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Updated: Nov 18, 2025

Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly

Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly

Published on: February 6, 2020

Molecular-level insights into the self-assembly driven enantioselective recognition process.

Diksha Gambhir¹, Bhaskar Mondal¹, Rik Rani Koner²

¹School of Basic Science, Indian Institute of Technology, Mandi, Mandi-175075, Himachal Pradesh, India.

Chemical Communications (Cambridge, England)

|February 10, 2021

Summary

The orientation of functional groups in chiral molecules dictates how they interact and self-assemble. This study shows how specific orientations create distinct structures, enabling enantioselective recognition.

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Area of Science:

Supramolecular Chemistry
Chiral Recognition
Materials Science

Background:

Enantioselective recognition is crucial in chiral environments.
The self-assembly of molecules is influenced by functional group orientation.
Understanding molecular interactions is key to controlling self-assembly.

Purpose of the Study:

To demonstrate the importance of functional group orientation in chiral environments.
To investigate how orientation-controlled interactions influence self-assembly and morphology.
To establish the role of molecular-level interactions in enantioselective self-assembly.

Main Methods:

Utilizing arginine-based gelators for self-assembly studies.
Employing analytical techniques to analyze molecular interactions.
Conducting crystal structure analysis and DFT calculations to understand molecular behavior.

Main Results:

Demonstrated visually differentiable morphologies arising from orientation-controlled interactions of (R)/(S)-MA.
Established the critical role of specific molecular-level interactions in discriminating enantiomers.
Confirmed the influence of functional group orientation on self-assembly processes.

Conclusions:

Functional group orientation is a key determinant in enantioselective recognition and self-assembly.
Tailoring molecular interactions through controlled orientation can lead to distinct supramolecular structures.
This work provides insights into the molecular mechanisms underlying chiral self-assembly.