Inversion of the Supramolecular Chirality of Nanofibrous Structures through Co‐Assembly with Achiral Molecules
- 9 December 2015
- journal article
- research article
- Published by Wiley in Angewandte Chemie International Edition
- Vol. 55 (7) , 2411-2415
Abstract
To understand the behavior of chiral nanostructures, it is of critical importance to study how achiral molecules regulate the chirality of such nanostructures and what the main driving forces for the regulation processes are. In this work, the supramolecular chirality of helical nanofibers consisting of phenylalanine‐based enantiomers is inverted by achiral bis(pyridinyl) derivatives through co‐assembly. This inversion is mainly mediated by intermolecular hydrogen bonding interactions between the achiral additives and the chiral molecules, which may induce stereoselective interactions and different reorientations for the assembled molecules, as confirmed by calculations. This work not only exemplifies a feasible method to invert the helicity of chiral nanostructures by the addition of achiral molecules, but also provides a method to explore their functions in environments where chiral and achiral molecules are in close proximity.Keywords
Funding Information
- NSFC (51573092, 51273111, 51173105)
- National Basic Research Program of China (2012CB933803)
- Shanghai Institutions of Higher Learning
This publication has 71 references indexed in Scilit:
- Formation of a Homo Double Helix of a Conjugated Polymer with Carboxy Groups and Amplification of the Macromolecular Helicity by Chiral Amines Sandwiched between the StrandsAngewandte Chemie International Edition, 2013
- Amphiphilic Schiff Base Organogels: Metal‐Ion‐Mediated Chiral Twists and Chiral RecognitionChemistry – A European Journal, 2012
- Multicomponent hydrogels from enantiomeric amino acid derivatives: helical nanofibers, handedness and self-sortingSoft Matter, 2011
- Tuning the Supramolecular Chirality of Polyaniline by Methyl SubstitutionAngewandte Chemie International Edition, 2009
- Counterion, Temperature, and Time Modulation of Nanometric Chiral Ribbons from Gemini-Tartrate AmphiphilesJournal of the American Chemical Society, 2007
- First Detailed Determination of the Molecular Conformation and the Crystalline Packing of a Chiral Poly(3-alkylthiophene): Poly-3-(S)-2-methylbutylthiopheneMacromolecules, 2007
- Fabrication of novel biomaterials through molecular self-assemblyNature Biotechnology, 2003
- Chiral Molecular Self‐Assembly2003
- Solvent-Induced Chiroptical Changes in Supramolecular Assemblies of an Optically Active, Regioregular PolythiopheneMacromolecules, 2002
- A novel integrin specificity exemplified by binding of the alpha v beta 5 integrin to the basic domain of the HIV Tat protein and vitronectin.Journal of Cell Biology, 1993