Folding of phosphodiester-linked donor–acceptor oligomers into supramolecular nanotubes in water
Kévan Pérez de Carvasal, Nesrine Aissaoui, Gérard Vergoten, Gaëtan Bellot, Jean‐Jacques Vasseur, Michaël Smietana, F. Morvan
Abstract
Inspired by the automated synthesis of DNA on a solid support, the electron-rich dialkoxynaphthalene (DAN) donor and the electron-deficient naphthalene-tetracarboxylic diimide (NDI) acceptor, amphiphilic foldamers have been synthesised from their respective phosphoramidite building blocks. The folding of the phosphodiester-linked hexamer (DAN-NDI)3 revealed the formation of regular supramolecular nanotubes in water resulting from the self-assembly of multiple hexamers stabilized by donor/acceptor interactions and the solvophobic effect.
Topics & Concepts
Phosphodiester bondFolding (DSP implementation)AcceptorSupramolecular chemistryChemistryHydrogen bondCrystallographyPolymer chemistryBiochemistryMoleculeOrganic chemistryCrystal structureRNAEngineeringCondensed matter physicsPhysicsGeneElectrical engineeringChemical Synthesis and AnalysisSupramolecular Self-Assembly in MaterialsAdvanced biosensing and bioanalysis techniques