Citation: Zhoupeng Zheng, Shengyi Gong, Qianhua Li, Shiya Zhang, Guoqiang Feng. Lipid droplets and gallbladder targeted fluorescence probe for ratiometric NO imaging in gallstones disease models[J]. Chinese Chemical Letters, ;2025, 36(5): 110191. doi: 10.1016/j.cclet.2024.110191 shu

Lipid droplets and gallbladder targeted fluorescence probe for ratiometric NO imaging in gallstones disease models

Key Laboratory of Pesticide & Chemical Biology of Ministry of Education, Engineering Research Center of Photoenergy Utilization for Pollution Control and Carbon Reduction, Ministry of Education, College of Chemistry, Central China Normal University, Wuhan 430079, China

gf256@mail.ccnu.edu.cn

Received Date: 10 May 2024
Revised Date: 25 June 2024
Accepted Date: 27 June 2024
Available Online: 27 June 2024

Figures(8)

Gallstones are a common disease worldwide, often leading to obstruction and inflammatory complications, which seriously affect the quality of life of patients. Research has shown that gallstone disease is associated with ferroptosis, lipid droplets (LDs), and abnormal levels of nitric oxide (NO). Fluorescent probes provide a sensitive and convenient method for detecting important substances in life systems and diseases. However, so far, no fluorescent probes for NO and LDs in gallstone disease have been reported. In this work, an effective ratiometric fluorescent probe LR-NH was designed for the detection of NO in LDs. With an anthracimide fluorophore and a secondary amine as a response site for NO, LR-NH exhibits high selectivity, sensitivity, and attractive ratiometric capability in detecting NO. Importantly, it can target LDs and shows excellent imaging ability for NO in cells and ferroptosis. Moreover, LR-NH can target the gallbladder and image NO in gallstone disease models, providing a unique and unprecedented tool for studying NO in LDs and gallbladder.
- Ratiometric fluorescent probe,
- Nitric oxide,
- Lipid droplets,
- Gallbladder,
- Gallstone disease
1. [1]
  F. Lammert, K. Gurusamy, C.W. Ko, et al., Nat. Rev. Dis. Primers. 2 (2016) 16024. doi: 10.1038/nrdp.2016.24
2. [2]
  X. Wang, W. Yu, G. Jiang, et al., Clin. Gastroenterol. Hepatol. 22 (2024) 1586–1595. doi: 10.1016/j.cgh.2024.01.051
3. [3]
  J. Wei, Y. Wang, F. Du, et al., World J. Gastroenterol. 6 (2000) 102–106. doi: 10.3748/wjg.v6.i1.102
4. [4]
  J.Y. Han, K.S. Ahn, W.K. Baek, et al., Surg. Oncol. 34 (2020) 174–181. doi: 10.1016/j.suronc.2020.04.019
5. [5]
  R. Thanan, S. Oikawa, P. Yongvanit, et al., Free Radical Biol. Med. 52 (2012) 1465–1472. doi: 10.1016/j.freeradbiomed.2012.01.018
6. [6]
  B. Mayer, P. Andrew, Pharmacol. 358 (1998) 127–133.
7. [7]
  D. Fukumura, S. Kashiwagi, R.K. Jain, et al., Nat. Rev. Cancer 6 (2006) 521–534. doi: 10.1038/nrc1910
8. [8]
  D. Stuehr, J. Santolini, Z. Wang, et al., J. Biol. Chem. 279 (2004) 36167–36170. doi: 10.1074/jbc.R400017200
9. [9]
  M.E. Simula, S.J. Brookes, A.C. Meedeniya, et al., Cell Tissue Res. 304 (2001) 31–41. doi: 10.1007/s004410100357
10. [10]
  M. Mourelle, F. Guarner, S. Moncada, et al., Gastroenterology 105 (1993) 1299–1305. doi: 10.1016/0016-5085(93)90132-V
11. [11]
  M.M. Koch, U. Freddara, I. Lorenzini, et al., Digestion 18 (1978) 162–177. doi: 10.1159/000198199
12. [12]
  J. Lv, J. Gao, H. Li, et al., Chin. Chem. Lett. 35 (2024) 108940. doi: 10.1016/j.cclet.2023.108940
13. [13]
  W. Dou, H. Han, A. Sedgwick, et al., Sci. Bull. 67 (2022) 853–878. doi: 10.1016/j.scib.2022.01.014
14. [14]
  Y. Geng, Z. Wang, J. Zhou, et al., Chem. Soc. Rev. 52 (2023) 3873–3926. doi: 10.1039/d2cs00172a
15. [15]
  J. Ma, R. Sun, K. Xia, et al., Chem. Rev. 124 (2024) 1738–1861. doi: 10.1021/acs.chemrev.3c00573
16. [16]
  C. Ding, T. Ren, Coord. Chem. Rev. 482 (2023) 215080. doi: 10.1016/j.ccr.2023.215080
17. [17]
  J. Li, Q. Qiao, Y. Ruan, et al., Chin. Chem. Lett. 34 (2023) 108266. doi: 10.1016/j.cclet.2023.10826602.003e=xml&restype=unixref&xml=|Adv. Mater.||34||2203699|2022|||
18. [18]
  K. Wang, L. Liu, D. Mao, et al., Angew. Chem. Int. Ed. 60 (2021) 15095–15100. doi: 10.1002/anie.202104163
19. [19]
  Y. Qi, Y. Li, M. Tan, et al., Coord. Chem. Rev. 486 (2023) 215130. doi: 10.1016/j.ccr.2023.215130
20. [20]
  H. Jin, M. Yang, Z. Sun, et al., Coord. Chem. Rev. 446 (2021) 214114. doi: 10.1016/j.ccr.2021.214114
21. [21]
  Q. Fu, X. Yang, M. Wang, et al., ACS Nano 18 (2024) 3916–3968. doi: 10.1021/acsnano.3c10659
22. [22]
  S. Feng, J. Zheng, J. Zhang, et al., Sens. Actuator B: Chem. 371 (2022) 132512. doi: 10.1016/j.snb.2022.132512
23. [23]
  L. Guo, M. Tian, Z. Zhang, et al., J. Am. Chem. Soc. 143 (2021) 3169–3179. doi: 10.1021/jacs.0c12323
24. [24]
  L. Wang, Y. Zhang, M. Zheng, et al., Chem. Eng. J. 466 (2023) 143104. doi: 10.1016/j.cej.2023.143104
25. [25]
  J. Hong, J. Zhang, Q. Li, et al., Anal. Chem. 95 (2023) 2671–2679. doi: 10.1021/acs.analchem.2c03073
26. [26]
  Y. Pan, X. Chen, L. Dong, et al., Chin. Chem. Lett. 32 (2021) 3895–3898. doi: 10.1016/j.cclet.2021.06.024
27. [27]
  T. Zhu, N. Ren, X. Liu, et al., Angew. Chem. Int. Ed. 60 (2021) 8450–8454. doi: 10.1002/anie.202015650
28. [28]
  L. Zhou, Z. Wang, L. Wang, et al., J. Am. Chem. Soc. 145 (2023) 28296–28306. doi: 10.1021/jacs.3c12181
29. [29]
  W. Wang, T. Yang, Q. Zhang, et al., Anal. Chem. 95 (2023) 6279–6286. doi: 10.1021/acs.analchem.2c04896
30. [30]
  Q. Xu, Y. Zhang, M. Zhu, et al., Chem. Sci. 14 (2023) 4091–4101. doi: 10.1039/d3sc00193h
31. [31]
  C. Li, W. Tang, J. Feng, et al., Anal. Chim. Acta 1096 (2020) 148–158. doi: 10.1016/j.aca.2019.10.047
32. [32]
  Z. Zheng, S. Gong, J. Zhang, et al., Sens. Actuator B: Chem. 397 (2023) 134654. doi: 10.1016/j.snb.2023.134654
33. [33]
  T. Han, Y. Sun, C. Zhao, et al., J. Med. Chem. 67 (2024) 4026–4035. doi: 10.1021/acs.jmedchem.3c02344
34. [34]
  P. Liu, B. Li, J. Zheng, et al., Sens. Actuator B: Chem. 329 (2021) 129147. doi: 10.1016/j.snb.2020.129147
35. [35]
  Z. Xu, S. Liu, L. Xu, et al., Anal. Chim. Acta 1297 (2024) 342303. doi: 10.1016/j.aca.2024.342303
36. [36]
  L. Ding, J. Jiang, L. Cheng, et al., ACS Appl. Bio Mater. 4 (2021) 3773–3785. doi: 10.1021/acsabm.0c01258
1. [1]
  Xing Tian , Di Wu , Wanheng Wei , Guifu Dai , Zhanxian Li , Benhua Wang , Mingming Yu . A lipid droplets-targetable fluorescent probe for polarity detection in cells of iron death, inflammation and fatty liver tissue. Chinese Chemical Letters, 2024, 35(6): 108912-. doi: 10.1016/j.cclet.2023.108912
2. [2]
  Tao Liu , Xuwei Han , Xueyi Sun , Weijie Zhang , Ke Gao , Runan Min , Yuting Tian , Caixia Yin . An activated fluorescent probe to monitor NO fluctuation in Parkinson’s disease. Chinese Chemical Letters, 2025, 36(3): 110170-. doi: 10.1016/j.cclet.2024.110170
3. [3]
  Huamei Zhang , Jingjing Liu , Mingyue Li , Shida Ma , Xucong Zhou , Aixia Meng , Weina Han , Jin Zhou . Imaging polarity changes in pneumonia and lung cancer using a lipid droplet-targeted near-infrared fluorescent probe. Chinese Chemical Letters, 2024, 35(12): 110020-. doi: 10.1016/j.cclet.2024.110020
4. [4]
  Hao Cai , Xiaoyan Wu , Lei Jiang , Feng Yu , Yuxiang Yang , Yan Li , Xian Zhang , Jian Liu , Zijian Li , Hong Bi . Lysosome-targeted carbon dots with a light-controlled nitric oxide releasing property for enhanced photodynamic therapy. Chinese Chemical Letters, 2024, 35(4): 108946-. doi: 10.1016/j.cclet.2023.108946
5. [5]
  Han-Min Wang , Yan-Chen Li , Lu-Lu Sun , Ming-Ye Tang , Jia Liu , Jiahao Cai , Lei Dong , Jia Li , Yi Zang , Hai-Hao Han , Xiao-Peng He . Protein-encapsulated long-wavelength fluorescent probe hybrid for imaging lipid droplets in living cells and mice with non-alcoholic fatty liver. Chinese Chemical Letters, 2024, 35(11): 109603-. doi: 10.1016/j.cclet.2024.109603
6. [6]
  Wei-Tao Dou , Qing-Wen Zeng , Yan Kang , Haidong Jia , Yulian Niu , Jinglong Wang , Lin Xu . Construction and application of multicomponent fluorescent droplets. Chinese Chemical Letters, 2025, 36(1): 109995-. doi: 10.1016/j.cclet.2024.109995
7. [7]
  Chaozheng He , Jia Wang , Ling Fu , Wei Wei . Nitric oxide assists nitrogen reduction reaction on 2D MBene: A theoretical study. Chinese Chemical Letters, 2024, 35(5): 109037-. doi: 10.1016/j.cclet.2023.109037
8. [8]
  Xiangjun Zhang , Xiaodi Yang , Yan Wang , Zhongping Xu , Sisi Yi , Tao Guo , Yue Liao , Xiyu Tang , Jianxiang Zhang , Ruibing Wang . A supramolecular nanoprodrug for prevention of gallstone formation. Chinese Chemical Letters, 2025, 36(2): 109854-. doi: 10.1016/j.cclet.2024.109854
9. [9]
  Yijian Zhao , Jvzhe Li , Yunyi Shi , Jie Hu , Meiyi Liu , Yao Shen , Xinglin Hou , Qiuyue Wang , Qi Wang , Zhiyi Yao . A label-free and ratiometric fluorescent sensor based on porphyrin-metal-organic frameworks for sensitive detection of ochratoxin A in cereal. Chinese Chemical Letters, 2025, 36(4): 110132-. doi: 10.1016/j.cclet.2024.110132
10. [10]
  Baoli Yin , Xinlin Liu , Zhe Li , Zhifei Ye , Youjuan Wang , Xia Yin , Sulai Liu , Guosheng Song , Shuangyan Huan , Xiao-Bing Zhang . Ratiometric NIR-Ⅱ fluorescent organic nanoprobe for imaging and monitoring tumor-activated photodynamic therapy. Chinese Chemical Letters, 2025, 36(5): 110119-. doi: 10.1016/j.cclet.2024.110119
11. [11]
  Chuan-Zhi Ni , Ruo-Ming Li , Fang-Qi Zhang , Qu-Ao-Wei Li , Yuan-Yuan Zhu , Jie Zeng , Shuang-Xi Gu . A chiral fluorescent probe for molecular recognition of basic amino acids in solutions and cells. Chinese Chemical Letters, 2024, 35(10): 109862-. doi: 10.1016/j.cclet.2024.109862
12. [12]
  Linfang Wang , Jing Liu , Minghao Ren , Wei Guo . A highly sensitive fluorescent HClO probe for discrimination between cancerous and normal cells/tissues. Chinese Chemical Letters, 2024, 35(6): 108945-. doi: 10.1016/j.cclet.2023.108945
13. [13]
  Yang Liu , Leilei Zhang , Kaixuan Liu , Ling-Ling Wu , Hai-Yu Hu . Penicillin G acylase-responsive near-infrared fluorescent probe: Unravelling biofilm regulation and combating bacterial infections. Chinese Chemical Letters, 2024, 35(11): 109759-. doi: 10.1016/j.cclet.2024.109759
14. [14]
  Pei Huang , Weijie Zhang , Junping Wang , Fangjun Huo , Caixia Yin . Rapid and specific fluorescent probe visualizes dynamic correlation of Cys and HClO in OGD/R. Chinese Chemical Letters, 2025, 36(1): 109778-. doi: 10.1016/j.cclet.2024.109778
15. [15]
  Lanyun Zhang , Weisi Wang , Yu-Qiang Zhao , Rui Huang , Yuxun Lu , Ying Chen , Liping Duan , Ying Zhou . Mechanism study of the molluscicide candidate PBQ on Pomacea canaliculata using a viscosity-sensitive fluorescent probe. Chinese Chemical Letters, 2025, 36(1): 109798-. doi: 10.1016/j.cclet.2024.109798
16. [16]
  Yuan ZHU , Xiaoda ZHANG , Shasha WANG , Peng WEI , Tao YI . Conditionally restricted fluorescent probe for Fe³⁺ and Cu²⁺ based on the naphthalimide structure. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 183-192. doi: 10.11862/CJIC.20240232
17. [17]
  Fan Zheng , Runsha Xiao , Shuai Huang , Zhikang Chen , Chen Lai , Anyao Bi , Heying Yao , Xueping Feng , Zihua Chen , Wenbin Zeng . Accurate visualization colorectal cancer by monitoring viscosity variations with a novel mitochondria-targeted fluorescent probe. Chinese Chemical Letters, 2025, 36(2): 109876-. doi: 10.1016/j.cclet.2024.109876
18. [18]
  Zhixiao Xiong , Shanni Qiu , Yuyu Wang , Houna Duan , Yi Xiao , Yufang Xu , Weiping Zhu , Xuhong Qian . Photocalibrated NO release from the zinc ion fluorescent probe based on naphthalimide and its application in living cells. Chinese Chemical Letters, 2025, 36(4): 110002-. doi: 10.1016/j.cclet.2024.110002
19. [19]
  Shuwen SUN , Gaofeng WANG . Design and synthesis of a Zn(Ⅱ)-based coordination polymer as a fluorescent probe for trace monitoring 2, 4, 6-trinitrophenol. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 753-760. doi: 10.11862/CJIC.20240399
20. [20]
  Jiayu Zeng , Minhui Liu , Ting Yang , Jia Huang , Songjiao Li , Wanting Zhang , Dan Cheng , Longwei He , Jia Zhou . Two-dimensional design strategy to construct smart dual-responsive fluorescent probe for the precise tracking of ischemic stroke. Chinese Chemical Letters, 2025, 36(5): 110166-. doi: 10.1016/j.cclet.2024.110166

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(19)
HTML views(3)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142