Citation: Haibo Wan, Zhengzhong Lv, Jicai Jiang, Xuefeng Cheng, Qingfeng Xu, Haibin Shi, Jianmei Lu. Multidimensional detection of roxarsone via AIE-based sulfates[J]. Chinese Chemical Letters, ;2025, 36(3): 110023. doi: 10.1016/j.cclet.2024.110023 shu

Multidimensional detection of roxarsone via AIE-based sulfates

Haibo Wan ^{a, 1} ,
Zhengzhong Lv ^{b, 1} ,
Jicai Jiang ^a ,
Xuefeng Cheng ^a ,
Qingfeng Xu ^{a, *,} ,
Haibin Shi ^{b, *,} ,
Jianmei Lu ^{a, *,}

a.
College of Chemistry, Chemical Engineering and Materials Science, Collaborative Innovation Center of Suzhou Nano Science and Technology, Soochow University, Suzhou 215123, China
b.
State Key Laboratory of Radiation Medicine and Protection, School for Radiological and Interdisciplinary Sciences (RAD-X) and Collaborative Innovation Center of Radiation Medicine of Jiangsu Higher Education Institutions, Soochow University, Suzhou 215123, China

xuqingfeng@suda.edu.cn

hbshi@suda.edu.cn

lujm@suda.edu.cn

Received Date: 15 March 2024
Revised Date: 14 May 2024
Accepted Date: 16 May 2024
Available Online: 18 May 2024

Figures(7)

Improper abuse of roxarsone (ROX) in industrial production leads to harmful effects on water, soil, food, and living creatures. It is significant to detect its concentration in the environment and biosystem. Herein, two aggregation-induced emission (AIE)-active fluorescence probes, TPE-TPE and TPE-TPE-CN, are successfully synthesized via a sulfur(Ⅵ) fluoride exchange (SuFEx) click reaction and first employed to detect ROX in the environment and living 3T3 cells. These two probes can selectively detect ROX in water due to the synergistic effect of photoinduced electron transfer (PET) and fluorescence resonance energy transfer (FRET) between the probes and ROX. The detection limit of TPE-TPE and TPE-TPE-CN is 0.154 and 0.385 µmol/L, respectively, much lower than the safety concentration stipulated by the World Health Organization (WHO). In addition, with the aid of a color discrimination application in a smartphone, these two probes can also detect ROX in real samples (such as water, soil, and cabbage), demonstrating their excellent potential for monitoring ROX in a practical environment.
- Aggregation-induced emission,
- SuFEx,
- ROX,
- Fluorescent detection,
- Living cells
1. [1]
  M. Wen, Y. Liu, Q. Zhang, et al., Chemosphere 311 (2023) 137118. doi: 10.1016/j.chemosphere.2022.137118
2. [2]
  J. Ma, Y. Wu, C. Xu, et al., J. Hazard. Mater. 454 (2023) 131483. doi: 10.1016/j.jhazmat.2023.131483
3. [3]
  S. Balu, Y.L. Chen, S.W. Chen, T.C.K. Yang, Appl. Catal. B: Environ. 304 (2022) 120852. doi: 10.1016/j.apcatb.2021.120852
4. [4]
  S. Gong, J. Yang, Q. Pan, et al., Water Res. 237 (2023) 119979. doi: 10.1016/j.watres.2023.119979
5. [5]
  D. Zhao, J. Wang, D. Yin, et al., J. Hazard. Mater. 383 (2020) 121178. doi: 10.1016/j.jhazmat.2019.121178
6. [6]
  L. Shi, W. Wang, S. Yuan, Z. Hu, Environ. Sci. Technol. 48 (2014) 7951–7958. doi: 10.1021/es501398j
7. [7]
  K. Huang, H. Peng, F. Gao, et al., Environ. Pollut. 247 (2019) 482–487. doi: 10.1016/j.envpol.2019.01.076
8. [8]
  H. Zhong, B. Zhao, J. Deng, Small 19 (2023) 2300961. doi: 10.1002/smll.202300961
9. [9]
  Y. Yang, X. Liu, S. Meng, et al., J. Hazard. Mater. 458 (2023) 131941. doi: 10.1016/j.jhazmat.2023.131941
10. [10]
  H. Chen, W. Liu, L. Cheng, et al., Chem. Eng. J. 429 (2022) 132162. doi: 10.1016/j.cej.2021.132162
11. [11]
  K. Zhu, J. Wu, R. Fan, et al., Chem. Eng. J. 427 (2022) 131483. doi: 10.1016/j.cej.2021.131483
12. [12]
  N. Seal, A.S. Palakkal, R.S. Pillai, S. Neogi, Inorg. Chem. 62 (2023) 11528–11540. doi: 10.1021/acs.inorgchem.3c01160
13. [13]
  G.K. Dam, S. Fajal, S. Dutta, et al., ACS Appl. Opt. Mater. 1 (2023) 1217–1226. doi: 10.1021/acsaom.3c00115
14. [14]
  J. Lv, B. Wang, Y. Xie, et al., Environ. Sci. Nano 6 (2019) 2759–2766. doi: 10.1039/c9en00316a
15. [15]
  Z. Li, H. Zhang, T. He, et al., Inorg. Chim. Acta 547 (2023) 121334. doi: 10.1016/j.ica.2022.121334
16. [16]
  D.B. Kanzariya, T.S. Khan, S. Das, et al., Dalton Trans. 51 (2022) 7436–7454. doi: 10.1039/d2dt00707j
17. [17]
  C. Wang, G. Ren, Q. Tan, et al., Spectrochim. Acta. A Mol. Biomol. Spectrosc. 299 (2023) 122812. doi: 10.1016/j.saa.2023.122812
18. [18]
  F. Li, J. Gao, H. Wu, et al., Nanomaterials 12 (2022) 2997. doi: 10.3390/nano12172997
19. [19]
  A. Mishra, P. Bäuerle, Angew. Chem. Int. Ed. 51 (2012) 2020–2067. doi: 10.1002/anie.201102326
20. [20]
  Y. Liang, C. Xu, H. Zhang, et al., Angew. Chem. Int. Ed. 62 (2023) e202217616. doi: 10.1002/anie.202217616
21. [21]
  J. Mei, N.L. Leung, R.T. Kwok, J.W. Lam, B.Z. Tang, Chem. Rev. 115 (2015) 11718–11940. doi: 10.1021/acs.chemrev.5b00263
22. [22]
  W. Qiao, T. Ma, S. Wang, et al., Adv. Funct. Mater. 31 (2021) 2105452. doi: 10.1002/adfm.202105452
23. [23]
  X. Yang, C. Xu, X. Zhang, et al., Adv. Funct. Mater. 33 (2023) 2300746. doi: 10.1002/adfm.202300746
24. [24]
  H. Wan, Q. Xu, P. Gu, et al., J. Hazard. Mater. 403 (2021) 123656. doi: 10.1016/j.jhazmat.2020.123656
25. [25]
  Y. Liu, X. Chen, X. Liu, W. Guan, C. Lu, Chem. Soc. Rev. 52 (2023) 1456–1490. doi: 10.1039/d2cs01021f
26. [26]
  C. Xu, Y. Zhou, Z. Li, et al., J. Hazard. Mater. 418 (2021) 126243. doi: 10.1016/j.jhazmat.2021.126243
27. [27]
  J. Qin, X. Li, W. Lang, F. Zhang, Q. Cao, Chin. Chem. Lett. 35 (2023) 108925.
28. [28]
  Y. Pan, Y. Guo, Y. Li, L. Tang, X. Yan, Chin. Chem. Lett. 34 (2023) 108237. doi: 10.1016/j.cclet.2023.108237
29. [29]
  J. Zhao, W. Xu, B. Li, et al., Chin. Chem. Lett. 35 (2024) 108579. doi: 10.1016/j.cclet.2023.108579
30. [30]
  P. Chen, P. Lv, C. Guo, et al., Chin. Chem. Lett. 34 (2023) 108041. doi: 10.1016/j.cclet.2022.108041
31. [31]
  X. Cheng, S. Huang, Q. Lei, et al., Chin. Chem. Lett. 33 (2022) 1861–1864. doi: 10.1016/j.cclet.2021.10.024
32. [32]
  M.C. Claire, Y. Hong, Aggregate 4 (2023) e336. doi: 10.1002/agt2.336
33. [33]
  F. Sun, S. Tan, H. Cao, et al., Angew. Chem. Int. Ed. 134 (2022) e202207125. doi: 10.1002/ange.202207125
34. [34]
  F. Hu, G. Qi, Kenry, D. Mao, et al., Angew. Chem. Int. Ed. 59 (2020) 9288–9292. doi: 10.1002/anie.201910187
35. [35]
  A. Barrow, C. Smedley, Q. Zheng, et al., Chem. Soc. Rev. 48 (2019) 4731–4758. doi: 10.1039/c8cs00960k
36. [36]
  J. Dong, L. Krasnova, M. Finn, K.B. Sharpless, Angew. Chem. Int. Ed. 53 (2014) 9430–9448. doi: 10.1002/anie.201309399
37. [37]
  S. Li, G. Li, B. Gao, et al., Nat. Chem. 13 (2021) 858–867. doi: 10.1038/s41557-021-00726-x
38. [38]
  H. Kim, J. Zhao, J. Bae, et al., ACS Cent. Sci. 7 (2021) 1919–1928. doi: 10.1021/acscentsci.1c01015
39. [39]
  H. Wan, Q. Xu, J. Wu, et al., Angew. Chem. Int. Ed. 134 (2022) e202208577. doi: 10.1002/ange.202208577
40. [40]
  H. Zhu, D. Chen, N. Li, et al., Chem. Eur. J. 23 (2017) 14712–14717. doi: 10.1002/chem.201703309
41. [41]
  X. Xiao, F. Zhou, J. Jiang, et al., Polym. Chem. 9 (2018) 1040–1044. doi: 10.1039/c7py02042b
42. [42]
  C. Xia, C. Liu, F. Zhou, et al., Chem. Asian J. 14 (2019) 4296–4302. doi: 10.1002/asia.201901234
43. [43]
  H. Li, B.S. Chang, H. Kim, et al., Joule 7 (2023) 95–111. doi: 10.1016/j.joule.2022.12.010
44. [44]
  H. Wan, S. Zhou, P. Gu, et al., Polym. Chem. 11 (2020) 1033–1042. doi: 10.1039/c9py01448a
45. [45]
  J. Wu, H. Wan, S. Zhou, et al., Chem. Asian J. 16 (2021) 3202–3208. doi: 10.1002/asia.202100758
46. [46]
  S. Kitamura, Q. Zheng, J.L. Woehl, et al., J. Am. Chem. Soc. 142 (2020) 10899–10904. doi: 10.1021/jacs.9b13652
47. [47]
  Q. Zheng, J.L. Woehl, S. Kitamura, et al., Proc. Natl. Acad. Sci. U. S. A. 116 (2019) 18808–18814. doi: 10.1073/pnas.1909972116
48. [48]
  Y. Ding, Z. Tong, L. Jin, et al., Adv. Mater. 34 (2022) 2106388. doi: 10.1002/adma.202106388
49. [49]
  J.D. Jensen, R.K. Jakobsen, Z. Yao, B.W. Laursen, Chem. Eur. J. 29 (2023) e202301077. doi: 10.1002/chem.202301077
50. [50]
  J. Bai, J. Wang, H. Zheng, et al., Small 19 (2023) 2305024. doi: 10.1002/smll.202305024
51. [51]
  J. Liu, H. Yu, H. Song, et al., J. Environ. Monitor. 10 (2008) 975–978. doi: 10.1039/b803210f
52. [52]
  Y. Wu, Y. Xu, Y. Zhang, et al., Chin. Chem. Lett. 33 (2022) 2741–2746. doi: 10.1016/j.cclet.2021.08.099
53. [53]
  D. Wang, L. Zhang, M. Liu, et al., J. Hazard. Mater. 454 (2023) 131497. doi: 10.1016/j.jhazmat.2023.131497
54. [54]
  D.S. Biswas, P. Gaki, E.C.D. Silva, et al., Adv. Mater. 35 (2023) 2301402. doi: 10.1002/adma.202301402
1. [1]
  Shuo Li , Qianfa Liu , Lijun Mao , Xin Zhang , Chunju Li , Da Ma . Benzothiadiazole-based water-soluble macrocycle: Synthesis, aggregation-induced emission and selective detection of spermine. Chinese Chemical Letters, 2024, 35(11): 109791-. doi: 10.1016/j.cclet.2024.109791
2. [2]
  Jun-Jie Fang , Zheng Liu , Yun-Peng Xie , Xing Lu . Superatomic Ag₅₈ nanoclusters incorporating a [MS₄@Ag₁₂]²⁺ (M = Mo or W) kernel show aggregation-induced emission. Chinese Chemical Letters, 2024, 35(10): 109345-. doi: 10.1016/j.cclet.2023.109345
3. [3]
  Yi Liu , Peng Lei , Yang Feng , Shiwei Fu , Xiaoqing Liu , Siqi Zhang , Bin Tu , Chen Chen , Yifan Li , Lei Wang , Qing-Dao Zeng . Topologically engineering of π-conjugated macrocycles: Tunable emission and photochemical reaction toward multi-cyclic polymers. Chinese Chemical Letters, 2024, 35(10): 109571-. doi: 10.1016/j.cclet.2024.109571
4. [4]
  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
5. [5]
  You Zhou , Li-Sheng Wang , Shuang-Gui Lei , Bo-Cheng Tang , Zhi-Cheng Yu , Xing Li , Yan-Dong Wu , Kai-Lu Zheng , An-Xin Wu . I₂-DMSO mediated tetra-functionalization of enaminones for the construction of novel furo[2′,3′:4,5]pyrimido[1,2-b]indazole skeletons via in situ capture of ketenimine cations. Chinese Chemical Letters, 2025, 36(1): 109799-. doi: 10.1016/j.cclet.2024.109799
6. [6]
  Wenyi Mei , Lijuan Xie , Xiaodong Zhang , Cunjian Shi , Fengzhi Wang , Qiqi Fu , Zhenjiang Zhao , Honglin Li , Yufang Xu , Zhuo Chen . Design, synthesis and biological evaluation of fluorescent derivatives of ursolic acid in living cells. Chinese Chemical Letters, 2024, 35(5): 108825-. doi: 10.1016/j.cclet.2023.108825
7. [7]
  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
8. [8]
  Xuejian Xing , Pan Zhu , E Pang , Shaojing Zhao , Yu Tang , Zheyu Hu , Quchang Ouyang , Minhuan Lan . D-A-D-structured boron-dipyrromethene with aggregation-induced enhanced phototherapeutic efficiency for near-infrared fluorescent and photoacoustic imaging-guided synergistic photodynamic and photothermal cancer therapy. Chinese Chemical Letters, 2024, 35(10): 109452-. doi: 10.1016/j.cclet.2023.109452
9. [9]
  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
10. [10]
  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
11. [11]
  Linfang ZHANG , Wenzhu YIN , Gui YIN . A 2-dicyanomethylene-3-cyano-4,5,5-trimethyl-2,5-dihydrofuran-based near-infrared fluorescence probe for the detection of hydrogen sulfide and imaging of living cells. Chinese Journal of Inorganic Chemistry, 2025, 41(3): 540-548. doi: 10.11862/CJIC.20240405
12. [12]
  Qin Hou , Jiayi Hou , Aiju Shi , Xingliang Xu , Yuanhong Zhang , Yijing Li , Juying Hou , Yanfang Wang . Preparation of Cuprous Iodide Coordination Polymer and Fluorescent Detection of Nitrite: A Comprehensive Chemical Design Experiment. University Chemistry, 2024, 39(8): 221-229. doi: 10.3866/PKU.DXHX202312056
13. [13]
  Rui Gao , Ying Zhou , Yifan Hu , Siyuan Chen , Shouhong Xu , Qianfu Luo , Wenqing Zhang . Design, Synthesis and Performance Experiment of Novel Photoswitchable Hybrid Tetraarylethenes. University Chemistry, 2024, 39(5): 125-133. doi: 10.3866/PKU.DXHX202310050
14. [14]
  Hongxia Yan , Weixu Feng , Junyan Yao , Wei Tian , Rui Wang . Illuminating the Teaching of Science and Engineering Graduate Courses with “Curriculum Ideology and Politics”. University Chemistry, 2024, 39(6): 122-127. doi: 10.3866/PKU.DXHX202310059
15. [15]
  Yanyang Li , Zongpei Zhang , Kai Li , Shuangquan Zang . Ideological and Political Design for the Comprehensive Experiment of the Synthesis and Aggregation-Induced Emission (AIE) Performance Study of Salicylaldehyde Schiff-Base. University Chemistry, 2024, 39(2): 105-109. doi: 10.3866/PKU.DXHX202307020
16. [16]
  Hui Zhang , Rong Feng , Wanyi Yu , Hongbei Wei , Tianhong Wu , Peng Zhang , Wenhai Bian , Xin Li , Di Gao , Guojun Weng , Zhe Yang , Tony D. James , Xiaolong Sun . Evaluating the global thiols redox state in living cells using a reducing sulfur species responsive fluorescence switching platform. Chinese Chemical Letters, 2025, 36(4): 110528-. doi: 10.1016/j.cclet.2024.110528
17. [17]
  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
18. [18]
  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
19. [19]
  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
20. [20]
  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

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(94)
HTML views(6)

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