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Synthesis and properties of a pH-responsive near-infrared fluorescent probe for targeting lysosomes
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Yu-ting XU1, Hui-bin WU1, Xiang CHEN1, Hai-bing DAI1, Lin MEI2, *, Jian-bo YU1, *
Acta Pharmaceutica Sinica | 2025, 60(8) : 2595 - 2603
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Acta Pharmaceutica Sinica | 2025, 60(8): 2595-2603
• Original Articles •
Synthesis and properties of a pH-responsive near-infrared fluorescent probe for targeting lysosomes
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Yu-ting XU1, Hui-bin WU1, Xiang CHEN1, Hai-bing DAI1, Lin MEI2, *, Jian-bo YU1, *
Affiliations
  • 1Longgang Central Hospital of Shenzhen, Shenzhen Clinical Medical College, Guangzhou University of Chinese Medicine, Shenzhen 518116, China
  • 2Tianjin Key Laboratory of Biomedical Materials, State Key Laboratory of Advanced Medical Materials and Devices, Institute of Biomedical Engineering, Chinese Academy of Medical Sciences and Peking Union Medical College, Tianjin 300192, China
Published: 2025-08-12 doi: 10.16438/j.0513-4870.2025-0007
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Lysosomes are intracellular organelles with lysosomal or digestive functions which contain various acid-dependent enzymes that are responsible for the recycling and degradation of intracellular substances. pH changes in lysosomes can reduce the activity of various enzymes, impairing the cell′s regulatory capacity and ultimately leading to apoptosis or pyroptosis. Therefore, monitoring lysosomal pH values is valuable for investigating alterations in intracellular physiological and pathological processes. This study developed a novel pH-responsive near-infrared (NIR) fluorescent probe targeting lysosomes, named piperazine-croconic acid-piperazine (PCP). This probe was formed by connecting the electron-donating group piperazine to both ends of croconic acid. The π-conjugated system, featuring a five-membered ring structure, endowed the probe with excellent stability and resistance to photobleaching. The tertiary amine moiety of piperazine, serving as a lysosome-targeting group, produced reversible protonation/deprotonation under varying pH conditions as result of exhibiting pH-responsive characteristics. The synthesized PCP demonstrated excellent NIR fluorescence performance, making it suitable for fluorescence imaging of lysosomal pH values in living cells. Both solution and intracellular experiments confirmed that PCP exhibited good biocompatibility and pH-responsive characteristics. Additionally, its symmetrical structure and molecular rigidity contributed to its excellent resistance to photobleaching. This study employed PCP probes to detect the pH values of the lysosomes, offering potential avenues for the treatment and prevention of diseases associated with lysosomal dysfunction.

lysosome-targeting  /  near-infrared (NIR)  /  pH-responsive  /  fluorescent probes  /  CAL-39 cell
徐玉婷, 吴慧彬, 陈想, 代海兵, 梅林, 于建渤. 溶酶体靶向的pH响应型荧光探针的合成及性能研究. 药学学报, 2025 , 60 (8) : 2595 -2603 . DOI: 10.16438/j.0513-4870.2025-0007
Yu-ting XU, Hui-bin WU, Xiang CHEN, Hai-bing DAI, Lin MEI, Jian-bo YU. Synthesis and properties of a pH-responsive near-infrared fluorescent probe for targeting lysosomes[J]. Acta Pharmaceutica Sinica, 2025 , 60 (8) : 2595 -2603 . DOI: 10.16438/j.0513-4870.2025-0007
Year 2025 volume 60 Issue 8
210
98
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Article Info
doi: 10.16438/j.0513-4870.2025-0007
  • Receive Date:2025-01-04
  • Online Date:2026-09-20
  • Published:2025-08-12
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  • Received:2025-01-04
  • Revised:2025-04-25
Affiliations
    1Longgang Central Hospital of Shenzhen, Shenzhen Clinical Medical College, Guangzhou University of Chinese Medicine, Shenzhen 518116, China
    2Tianjin Key Laboratory of Biomedical Materials, State Key Laboratory of Advanced Medical Materials and Devices, Institute of Biomedical Engineering, Chinese Academy of Medical Sciences and Peking Union Medical College, Tianjin 300192, China
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表12种不同金属材料的力学参数
科
Family
属数
Number of
genus
种数
Number of
species
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Percentage of
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属
Genus
种数
Number of
species
占总种数比例
Percentage of total
species (%)
鹅膏菌科Amanitaceae 2 11 5.26 鹅膏菌属 Amanita 10 4.78
小菇科 Mycenaceae 2 12 5.74 丝盖伞属 Inocybe 5 2.39
多孔菌科 Polyporaceae 8 14 6.70 蜡蘑属 Laccaria 5 2.39
红菇科 Russulaceae 3 23 11.00 小皮伞属 Marasmius 6 2.87
小菇属 Mycena 11 5.26
光柄菇属 Pluteus 5 2.39
红菇属 Russula 17 8.13
栓菌属 Trametes 5 2.39
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