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A dual-modal probe for NIR fluorogenic and ratiometric photoacoustic imaging of Cys/Hcy in vivo

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  • Special Issue: Celebrating the 100th Anniversary of Chemical Sciences in Nanjing University
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Abstract

Biothiols, such as cysteine (Cys) and homocysteine (Hcy), play vital roles in biological homeostasis and are closely related to various pathological and physiological processes in the living systems. Therefore, the in vivo detection of biothiols is of great importance for early diagnosis of diseases and assessment of disease progression. In this work, we developed a near-infrared (NIR) fluorescence and photoacoustic dual-modal molecular probe (NIR-S) that can be specifically activated by Cys or Hcy. The aryl-thioether substituted cyanine probe can undergo nucleophilic substitution and Smiles rearrangement reaction, resulting in specific turn-on NIR fluorescence and ratiometric photoacoustic responses for Hcy/Cys. Thus, NIR-S not only realizes the specific NIR fluorescence and photoacoustic dual mode imaging to detect Hcy/Cys in solution, but also can be applied to living cells and mice to detect Hcy/Cys. This work provided a practical tool to detect Hcy/Cys levels in vivo, which would be beneficial for the early diagnosis and progress of diseases.

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Acknowledgements

This work was supported by the National Natural Science Foundation of China (21907050, 21977044, 21571099, 21731004), the Fundamental Research Funds for the Central Universities (020514380172), the Natural Science Foundation of Jiangsu Province (BK20190282) and the National Basic Research Program of China (2015CB856300). We gratefully thank Shiping Yang (Key Laboratory of Resource Chemistry, Shanghai Normal University) for PA measurement by providing MSOT in Vision photoacoustic scanner.

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Authors and Affiliations

  1. State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210023, China

    Hongbao Fang, Yuncong Chen, Yanjun Wang, Shanshan Geng, Shankun Yao, Dongfan Song, Weijiang He & Zijian Guo

  2. Chemistry and Biomedicine Innovation Center, Nanjing University, Nanjing, 210023, China

    Hongbao Fang, Yuncong Chen, Weijiang He & Zijian Guo

Authors
  1. Hongbao Fang
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  2. Yuncong Chen
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  3. Yanjun Wang
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  4. Shanshan Geng
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  5. Shankun Yao
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  6. Dongfan Song
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  7. Weijiang He
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  8. Zijian Guo
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Corresponding authors

Correspondence to Yuncong Chen or Weijiang He.

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The authors declare that they have no conflict of interest.

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Fang, H., Chen, Y., Wang, Y. et al. A dual-modal probe for NIR fluorogenic and ratiometric photoacoustic imaging of Cys/Hcy in vivo. Sci. China Chem. 63, 699–706 (2020). https://doi.org/10.1007/s11426-019-9688-y

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  • DOI: https://doi.org/10.1007/s11426-019-9688-y

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