May 2014

Fingerprint

Modular construction
Guanosine
Alkali Metals
Cesium
Alkali metals
Acetonitrile
Macromolecules
Nuclear magnetic resonance spectroscopy
Mass spectrometry
Salts
Ions
Derivatives
Molecules
isoguanosine
acetonitrile

Bibliographical note

© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. This is the peer reviewed version of the article which has been published in final form at 10.1002/anie.201402400. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.

Funding: Centre National de la Recherche Scientifique.

Keywords

  • cesium
  • dendrimers
  • isoguanosine
  • NMR spectroscopy
  • self-assembly

Cite this

Abet, V., Evans, R., Guibbal, F., Caldarelli, S., & Rodriguez, R. (2014). Modular construction of dynamic nucleodendrimers. Angewandte Chemie, 53(19), 4862-4866. https://doi.org/10.1002/anie.201402400
Abet, Valentina ; Evans, Robert ; Guibbal, Florian ; Caldarelli, Stefano ; Rodriguez, Raphaël. / Modular construction of dynamic nucleodendrimers. In: Angewandte Chemie. 2014 ; Vol. 53, No. 19. pp. 4862-4866.
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Abet, V, Evans, R, Guibbal, F, Caldarelli, S & Rodriguez, R 2014, 'Modular construction of dynamic nucleodendrimers' Angewandte Chemie, vol. 53, no. 19, pp. 4862-4866. https://doi.org/10.1002/anie.201402400

Modular construction of dynamic nucleodendrimers. / Abet, Valentina; Evans, Robert; Guibbal, Florian; Caldarelli, Stefano; Rodriguez, Raphaël.

In: Angewandte Chemie, Vol. 53, No. 19, 05.05.2014, p. 4862-4866.

Research output: Contribution to journalArticle

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Abet V, Evans R, Guibbal F, Caldarelli S, Rodriguez R. Modular construction of dynamic nucleodendrimers. Angewandte Chemie. 2014 May 5;53(19):4862-4866. https://doi.org/10.1002/anie.201402400