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A simple “turn-on” fluorescent sensor for reversible recognition of aluminum ion in living cell

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Abstract

A simple and reliable “turn-on” fluorescent sensor (E)-1-[((2-hydroxyethyl)imino) methyl] naphthalen-2-ol (HNP) has been designed, synthesized, and characterized by 1H-NMR, 13C-NMR, FT-IR, and EI-MS analysis. The binding property of HNP was examined employing UV–Vis and fluorescence spectroscopy. HNP exhibited high selectivity towards Al3+ among other cations and anions. The fluorescence titration experiment has established binding stoichiometry of HNP with Al3+ is 2:1, which can be further verified by HR-MS. The detection limit of HNP is 2.9 μM, and it can be reversible five-to-seven times to detect Al3+ without losing much efficiency which indicates that it can be a reliable probe for Al3+. Additionally, HNP was successfully applied for the detection of Al3+ in living cells.

Graphical abstract

To achieve the detection of aluminum ion across a simple, reliable, and precise method, we have investigated the reversible detection (which can reversible response to Al3+ for five-to-seven times) of Al3+ through an extremely simple (requires only one-step reaction) “turn-on” fluorescent probe which enables us to visualize and analyze Al3+ with low detection limit (2.9 μM) and high selectivity in living cell without interference from the high abundant small biological molecules.

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References

  1. Y. Wang, Z.Y. Ma, D.L. Zhang, J.L. Deng, X. Chen, C.Z. Xie, X. Qiao, Q.Z. Li, J.Y. Xu, SPECTROCHIM. ACTA. A 195, 157–164 (2018)

    Article  CAS  Google Scholar 

  2. S. Sooksin, V. Promarak, S. Ittisanronnachai, W. Ngeontae, Sens. Actuators, B Chem. 262, 720–732 (2018)

    Article  CAS  Google Scholar 

  3. M.D.C. González, F. Otón, R.A. Orenes, A. Espinosa, A. Tárraga, P. Molina, Organometallics 33(11), 2837–2852 (2014)

    Article  CAS  Google Scholar 

  4. J. Du, M. Hu, J. Fan, X. Peng, Chem Soc Rev 41(12), 4511–4535 (2012)

    Article  CAS  PubMed  Google Scholar 

  5. L. Gonzalez, F. Zapata, A. Caballero, P. Molina, C. Ramirez de Arellano, I. Alkorta, J. Elguero, Chem. Eur. J. 22(22), 7533–7544 (2016)

    Article  CAS  PubMed  Google Scholar 

  6. D. Don, K. Velmurugan, J. Prabhu, N. Bhuvanesh, A. Thamilselvan, R. Nandhakumar, Spectrochim Acta A Mol Biomol Spectrosc 174, 62–69 (2017)

    Article  CAS  PubMed  Google Scholar 

  7. C. Exley, Environ Sci Process Impacts 15(10), 1807–1816 (2013)

    Article  CAS  PubMed  Google Scholar 

  8. D.L. Godbold, E. Fritz, A. Huttermann, Proc. Natl. Acad. Sci. USA 85, 3888–3892 (1988)

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  9. S.K. Shoora, A.K. Jain, V.K. Gupta, Sens. Actuators, B Chem. 216, 86–104 (2015)

    Article  CAS  Google Scholar 

  10. M.I. Yousef, A.M. El-Morsy, M.S. Hassan, Toxicology 215(1–2), 97–107 (2005)

    Article  CAS  PubMed  Google Scholar 

  11. Q. Wang, H. Sun, L. Jin, W. Wang, Z. Zhang, Y. Chen, J. Lumin. 203, 113–120 (2018)

    Article  CAS  Google Scholar 

  12. R. Katal, H. Pahlavanzadeh, Desalination 265(1–3), 199–205 (2011)

    Article  CAS  Google Scholar 

  13. M. Shyamal, P. Mazumdar, S. Maity, G.P. Sahoo, G. Salgado-Moran, A. Misra, J Phys Chem A 120(2), 210–220 (2016)

    Article  CAS  PubMed  Google Scholar 

  14. S. Kim, J.Y. Noh, K.Y. Kim, J.H. Kim, H.K. Kang, S.W. Nam, S.H. Kim, S. Park, C. Kim, J. Kim, Inorg Chem 51(6), 3597–3602 (2012)

    Article  CAS  PubMed  Google Scholar 

  15. S. Suresh, N. Bhuvanesh, J. Prabhu, A. Thamilselvan, S.R.J. Rajkumar, K. Kannan, V.R. Kannan, R. Nandhakumar, J Photochem Photobiol A Chem 359, 172–182 (2018)

    Article  CAS  Google Scholar 

  16. L.V. Kochian, O.A. Hoekenga, M.A. Pineros, Annu Rev Plant Biol 55, 459–493 (2004)

    Article  CAS  PubMed  Google Scholar 

  17. S.Y. Li, D.B. Zhang, J.Y. Wang, R.M. Lu, C.H. Zheng, S.Z. Pu, Sens. Actuators, B Chem. 245, 263–272 (2017)

    Article  CAS  Google Scholar 

  18. R. Azadbakht, H. Veisi, H. Mohamadvand, J. Khanabadi, Spectrochim Acta A Mol Biomol Spectrosc 145, 575–579 (2015)

    Article  CAS  PubMed  Google Scholar 

  19. M. Kumar, A. Kumar, M.S.H. Faizi, S. Kumar, M.K. Singh, S.K. Sahu, S. Kishor, R.P. John, Sens. Actuators, B Chem. 260, 888–899 (2018)

    Article  CAS  Google Scholar 

  20. D.C.G.D.P. Perl, R.M. Garruto, R.T. Yanagihara, C.J. Gibbs, Science 217, 1053–1055 (1982)

    Article  CAS  PubMed  Google Scholar 

  21. X.F.H. Tianyu, B. Tong, J. Shi, L. Chen, J. Zhi, Y. Dong, Chem Commun (Camb) 48, 416–418 (2012)

    Article  Google Scholar 

  22. H. Lian, Y. Kang, S. Bi, Y. Arkin, D. Shao, D. Li, Y. Chen, L. Dai, N. Gan, L. Tian, Talanta 62(1), 43–50 (2004)

    Article  CAS  PubMed  Google Scholar 

  23. H. Karami, M.F. Mousavi, Y. Yamini, M. Shamsipur, Anal. Chim. Acta 509(1), 89–94 (2004)

    Article  CAS  Google Scholar 

  24. R.M. Dagnall, G.F. Kirkbright, T.S. West, R. Wood, Analyst 97, 245–249 (1972)

    Article  CAS  Google Scholar 

  25. L. Kang, Z.Y. Xing, X.Y. Ma, Y.T. Liu, Y. Zhang, Spectrochim Acta A Mol Biomol Spectrosc 167, 59–65 (2016)

    Article  CAS  PubMed  Google Scholar 

  26. R. Manjunath, E. Hrishikesan, P. Kannan, Spectrochim Acta A Mol Biomol Spectrosc 140, 509–515 (2015)

    Article  CAS  PubMed  Google Scholar 

  27. C.X. Wang, B. Wu, W. Zhou, Q. Wang, H. Yu, K. Deng, J.M. Li, R.X. Zhuo, S.W. Huang, Sens. Actuators, B Chem. 271, 225–238 (2018)

    Article  CAS  Google Scholar 

  28. R. Alam, T. Mistri, R. Bhowmick, A. Katarkar, K. Chaudhuri, M. Ali, RSC Adv. 5, 53940–53948 (2015)

    Article  CAS  Google Scholar 

  29. Y.Y. Guo, L.Z. Yang, J.X. Ru, X. Yao, J. Wu, W. Dou, W.W. Qin, G.L. Zhang, X.L. Tang, W.S. Liu, Dyes Pigm. 99, 693–698 (2013)

    Article  CAS  Google Scholar 

  30. T. Anand, G. Sivaraman, A. Mahesh, D. Chellappa, Anal Chim Acta 853, 596–601 (2015)

    Article  CAS  PubMed  Google Scholar 

  31. S. Santhoshkumar, K. Velmurugan, J. Prabhu, G. Radhakrishnan, R. Nandhakumar, Inorg. Chim. Acta 439, 1–7 (2016)

    Article  CAS  Google Scholar 

  32. C. Sun, X. Miao, L. Zhang, W. Li, Z. Chang, Inorg. Chim. Acta 478, 112–117 (2018)

    Article  CAS  Google Scholar 

  33. S.C. Bondy, Neurotoxicology 31(5), 575–581 (2010)

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  34. G. Kumar, K. Paul, V. Luxami, Sens. Actuators, B Chem. 263, 585–593 (2018)

    Article  CAS  Google Scholar 

  35. H.A. Benesi, J.H. Hildebran, J. Am. Chem. Soc. 71, 2703–2707 (1949)

    Article  CAS  Google Scholar 

  36. P. Torawanea, K. Tayadea, S. Bothrab, S.K. Sahoob, N. Singhc, A. Borse, A. Kuwar, Sens. Actuators, B Chem. 222, 562–566 (2015)

    Article  CAS  Google Scholar 

  37. B.-J. Pang, C.-R. Li, Z.-Y. Yang, J. Photochem. Photobiol., A 356, 159–165 (2018)

    Article  CAS  Google Scholar 

  38. X.L. Yue, Z.Q. Wang, C.R. Li, Z.Y. Yang, Spectrochim Acta A Mol Biomol Spectrosc 193, 415–421 (2018)

    Article  CAS  PubMed  Google Scholar 

  39. S. Mukherjee, S. Talukder, S. Chowdhury, P. Mal, H. Stoeckli-Evans, Inorg. Chim. Acta 450, 216–224 (2016)

    Article  CAS  Google Scholar 

  40. A.D. Becke, J. Chem. Phys. 98(7), 5648–5652 (1993)

    Article  CAS  Google Scholar 

  41. P. Liu, Y. Yang, H. Fang, X. Xu, J. Rui, Tetrahedron 73(40), 5912–5919 (2017)

    Article  CAS  Google Scholar 

Download references

Acknowledgements

This work was partially supported by Natural Science Foundation of the Jiangsu Higher Education Institutions of China under Grant No. 20KJA150003 and the Foundation of Changzhi University under Grant No. XJZZ2021012.

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Correspondence to Qingming Wang or Wei Gao.

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Su, J., Zhang, A., Yang, R. et al. A simple “turn-on” fluorescent sensor for reversible recognition of aluminum ion in living cell. ANAL. SCI. 38, 1163–1169 (2022). https://doi.org/10.1007/s44211-022-00154-y

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  • DOI: https://doi.org/10.1007/s44211-022-00154-y

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