Citation: Shuaige Bai, Shuai Huang, Ting Luo, Bin Feng, Yanpeng Fang, Feiyi Chu, Jie Dong, Wenbin Zeng. Debut of a responsive chemiluminescent probe for butyrylcholinesterase: Application in biological imaging and pesticide residue detection[J]. Chinese Chemical Letters, ;2025, 36(3): 110054. doi: 10.1016/j.cclet.2024.110054 shu

Debut of a responsive chemiluminescent probe for butyrylcholinesterase: Application in biological imaging and pesticide residue detection

Shuaige Bai ^{a, b, c, 1} ,
Shuai Huang ^{a, b, c, 1} ,
Ting Luo ^{a, b, c} ,
Bin Feng ^{a, b, c} ,
Yanpeng Fang ^{a, b, c} ,
Feiyi Chu ^{a, b, c} ,
Jie Dong ^{a, b, c} ,
Wenbin Zeng ^{a, b, c, *,}

a.
Xiangya School of Pharmaceutical Sciences, Central South University, Changsha 410013, China
b.
Hunan Key Laboratory of Diagnostic and Therapeutic Drug Research for Chronic Diseases, Central South University, Changsha 410013, China
c.
The Molecular Imaging Research Center, Central South University, Changsha 410013, China

Received Date: 5 September 2023
Revised Date: 24 April 2024
Accepted Date: 24 May 2024
Available Online: 25 May 2024

Figures(6)

Butyrylcholinesterase (BChE) is a key enzyme in the metabolism of cholinergic compounds. It has been recognized as a key biomarker for many diseases, including liver diseases and Alzheimer’s disease. However, classical methods for detecting BChE activity suffer from low sensitivity, cumbersome pre-treatment, and poor stability. Chemiluminescence is a promising new method for detecting and imaging the activity of BChE. It has several advantages over traditional methods, including low background interference, high sensitivity, and the absence of external illumination. In this study, we developed a novel BChE-activatable chemiluminescent probe (CL-BChE). It exhibited a significant chemiluminescence enhancement at 525 nm upon incubation with BChE. It had a low limit of detection (6.25 × 10⁻³ U/mL) and was highly selective for BChE. CL-BChE was used to image BChE activity in living cells and tumor-bearing animal models. It was also successfully applied to detect pesticide residue, even under the interference of representative phytochromes and real vegetable samples. Given its high sensitivity, selectivity, and versatility, we believe that CL-BChE will be a promising tool for investigating BChE’s activity in biomedical research as well as other BChE-related scenarios.
- Butyrylcholinesterase,
- Chemiluminescence,
- Tumor imaging,
- Pesticide residue detecting,
- Bioassays
1. [1]
  L. Santarpia, I. Grandone, F. Contaldo, et al., J. Cachexia. Sarcopeni. 4 (2013) 31–39. doi: 10.1007/s13539-012-0083-5
2. [2]
  O.O. Ogunkeye, A.I. Roluga, Pathophysiology 13 (2006) 91–93. doi: 10.1016/j.pathophys.2006.01.002
3. [3]
  O.O. Ogunkeye, E.K. Chuhwak, A.A.E. Otokwula, Pathophysiology 17 (2010) 29–32. doi: 10.1016/j.pathophys.2009.05.003
4. [4]
  L. Rejc, V. Gómez-Vallejo, A. Joya, et al., Theranostics 11 (2021) 6542. doi: 10.7150/thno.54589
5. [5]
  E. Podoly, D.E. Shalev, S. Shenhar-Tsarfaty, et al., J. Biol. Chem. 284 (2009) 17170–17179. doi: 10.1074/jbc.M109.004952
6. [6]
  Q. Zhang, C. Fu, X. Guo, et al., ACS Sens. 6 (2021) 1138–1146. doi: 10.1021/acssensors.0c02398
7. [7]
  G.L. Ellman, K.D. Courtney, V. Andres, et al., Biochem. Pharmacol. 7 (1961) 88–95. doi: 10.1016/0006-2952(61)90145-9
8. [8]
  Y. Yang, L. Zhang, J. Wang, et al., Anal. Chem. 94 (2022) 13498–13506. doi: 10.1021/acs.analchem.2c02627
9. [9]
  W. Zhang, J. Zhang, C. Qin, et al., Anal. Chim. Acta 1235 (2022) 340540. doi: 10.1016/j.aca.2022.340540
10. [10]
  B. Feng, Y. Zhu, J. Wu, et al., Chin. Chem. Lett. 32 (2021) 3057–3060. doi: 10.1016/j.cclet.2021.03.074
11. [11]
  M. Liu, S. Zhong, B. Feng, et al., Chin. Chem. Lett. 34 (2023) 107940. doi: 10.1016/j.cclet.2022.107940
12. [12]
  J. Dong, J. Qian, K. Yu, et al., Research 6 (2023) 0075. doi: 10.34133/research.0075
13. [13]
  M. Vacher, I. Fdez. Galván, B.W. Ding, et al., Chem. Rev. 118 (2018) 6927–6974. doi: 10.1021/acs.chemrev.7b00649
14. [14]
  U. Haris, A.R. Lippert, ACS Sens. 8 (2023) 3–11. doi: 10.1021/acssensors.2c02371
15. [15]
  F. McCapra, Acc. Chem. Res. 9 (1976) 201–208. doi: 10.1021/ar50102a001
16. [16]
  A.P. Schaap, T.S. Chen, R.S. Handley, et al., Tetrahedron Lett. 28 (1987) 1155–1158. doi: 10.1016/S0040-4039(00)95313-9
17. [17]
  A.P. Schaap, R.S. Handley, B.P. Giri, Tetrahedron Lett. 28 (1987) 935–938. doi: 10.1016/S0040-4039(00)95878-7
18. [18]
  A.P. Schaap, M.D. Sandison, R.S. Handley, Tetrahedron Lett. 28 (1987) 1159–1162. doi: 10.1016/S0040-4039(00)95314-0
19. [19]
  A.V. Trofimov, K. Mielke, R.F. Vasil’ev, et al., Photochem. Photobiol. 63 (1996) 463–467. doi: 10.1111/j.1751-1097.1996.tb03070.x
20. [20]
  O. Green, T. Eilon, N. Hananya, et al., ACS Cent. Sci. 3 (2017) 349–358. doi: 10.1021/acscentsci.7b00058
21. [21]
  Y. Gao, Y. Lin, T. Liu, et al., Chin. Chem. Lett. 30 (2019) 63–66. doi: 10.1016/j.cclet.2018.03.028
22. [22]
  R. Blau, O. Shelef, D. Shabat, et al., Nat. Rev. Bioeng. 1 (2023) 648–664. doi: 10.1038/s44222-023-00074-0
23. [23]
  J. Ding, R. Xiao, A. Bi, et al., Chin. Chem. Lett. 34 (2023) 108273. doi: 10.1016/j.cclet.2023.108273
24. [24]
  C.G. Zhan, F. Zheng, D.W. Landry, J. Am. Chem. Soc. 125 (2003) 2462–2474. doi: 10.1021/ja020850+
25. [25]
  F.P. Carvalho, Food Energy Secur. 6 (2017) 48–60. doi: 10.1002/fes3.108
26. [26]
  Z. Wu, Z. Hao, Y. Chai, et al., Biosens. Bioelectron. 233 (2023) 115341. doi: 10.1016/j.bios.2023.115341
27. [27]
  C. Li, H. Zhu, C. Li, et al., Food Chem. 354 (2021) 129552. doi: 10.1016/j.foodchem.2021.129552
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