Herein, we successfully developed an entropically favored helical supramolecular self-assembly from a triphenylamine-based derivative 4 in a green solvent in order to mimic the structural transformations that occur during the self-assembly of proteins/peptides which may cause various neurodegenerative diseases. Its structural transformation from helical supramolecular self-assembly to a random coil and then achiral nanorods was studied by varying the concentration of achiral stimuli (i.e., Fe2+ ions). The driving force of this transformation is the strong binding affinity of chiral supramolecular assemblies and Fe2+ ions. Furthermore, the “metal-free” helical supramolecular self-assembly exhibited enantioselectivity for differentiating between l- and d-proline; this was achieved through a chiral stimuli-induced structural modulation methodology. Our evaluation of the effects of achiral/chiral stimuli is also novel.
Bibliographical noteFunding Information:
The authors acknowledge the financial support from the National Research Foundation of Korea (NRF-2022R1A2B5B02001454, 2019R1A2C2002647, and 2019R1A6A1A11044070). The Korea Basic Science Institute (Seoul) is acknowledged for the HR-TEM and MALDI-TOF MS data. The authors are grateful to the Institute for Basic Science (IBS, Korea) for allowing us to obtain the nuclear magnetic resonance data (NMR; Ascend 500, Bruker).
© 2022 The Royal Society of Chemistry.
ASJC Scopus subject areas
- General Chemistry
- Materials Chemistry