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A naphthalimide derived fluorescent sensor for solid-phase screening of cucurbit[7]uril-guest interactions
Gyan Hari Aryal1, Cooper Hawkins Battle1, Tod A Grusenmeyer1
1Department of Chemistry, Tulane University, 2015 Percival Stern Hall, New Orleans, Louisiana, USA. jananj@tulane.edu.
Chemical Communications (Cambridge, England)
|January 6, 2016
Summary
A novel fluorescent sensor detects cucurbit[7]arene (CB[7]) binding. This sensor enables rapid identification of drugs encapsulated by CB[7], discovering new drug binders.
Area of Science:
- Supramolecular Chemistry
- Chemical Sensing
- Analytical Chemistry
Background:
- Cucurbit[7]arene (CB[7]) is a macrocyclic host with applications in drug delivery.
- Developing sensitive and selective methods for detecting CB[7] interactions is crucial for its therapeutic applications.
- Fluorescent sensors offer advantages in sensitivity and real-time monitoring.
Purpose of the Study:
- To develop a naphthalimide-based fluorescent sensor for CB[7].
- To utilize the sensor in a surface-bound displacement assay for detecting CB[7] encapsulation of drugs.
- To discover novel binders of CB[7] with therapeutic relevance.
Main Methods:
- Synthesis of a naphthalimide-based fluorescent probe.
- Characterization of the sensor's binding affinity and selectivity for CB[7].
- Development of a surface-bound displacement assay for drug-CB[7] complex detection.
Main Results:
- The developed sensor exhibits a significant increase in fluorescence upon binding to CB[7].
- The sensor demonstrates notable pH stability, ensuring reliable performance across different conditions.
- The surface-bound assay successfully detected CB[7] encapsulation of various therapeutically relevant drug classes.
- Previously unidentified binders with moderate to strong affinities for CB[7] were discovered.
Conclusions:
- A robust and pH-stable fluorescent sensor for CB[7] has been successfully developed.
- The sensor is effective in a displacement assay for rapid detection of CB[7]-encapsulated drugs.
- The study identified novel binders, expanding the potential applications of CB[7] in drug delivery and discovery.
