Citation: Wenping Dong, Mo Ma, Jingkang Li, Lanlan Xu, Dejiang Gao, Pinyi Ma, Daqian Song. Near-infrared fluorescent probe with large Stokes shift and long emission wavelength for rapid diagnosis of lung cancer via aerosol inhalation delivery[J]. Chinese Chemical Letters, ;2025, 36(5): 110147. doi: 10.1016/j.cclet.2024.110147 shu

Near-infrared fluorescent probe with large Stokes shift and long emission wavelength for rapid diagnosis of lung cancer via aerosol inhalation delivery

Wenping Dong ^a ,
Mo Ma ^{a, b} ,
Jingkang Li ^a ,
Lanlan Xu ^a ,
Dejiang Gao ^a ,
Pinyi Ma ^{a, *,} ,
Daqian Song ^{a, *,}

a.
College of Chemistry, Jilin Province Research Center for Engineering and Technology of Spectral Analytical Instruments, Jilin University, Changchun 130012, China
b.
School of Pharmacy, Jilin University, Changchun 130012, China

mapinyi@jlu.edu.cn

songdq@jlu.edu.cn

Received Date: 23 April 2024
Revised Date: 19 June 2024
Accepted Date: 20 June 2024
Available Online: 21 June 2024

Figures(4)

The aggressive nature and high mortality rate of lung cancer underscore the imperative need for early diagnosis of the disease. Thus, aminopeptidase N (APN), a potential biomarker for lung cancer, should be thoroughly investigated in this context. This report describes the development of HA-apn, a novel near-infrared fluorescent probe, specifically engineered for the sensitive detection of endogenous APN. Characterized by its high selectivity, straightforward molecular architecture, and suitable optical properties, including a long-wavelength emission at 835 nm and a large Stokes shift of 285 nm, HA-apn had high efficacy in identifying overexpressed APN in tumor cells, which shows its potential in pinpointing malignancies. To further validate its applicability and effectiveness in facilitating the direct and enhanced visualization of pulmonary alterations, an in situ lung cancer mouse model was employed. Notably, HA-apn was applied for in vivo imaging of APN activity in the lung cancer mouse model receiving the probe through aerosol inhalation, and rapid and precise diagnostic results were achieved within 30 min post-administration. Overall, HA-apn can be applied as an effective, non-intrusive tool for the rapid and accurate detection of pulmonary conditions.
- Near-infrared,
- Fluorescent probe,
- Large Stokes shift,
- In situ lung cancer,
- Rapid diagnosis
1. [1]
  A.A. Thai, B.J. Solomon, L.V. Sequist, et al., Lancet 398 (2021) 535–554. doi: 10.1016/S0140-6736(21)00312-3
2. [2]
  H.M. Abdelaziz, M. Gaber, M.M. Abd-Elwakil, et al., J. Control. Release 269 (2018) 374–392. doi: 10.1016/j.jconrel.2017.11.036
3. [3]
  F. Bray, M. Laversanne, E. Weiderpass, I. Soerjomataram, Cancer 127 (2021) 3029–3030. doi: 10.1002/cncr.33587
4. [4]
  S. Geiger, D. Hirsch, F.G. Hermann, Eur. Respir. Rev. 26 (2017) 170044. doi: 10.1183/16000617.0044-2017
5. [5]
  Y. Li, B. Yan, S. He, Biomed. Pharmacother. 169 (2023) 115891. doi: 10.1016/j.biopha.2023.115891
6. [6]
  D. Marzorati, L. Mainardi, G. Sedda, et al., J. Breath Res. 13 (2019) 034001. doi: 10.1088/1752-7163/ab0684
7. [7]
  X. Song, R. Wang, J. Gao, et al., Chin. Chem. Lett. 33 (2022) 1567–1571. doi: 10.1016/j.cclet.2021.08.111
8. [8]
  G. Giaccone, Y. He, Semin. Cancer Biol. 94 (2023) 1–10. doi: 10.1016/j.semcancer.2023.05.006
9. [9]
  L. Osmani, F. Askin, E. Gabrielson, Q.K. Li, Semin. Cancer Biol. 52 (2018) 103–109. doi: 10.1016/j.semcancer.2017.11.019
10. [10]
  X. Yua, H. Ma, G. Xu, Z. Liu, Chin. Chem. Lett. 33 (2022) 4169–4174. doi: 10.1016/j.cclet.2022.02.049
11. [11]
  X. Li, D. Shi, Y. Song, et al., Chin. Chem. Lett. 33 (2022) 1572–1576. doi: 10.1016/j.cclet.2021.08.114
12. [12]
  Y. Sun, X. Zhou, L. Sun, et al., Chin. Chem. Lett. 33 (2022) 4229–4232. doi: 10.1016/j.cclet.2022.01.087
13. [13]
  H. Pan, X. Chai, J. Zhang, Chin. Chem. Lett. 34 (2023) 108321. doi: 10.1016/j.cclet.2023.108321
14. [14]
  E.M. Digby, O. Sadovski, A.A. Beharry, Chemistry 26 (2020) 2713–2718. doi: 10.1002/chem.201904607
15. [15]
  S. Son, M. Won, O. Green, et al., Angew. Chem. Int. Ed. 58 (2019) 1739–1743. doi: 10.1002/anie.201813032
16. [16]
  J. Yan, K. Wang, L. Gui, et al., Anal. Chem. 95 (2023) 14402–14412. doi: 10.1021/acs.analchem.3c02760
17. [17]
  X. Zhang, C. Jiang, T. He, et al., Anal. Chem. 94 (2022) 3227–3234. doi: 10.1021/acs.analchem.1c04891
18. [18]
  X. Zhang, K. Jiang, S. Jiang, et al., Anal. Chem. 94 (2022) 13770–13776. doi: 10.1021/acs.analchem.2c02153
19. [19]
  X. Zhang, X. Li, W. Shi, H. Ma, Chem. Commun. 57 (2021) 8174–8177. doi: 10.1039/d1cc03232a
20. [20]
  A.T. Look, R.A. Ashmun, L.H. Shapiro, S.C. Peiper, J. Clin. Invest. 83 (1989) 1299–1307. doi: 10.1172/JCI114015
21. [21]
  Y. Aozuka, K. Koizumi, Y. Saitoh, et al., Cancer Lett. 216 (2004) 35–42. doi: 10.1016/j.canlet.2004.06.050
22. [22]
  L. Feng, Z. Tian, M. Zhang, et al., Chin. Chem. Lett. 32 (2021) 3053–3056. doi: 10.1016/j.cclet.2021.03.056
23. [23]
  J. Huang, Y. Jiang, J. Li, et al., Angew. Chem. Int. Ed. 59 (2020) 4415–4420. doi: 10.1002/anie.201911859
24. [24]
  X. He, Y. Hu, W. Shi, et al., Chem. Commun. 53 (2017) 9438–9441. doi: 10.1039/C7CC05142E
25. [25]
  X. He, Y. Xu, W. Shi, H. Ma, Anal. Chem. 89 (2017) 3217–3221. doi: 10.1021/acs.analchem.7b00021
26. [26]
  H. Li, Y. Li, Q. Yao, et al., Chem. Sci. 10 (2019) 1619–1625. doi: 10.1039/c8sc04685a
27. [27]
  M. Ma, D. Dai, P. Ma, et al., Sens. Actuators B: Chem. 379 (2023) 133228. doi: 10.1016/j.snb.2022.133228
28. [28]
  H. Li, Q. Yao, W. Sun, et al., J. Am. Chem. Soc. 142 (2020) 6381–6389. doi: 10.1021/jacs.0c01365
29. [29]
  Y. Liu, C. Xu, H. Liu, et al., Anal. Chem. 93 (2021) 6463–6471. doi: 10.1021/acs.analchem.1c00280
30. [30]
  J. Yang, C. Shen, T. Zhu, et al., Biomater. Sci. 11 (2023) 2809–2817. doi: 10.1039/d3bm00007a
31. [31]
  D. Lu, B. Yuan, Q. Ye, et al., Sens. Actuators B: Chem. 395 (2023) 134494. doi: 10.1016/j.snb.2023.134494
32. [32]
  Y. Xu, M. Cui, W. Zhang, et al., Chem. Eng. J. 428 (2022) 132514. doi: 10.1016/j.cej.2021.132514
33. [33]
  W.L. Qiu, W.H. Hsu, S.M. Tsao, et al., Polymers 13 (2021) 4353. doi: 10.3390/polym13244353
34. [34]
  C. Oh, O.H. Jeon, J. Han, et al., ACS Appl. Nano Mater. 6 (2023) 3693–3703. doi: 10.1021/acsanm.2c05418
35. [35]
  S. Mangal, W. Gao, T. Li, Q. Zhou, Acta Pharmacol. Sin. 38 (2017) 782–797. doi: 10.1038/aps.2017.34
36. [36]
  Y.H. Quan, C.H. Oh, D. Jung, et al., JAMA Surg. 155 (2020) 732. doi: 10.1001/jamasurg.2020.1314
37. [37]
  L. Wang, Y. Rao, X. Liu, et al., J. Nanobiotechnol. 19 (2021) 56. doi: 10.1186/s12951-021-00803-w
1. [1]
  Yudi Cheng , Xiao Wang , Jiao Chen , Zihan Zhang , Jiadong Ou , Mengyao She , Fulin Chen , Jianli Li . A near-infrared fluorescent probe for visualizing transformation pathway of Cys/Hcy and H₂S and its applications in living system. Chinese Chemical Letters, 2024, 35(5): 109156-. doi: 10.1016/j.cclet.2023.109156
2. [2]
  Chuanfeng Fan , Jian Gao , Yingkai Gao , Xintong Yang , Gaoning Li , Xiaochun Wang , Fei Li , Jin Zhou , Haifeng Yu , Yi Huang , Jin Chen , Yingying Shan , Li Chen . A non-peptide-based chymotrypsin-targeted long-wavelength emission fluorescent probe with large Stokes shift and its application in bioimaging. Chinese Chemical Letters, 2024, 35(10): 109838-. doi: 10.1016/j.cclet.2024.109838
3. [3]
  Meiling Zhao , Yao Lu , Yutao Zhang , Haoyun Xue , Zhiqian Guo . Ultra-high signal-to-noise ratio near-infrared chemiluminescent probe for in vivo sensing singlet oxygen. Chinese Chemical Letters, 2025, 36(5): 110105-. doi: 10.1016/j.cclet.2024.110105
4. [4]
  Dandan Tang , Ningge Xu , Yuyang Fu , Wei Peng , Jinsheng Wu , Heng Liu , Fabiao Yu . Rationally designed an innovative proximity labeling near-infrared fluorogenic probe for imaging of peroxynitrite in acute lung injury. Chinese Chemical Letters, 2025, 36(5): 110082-. doi: 10.1016/j.cclet.2024.110082
5. [5]
  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
6. [6]
  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
7. [7]
  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
8. [8]
  Yupeng Liu , Hui Wang , Songnan Qu . Review on near-infrared absorbing/emissive carbon dots: From preparation to multi-functional application. Chinese Chemical Letters, 2025, 36(5): 110618-. doi: 10.1016/j.cclet.2024.110618
9. [9]
  Wenxiang Ma , Xinyu He , Tianyi Chen , De-Li Ma , Hongzheng Chen , Chang-Zhi Li . Near-infrared non-fused electron acceptors for efficient organic photovoltaics. Chinese Chemical Letters, 2024, 35(4): 109099-. doi: 10.1016/j.cclet.2023.109099
10. [10]
  Gongcheng Ma , Qihang Ding , Yuding Zhang , Yue Wang , Jingjing Xiang , Mingle Li , Qi Zhao , Saipeng Huang , Ping Gong , Jong Seung Kim . Palladium-free chemoselective probe for in vivo fluorescence imaging of carbon monoxide. Chinese Chemical Letters, 2024, 35(9): 109293-. doi: 10.1016/j.cclet.2023.109293
11. [11]
  Boran Cheng , Lei Cao , Chen Li , Fang-Yi Huo , Qian-Fang Meng , Ganglin Tong , Xuan Wu , Lin-Lin Bu , Lang Rao , Shubin Wang . Fluorine-doped carbon quantum dots with deep-red emission for hypochlorite determination and cancer cell imaging. Chinese Chemical Letters, 2024, 35(6): 108969-. doi: 10.1016/j.cclet.2023.108969
12. [12]
  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
13. [13]
  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
14. [14]
  Jiajia Lv , Jie Gao , Hongyu Li , Zeli Yuan , Nan Dong . Rational design of hydroxytricyanopyrrole-based probes with high affinity and rapid visualization for amyloid-β aggregates in vitro and in vivo. Chinese Chemical Letters, 2024, 35(5): 108940-. doi: 10.1016/j.cclet.2023.108940
15. [15]
  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
16. [16]
  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
17. [17]
  Lei Shen , Hongmei Liu , Ming Jin , Jinchao Zhang , Caixia Yin , Shuxiang Wang , Yutao Yang . “Three-in-one” strategy of trifluoromethyl regulated blood-brain barrier permeable fluorescent probe for peroxynitrite and antiepileptic evaluation of edaravone. Chinese Chemical Letters, 2024, 35(10): 109572-. doi: 10.1016/j.cclet.2024.109572
18. [18]
  Chaochao Jin , Kai Li , Jiongpei Zhang , Zhihua Wang , Jiajing Tan . N,O-Bidentated difluoroboron complexes based on pyridine-ester enolates: Facile synthesis, post-complexation modification, optical properties, and applications. Chinese Chemical Letters, 2024, 35(9): 109532-. doi: 10.1016/j.cclet.2024.109532
19. [19]
  Zihong Li , Jie Cheng , Ping Huang , Guoliang Wu , Weiying Lin . Activatable photoacoustic bioprobe for visual detection of aging in vivo. Chinese Chemical Letters, 2024, 35(4): 109153-. doi: 10.1016/j.cclet.2023.109153
20. [20]
  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

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(23)
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