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Synlett 2024; 35(01): 135-139
DOI: 10.1055/a-2201-3612
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Functional Dyes

Purine-Based AIEgens with Different Morpholine Substitution Sites and Their Application in Lipophagy Imaging

Lei Shi
a   Key Laboratory of Green Chemistry and Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, Sichuan, P. R. of China
b   State Key Laboratory of Oral Diseases & National Center for Stomatology & National Clinical Research Center for Oral Diseases, West China Hospital of Stomatology, Sichuan University, Chengdu 610064, Sichuan, P. R. of China
,
Ai-Wen Yu
a   Key Laboratory of Green Chemistry and Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, Sichuan, P. R. of China
,
Wei-Han Meng
a   Key Laboratory of Green Chemistry and Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, Sichuan, P. R. of China
,
Kun-Peng Xie
a   Key Laboratory of Green Chemistry and Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, Sichuan, P. R. of China
,
Kun Li∗
a   Key Laboratory of Green Chemistry and Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, Sichuan, P. R. of China
› Author AffiliationsThis work was financially supported by the National Natural Science Foundation of China (No. 22077088 and 22207079) and Foundation from the Science and Technology Department of Sichuan Province (2021YFH0132).
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Abstract

Lysosomes are an important organelle involved in many physiological processes. However, enhancing the accurate localization of lysosomes by chemical modification is still a problem. Herein, the purine-based AIEgens with different morpholine substitution sites were constructed. The effects of modification sites on the absorption, fluorescence, pH, viscosity and bioimaging properties of the probes were systematically studied. The morpholine modification at the phenyl site could effectively enhance the fluorescence behavior and the lysosome specificity. The morpholine-modified AIEgens could achieve the further lysosome imaging during the lipophagy process. This basic study might do favor to design more probes for further lysosome function studies.

Key words

purine - aggregation-induced emission - lipophagy - morpholine - lysosome-targeting - fluorescent probe

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/a-2201-3612.
  • Supporting Information


Publication History

Received: 16 June 2023

Accepted after revision: 30 October 2023

Accepted Manuscript online:
30 October 2023

Article published online:
15 November 2023

© 2023. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany

 

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