Synlett 2024; 35(01): 29-36
DOI: 10.1055/a-2033-8557
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Functional Dyes

New High-Performance Fluorescent Dye Scaffolds: Applications for Bioimaging and Biosensing

Junfeng Cheng
a   Key Laboratory of Smart Drug Delivery, Ministry of Education, School of Pharmacy, Fudan University, Shanghai 201203, P. R. of China
,
Zuhai Lei
a   Key Laboratory of Smart Drug Delivery, Ministry of Education, School of Pharmacy, Fudan University, Shanghai 201203, P. R. of China
b   Fudan Zhangjiang Institute, Shanghai 201203, P. R. of China
› Author Affiliations
This work was supported by the National Natural Science Foundation of China (NSFC, 22174023), and the Research Program of Science and Technology Commission of Shanghai Municipality (20S31903700, 22QA1406700).


Abstract

Fluorescence imaging in the shortwave infrared region (SWIR, 850–2500 nm) window has become an indispensable tool in biomedical research because it has weaker absorption, less light scattering, and less background fluorescence in this window. As we know, the design and synthesis of fluorescent dyes and fluorescent probes are the cores of fluorescence imaging and biosensing. Thus, their photophysical mechanisms exploring and bioanalytical applications are multidisciplinary and cutting-edge research topics. In this regard, we have been working on high-performance fluorescent dyes and fluorescent probes for years. In short, we have developed a series of bright, stable, aggregation-resistant, SWIR fluorescent dyes ECXs, based on a carbon-bridged spiro ring strategy. We also developed a series of high-performance SWIR fluorescent dyes CXs and Chrodols, which combine the structural advantages of cyanine and xanthenoid dyes. Based on these new SWIR scaffolds, we further constructed some activatable SWIR fluorescent probes with OFF-ON or ratiometric properties for biosensing in vivo. Therefore, the main line of our work is to gain an in-depth understanding of the photophysical mechanisms of fluorescent dyes, to create high-performance luminescent dyes, and to further develop fluorescent probes for bioimaging and biosensing.

1 Introduction

2 ECX Dyes Based on a Carbon-Bridged Spiro Ring Strategy

3 Fluorescent Dyes and Fluorescent probes Combining the Structures of Cyanine and Xanthenoid Dyes

3.1 CX Series Dyes

3.2 A Functionalized Modified CX probe NRh

3.3 CX-like Dyes with a Secondary Amino Py-2

3.4 Chrodol Series Dyes

4 Conclusion and Future Prospects



Publication History

Received: 16 January 2023

Accepted after revision: 13 February 2023

Accepted Manuscript online:
13 February 2023

Article published online:
05 April 2023

© 2023. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany

 
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