Citation: 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[J]. Chinese Chemical Letters, ;2025, 36(5): 110082. doi: 10.1016/j.cclet.2024.110082 shu

Rationally designed an innovative proximity labeling near-infrared fluorogenic probe for imaging of peroxynitrite in acute lung injury

Dandan Tang ^{a, b, 1} ,
Ningge Xu ^{a, b, 1} ,
Yuyang Fu ^b ,
Wei Peng ^b ,
Jinsheng Wu ^a ,
Heng Liu ^{a, b, *,} ,
Fabiao Yu ^{a, b, *,}

a.
Key Laboratory of Emergency and Trauma of Ministry of Education, Department of Radiotherapy, The First Affiliated Hospital of Hainan Medical University, Hainan Medical University, Haikou 571199, China
b.
Key Laboratory of Hainan Trauma and Disaster Rescue, Key Laboratory of Haikou Trauma, Engineering Research Center for Hainan Bio-Smart Materials and Bio-Medical Devices, College of Emergency and Trauma, Hainan Medical University, Haikou 571199, China

liuheng@hainmc.edu.cn

yufabiao@hainmc.edu.cn

Received Date: 8 April 2024
Revised Date: 30 May 2024
Accepted Date: 2 June 2024
Available Online: 3 June 2024

Figures(6)

Acute lung injury (ALI) is a serious clinical condition with a high mortality rate. Oxidative stress and inflammatory responses play pivotal roles in the pathogenesis of ALI. ONOO⁻ is a key mediator that exacerbates oxidative damage and microvascular permeability in ALI. Accurate detection of ONOO⁻ would facilitate early diagnosis and intervention in ALI. Near-infrared fluorescence (NIRF) probes offer new solutions due to their sensitivity, depth of tissue penetration, and imaging capabilities. However, the developed ONOO⁻ fluorescent probes face problems such as interference from other reactive oxygen species and easy intracellular diffusion. To address these issues, we introduced an innovative self-immobilizing NIRF probe, DCI2F-OTf, which was capable of monitoring ONOO⁻ in vitro and in vivo. Importantly, leveraging the high reactivity of the methylene quinone (QM) intermediate, DCI2F-OTf was able to covalently label proteins in the presence of ONOO⁻, enabling in situ imaging. In mice models of ALI, DCI2F-OTf enabled real-time imaging of ONOO⁻ levels and found that ONOO⁻ was tightly correlated with the progression of ALI. Our findings demonstrated that DCI2F-OTf was a promising chemical tool for the detection of ONOO⁻, which could help to gain insight into the pathogenesis of ALI and monitor treatment efficacy.
- Near-infrared,
- Peroxynitrite,
- Proximity labeling,
- In situ bioimaging,
- Acute lung injury
1. [1]
  N.T. Mowery, W.T.H. Terzian, A.C. Nelson, Curr. Probl. Surg. 57 (2020) 100777. doi: 10.1016/j.cpsurg.2020.100777
2. [2]
  L.D. Bos, L.B. Ware, Lancet 400 (2022) 1145–1156. doi: 10.1016/S0140-6736(22)01485-4
3. [3]
  F.S. Bezerra, M. Lanzetti, R.T. Nesi, et al., Antioxidants 12 (2023) 548. doi: 10.3390/antiox12030548
4. [4]
  N. Hogg, J. Zielonka, B. Kalyanaraman, Chapter 3 - Detection of nitric oxide and peroxynitrite in biological systems: A state-of-the-art review, in: L.J. Ignarro, B.A. Freeman (Eds. ), Nitric Oxide: Biology and Pathobiology, Third Edition, Academic Press, 2017, pp. 23–44.
5. [5]
  P.G. Wang, M. Xian, X. Tang, et al., Chem. Rev. 102 (2002) 1091–1134. doi: 10.1021/cr000040l
6. [6]
  P. Pacher, J.S. Beckman, L. Liaudet, Physiol. Rev. 87 (2007) 315–424. doi: 10.1152/physrev.00029.2006
7. [7]
  G. Ferrer-Sueta, N. Campolo, M. Trujillo, et al., Chem. Rev. 118 (2018) 1338–1408. doi: 10.1021/acs.chemrev.7b00568
8. [8]
  R. Radi, J.S. Beckman, K.M. Bush, et al., Arch. Biochem. Biophys. 288 (1991) 481–487. doi: 10.1016/0003-9861(91)90224-7
9. [9]
  L. Fialkow, Y. Wang, G.P. Downey, Free. Radical. Biol. Med. 42 (2007) 153–164. doi: 10.1016/j.freeradbiomed.2006.09.030
10. [10]
  A. van der Vliet, Chapter 25 - antioxidant defenses in the lung, in: R.A. Parent (Ed. ), Comparative Biology of the Normal Lung, 2nd Edition, Academic Press, San Diego, 2015, pp. 489–507.
11. [11]
  H.S. Park, S.R. Kim, Y.C. Lee, Respirology 14 (2009) 27–38. doi: 10.1111/j.1440-1843.2008.01447.x
12. [12]
  S. Zhu, M. Manuel, S. Tanaka, et al., Environ. Health. Perspect. 106 (1998) 1157–1163.
13. [13]
  A. van der Vliet, J.P. Eiserich, C.E. Cross, Respir. Res. 1 (2000) 1.
14. [14]
  J. Joffre, J. Hellman, Antioxid. Redox. Signal. 35 (2021) 1291–1307. doi: 10.1089/ars.2021.0027
15. [15]
  G. Liu, X. Xie, Y. Li, et al., TrAC, Trends. Anal. Chem. 169 (2023) 117371. doi: 10.1016/j.trac.2023.117371
16. [16]
  S. Zeng, X. Liu, Y.S. Kafuti, et al., Chem. Soc. Rev. 52 (2023) 5607–5651. doi: 10.1039/d2cs00799a
17. [17]
  Y. Chen, H. Jiang, T. Hao, et al., Chem. Biomed. Imaging 1 (2023) 590–619. doi: 10.1021/cbmi.3c00029
18. [18]
  L. Xiao, X. Sun, Z. Li, et al., Dyes Pigm. 216 (2023) 111385. doi: 10.1016/j.dyepig.2023.111385
19. [19]
  J. Sun, X. Cao, W. Lu, et al., Theranostics 13 (2023) 1716. doi: 10.7150/thno.80529
20. [20]
  Y. Ji, S. Liu, J. Zhang, et al., Bioorg. Chem. 138 (2023) 106650. doi: 10.1016/j.bioorg.2023.106650
21. [21]
  M. Ren, C. Zhou, L. Wang, et al., Chin. Chem. Lett. 34 (2023) 107646. doi: 10.1016/j.cclet.2022.06.069
22. [22]
  Q. Ma, S. Xu, Z. Zhai, et al., Chem. Eur. J. 28 (2022) e202200828. doi: 10.1002/chem.202200828
23. [23]
  L. He, H. Liu, J. Wu, et al., Chem. Asian J. 17 (2022) e202200388. doi: 10.1002/asia.202200388
24. [24]
  X. Luo, Z. Cheng, R. Wang, et al., Anal. Chem. 93 (2021) 2490–2499. doi: 10.1021/acs.analchem.0c04529
25. [25]
  L. Shen, H. Liu, M. Jin, et al., Chin. Chem. Lett. 35 (2024) 109572. doi: 10.1016/j.cclet.2024.109572
26. [26]
  X. Wu, R. Wang, N. Kwon, et al., Chem. Soc. Rev. 51 (2022) 450–463. doi: 10.1039/d1cs00543j
27. [27]
  Y.L. Jung, S. Sarkar, J. Ha, et al., Bioconjugate. Chem. 33 (2022) 1543–1551. doi: 10.1021/acs.bioconjchem.2c00297
28. [28]
  X. Wu, H. Li, E. Lee, J. Yoon, Chem 6 (2020) 2893–2901. doi: 10.1016/j.chempr.2020.10.010
29. [29]
  J. Liu, X. Ma, C. Cui, et al., J. Med. Chem. 64 (2021) 17969–17978. doi: 10.1021/acs.jmedchem.1c01313
30. [30]
  H. Iwashita, E. Castillo, M.S. Messina, et al., Proc. Natl. Acad. Sci. U. S. A. 118 (2021) e2018513118. doi: 10.1073/pnas.2018513118
31. [31]
  Z. Gao, A.J. Thompson, J.C. Paulson, et al., Angew. Chem. 130 (2018) 13726–13729. doi: 10.1002/ange.201808196
32. [32]
  J. Jiang, Q. Tan, S. Zhao, et al., Chem. Commun. 55 (2019) 15000–15003. doi: 10.1039/c9cc07903c
33. [33]
  S. Wang, W. Tan, W. Lang, et al., Anal. Chem. 94 (2022) 7272–7277. doi: 10.1021/acs.analchem.2c00512
34. [34]
  Y. Li, C. Xue, Z. Fang, et al., Anal. Chem. 92 (2020) 15017–15024. doi: 10.1021/acs.analchem.0c02954
35. [35]
  Y. Li, H. Song, C. Xue, et al., Chem. Sci. 11 (2020) 5889–5894. doi: 10.1039/d0sc01273d
36. [36]
  G.L. Squadrito, R. Cueto, A.E. Splenser, et al., Arch. Biochem. Biophys. 376 (2000) 333–337. doi: 10.1006/abbi.2000.1721
37. [37]
  W. Qu, C. Niu, X. Zhang, et al., Talanta 197 (2019) 431–435. doi: 10.1016/j.talanta.2019.01.065
38. [38]
  M.M. Tarpey, C.R. White, E. Suarez, et al., Circ. Res. 84 (1999) 1203–1211. doi: 10.1161/01.RES.84.10.1203
39. [39]
  B.K. Yoo, J.W. Choi, C.Y. Shin, et al., Neurochem. Int. 52 (2008) 1188–1197. doi: 10.1016/j.neuint.2007.12.009
40. [40]
  X. Ren, Y. Ding, N. Lu, Eur. J. Pharmacol. 775 (2016) 50–56. doi: 10.1016/j.ejphar.2016.02.020
41. [41]
  C. Szabó, G. Ferrer-Sueta, B. Zingarelli, et al., J. Biol. Chem. 272 (1997) 9030–9036. doi: 10.1074/jbc.272.14.9030
42. [42]
  H. Chen, C. Bai, X. Wang, Expert Rev. Respir. Med. 4 (2010) 773–783. doi: 10.1586/ers.10.71
1. [1]
  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. Chinese Chemical Letters, 2025, 36(5): 110147-. doi: 10.1016/j.cclet.2024.110147
2. [2]
  Xiaoshuai Wu , Bailei Wang , Yichen Li , Xiaoxuan Guan , Mingjing Yin , Wenquan Lv , Yin Chen , Fei Lu , Tao Qin , Huyang Gao , Weiqian Jin , Yifu Huang , Cuiping Li , Ming Gao , Junyu Lu . NIR driven catalytic enhanced acute lung injury therapy by using polydopamine@Co nanozyme via scavenging ROS. Chinese Chemical Letters, 2025, 36(2): 110211-. doi: 10.1016/j.cclet.2024.110211
3. [3]
  Qi Huang , Jun Liao , Jingjing Li , Zhengyan Gu , Xinkang Zhang , Mingxue Sun , Wenqi Meng , Guanchao Mao , Zhipeng Pei , Shanshan Zhang , Songling Li , Chuan Zhang , Yunqin Wang , Jihao Liu , Tingbin Shu , Min Tao , Ying Lu , Kai Xiao , Qingqiang Xu , Jincai Lu . Curcumin-loaded ceria nanoenzymes for dual-action suppression of inflammation and alleviation of oxidative damage in the treatment of acute lung injury. Chinese Chemical Letters, 2025, 36(4): 109914-. doi: 10.1016/j.cclet.2024.109914
4. [4]
  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
5. [5]
  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
6. [6]
  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
7. [7]
  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
8. [8]
  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
9. [9]
  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
10. [10]
  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
11. [11]
  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
12. [12]
  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
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]
  Hui Peng , Xiao Wang , Weiguo Huang , Shuiyue Yu , Linghang Kong , Qilin Wei , Jialong Zhao , Bingsuo Zou . Efficient tunable visible and near-infrared emission in Sb³⁺/Sm³⁺-codoped Cs₂NaLuCl₆ for near-infrared light-emitting diode, triple-mode fluorescence anti-counterfeiting and information encryption. Chinese Chemical Letters, 2024, 35(11): 109462-. doi: 10.1016/j.cclet.2023.109462
15. [15]
  Lei Wang , Jun-Jie Wu , Chang-Cun Yan , Wan-Ying Yang , Zong-Lu Che , Xin-Yu Xia , Xue-Dong Wang , Liang-Sheng Liao . Near-infrared organic lasers with ultra-broad emission bands by simultaneously harnessing four-level and six-level systems. Chinese Chemical Letters, 2024, 35(8): 109365-. doi: 10.1016/j.cclet.2023.109365
16. [16]
  Ying Zhao , Yin-Hang Chai , Tian Chen , Jie Zheng , Ting-Ting Li , Francisco Aznarez , Li-Long Dang , Lu-Fang Ma . Size-controlled synthesis and near-infrared photothermal response of Cp* Rh-based metalla[2]catenanes and rectangular metallamacrocycles. Chinese Chemical Letters, 2024, 35(6): 109298-. doi: 10.1016/j.cclet.2023.109298
17. [17]
  Yikun Wang , Qiaomei Chen , Shijie Liang , Dongdong Xia , Chaowei Zhao , Christopher R. McNeill , Weiwei Li . Near-infrared double-cable conjugated polymers based on alkyl linkers with tunable length for single-component organic solar cells. Chinese Chemical Letters, 2024, 35(4): 109164-. doi: 10.1016/j.cclet.2023.109164
18. [18]
  Xuan Zhu , Lin Zhou , Xiao-Yun Huang , Yan-Ling Luo , Xin Deng , Xin Yan , Yan-Juan Wang , Yan Qin , Yuan-Yuan Tang . (Benzimidazolium)2GeI4: A layered two-dimensional perovskite with dielectric switching and broadband near-infrared photoluminescence. Chinese Journal of Structural Chemistry, 2024, 43(6): 100272-100272. doi: 10.1016/j.cjsc.2024.100272
19. [19]
  Fuzheng Zhang , Chao Shi , Jiale Li , Fulin Jia , Xinyu Liu , Feiyang Li , Xinyu Bai , Qiuxia Li , Aihua Yuan , Guohua Xie . B-embedded narrowband pure near-infrared (NIR) phosphorescent iridium(Ⅲ) complexes and solution-processed OLED application. Chinese Chemical Letters, 2025, 36(1): 109596-. doi: 10.1016/j.cclet.2024.109596
20. [20]
  Haowen Shang , Yujie Yang , Bingjie Xue , Yikai Wang , Zhiyi Su , Wenlong Liu , Youzhi Wu , Xinjun Xu . Efficient solution-processed near-infrared organic light-emitting diodes with a binary-mixed electron transport layer. Chinese Chemical Letters, 2025, 36(4): 110511-. doi: 10.1016/j.cclet.2024.110511

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(21)
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