Solvent mediated thermodynamically favorable helical supramolecular self-assembly: recognition behavior towards achiral and chiral analytes

Meenal Kataria, Youngseo Kim, Hong Diem Chau, Na Yeon Kwon, Yongju Hong, Taekyung Kim, Jaewan Ko, Myung Kook Son, Joona Bang, Sungnam Park, Hugh I. Kim, Kwangyeol Lee, Dong Hoon Choi

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)10679-10685
Number of pages7
JournalJournal of Materials Chemistry C
Volume10
Issue number29
DOIs
Publication statusPublished - 2022 Jun 30

Bibliographical note

Funding 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).

Publisher Copyright:
© 2022 The Royal Society of Chemistry.

ASJC Scopus subject areas

  • General Chemistry
  • Materials Chemistry

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