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Published on: February 7, 2017
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Dynamically Folded Chiral Arms for Selectively Clamping Aromatic Imides
Hang Yu1, Aiyou Hao1, Pengyao Xing1
1School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, P. R. China.
Nano Letters
|February 17, 2025
Summary
This study introduces adaptive peptide-based molecular systems that control chirality and chiroptical properties. These systems act as chiral clamps for selective guest recognition in host-guest chemistry and sensing applications.
Area of Science:
- Supramolecular Chemistry
- Organic Chemistry
- Materials Science
Background:
- Peptide-based folding systems offer tunable properties for molecular machines and host-guest chemistry.
- Controlling dynamic folding behaviors is key to designing adaptive molecular systems.
- Luminescent signaling domains are crucial for molecular recognition and sensing.
Purpose of the Study:
- To design and synthesize peptide-conjugated benzothiophene systems with pyrene signaling domains.
- To investigate the adaptive folding behaviors influenced by solvation and their impact on chirality.
- To explore the use of pyrene domains as chiral clamps for selective recognition of aromatic imides.
Main Methods:
- Conjugation of peptide arms to a benzothiophene scaffold with a rotatable axis.
- Utilizing pyrene as luminescent signaling and chiral clamping domains.
- Analyzing chiroptical properties and circularly polarized luminescence (CPL) responses.
- Investigating host-guest interactions with aromatic imides via charge-transfer.
Main Results:
- Peptide folding demonstrated adaptiveness to solvation, influencing chirality and chiroptical properties.
- Circularly polarized luminescence was successfully initiated by folding behaviors.
- Pyrene domains selectively bound aromatic imides through charge-transfer interactions.
- Binding affinity was modulated by the size of aromatic planes, steric effects, and electron deficiency.
- Complexation inverted chirality, disassociating aggregation.
Conclusions:
- The study advances the design of flexible chiral molecular systems.
- Developed systems show potential in host-guest chemistry and chiroptical sensing.
- Adaptive folding and chiral clamping offer new avenues for molecular recognition and signaling.
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