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Updated: Jun 9, 2025

Design, Synthesis, and Photochemical Properties of Clickable Caged Compounds
Published on: October 15, 2019
Enzyme-Instructed CBT-Cys-like Click Cyclization Reactions for Bioimaging
Yang Yang1, Xiaoyang Liu1, Xiaofeng Wu1
1State Key Laboratory of Digital Medical Engineering, School of Biological Science and Medical Engineering, Southeast University, 2 Sipailou, Nanjing 210096, China.
Enzyme-instructed click chemistry using 2-cyanobenzothiazole (CBT)-cysteine (Cys) reactions enables advanced bioimaging. This review covers CBT-Cys and related reactions for enhanced probes in fluorescence, photoacoustic, MRI, and PET imaging.
Area of Science:
- Chemical Biology
- Bioimaging
- Organic Chemistry
Background:
- Click reactions offer high efficiency and mild conditions for bioimaging applications.
- The 2-cyanobenzothiazole (CBT)-cysteine (Cys) click reaction, inspired by firefly bioluminescence, provides rapid kinetics and excellent biocompatibility.
- Significant advancements have been made in developing enzyme-instructed CBT-Cys-based bioimaging probes over the past decade.
Purpose of the Study:
- To review the concept, mechanism, and development of the CBT-Cys click reaction and its derivatives.
- To provide a comprehensive overview of enzyme-instructed CBT-Cys-like click reaction-based probes for various bioimaging modalities.
- To discuss future challenges and opportunities in this field.
Main Methods:
- Review of existing literature on CBT-Cys click reactions and their applications in bioimaging.
- Elucidation of the reaction mechanism.
- Analysis of probe development for fluorescence, photoacoustic, magnetic resonance, and positron emission tomography imaging.
Main Results:
- The CBT-Cys click reaction and its derivatives (CHQ-Cys, PMN-Cys) demonstrate high efficiency and biocompatibility.
- Enzyme-instructed probes based on these reactions significantly enhance imaging signal and contrast.
- Applications span multiple bioimaging techniques, including fluorescence, photoacoustic, MRI, and PET.
Conclusions:
- Enzyme-instructed CBT-Cys-like click reactions are powerful tools for developing advanced bioimaging probes.
- These probes offer improved sensitivity and contrast across various imaging modalities.
- The field holds promise for future innovations in molecular imaging and diagnostics.
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