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.
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.
- NMR spectroscopy