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Modular Construction of Dynamic Nucleodendrimers
Author(s) -
Abet Valentina,
Evans Robert,
Guibbal Florian,
Caldarelli Stefano,
Rodriguez Raphaël
Publication year - 2014
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201402400
Subject(s) - chemistry , guanosine , molecule , acetonitrile , macromolecule , mass spectrometry , nuclear magnetic resonance spectroscopy , spectroscopy , computational chemistry , organic chemistry , chromatography , biochemistry , physics , quantum mechanics
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.