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Phenanthrene-imidazole-based fluorescent sensor for selective detection of Ag+ and F ions: real sample application and live cell imaging

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Abstract

4-Methyl-2,6-bis(1H-phenanthro[9,10-d]imidazol-2-yl)phenol (probe-MPIP) conjugate has been designed as a selective fluorescent probe for silver (Ag+) ions. The probe-MPIP exhibits selectivity towards Ag+ in DMSO-H2O (1:9 v/v) in 50 mM HEPES (4-(2-hydroxyethyl)-1-piperazineethanesulfonic acid) at pH 7.4. Moreover, the detection of probe-MPIP towards Ag+ ions could be realized with a “naked eye” with a color conversion from greenish yellow to orange. The linear relationship between fluorescence intensity and Ag+ ion concentration indicates that probe-MPIP can be used for quantification of Ag+ ions. The probe-MPIP can be used in a broad range of pH from 3 to 11. The limit of detection (LOD) and association constant (Ka) of MPIP-Ag+ complex have been determined and found to be 1.8 nM and 8.24 × 105 M−1, respectively, according to fluorescence titrations. Moreover, the binding ratio of probe-MPIP and Ag+ was found to be 1:1 by Job’s method. Furthermore, MPIP-Ag+ complex subsequently acted as a secondary fluorescent turn-on probe for fluoride (F) ion recognition among the other anions. To assess the real-world efficacy of probe-MPIP and MPIP-Ag+ complex, a real water sample of silver and fluoride ions (Ag+ and F) was evaluated. Furthermore, probe-MPIP and MPIP-Ag+ complex have been successfully applied to cell imaging studies.

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References

  1. S. Zheng, H. Wang, Q. Hu, Y. Wang, J. Hu, F. Zhou, P. Liu, Sens. Actuator B Chem. 253, 766 (2017)

    Article  CAS  Google Scholar 

  2. F. Zhou, H. Wang, P. Liu, Q. Hu, Y. Wang, C. Liu, J. Hu, Spectrochim. Acta A 190, 104 (2018)

    Article  CAS  Google Scholar 

  3. A. Luo, H. Wang, Q. Huang, Q. Zhang, Spectrochim. Acta A. 168, 37 (2016)

    Article  CAS  Google Scholar 

  4. Q. Zhang, H. Wang, Y. Wang, P. Jing, A. Luo, Q. Huang, Res. Chem. Intermed. 42, 6681 (2016)

    Article  CAS  Google Scholar 

  5. R.S. Houk, V.A. Fassel, G.D. Flesch, H.J. Svec, Anal. Chem. 52, 2283 (1980)

    Article  CAS  Google Scholar 

  6. C. Huang, B. Hu, Spectrochim. Acta B 63, 437 (2008)

    Article  CAS  Google Scholar 

  7. D.L. Giokas, G.Z. Tsogas, A.G. Vlessidis, M.I. Karayannis, Anal. Chem. 76, 1302 (2004)

    Article  CAS  PubMed  Google Scholar 

  8. D. Wu, A.C. Sedgwick, T. Gunnlaugsson, E.U. Akkaya, J. Yoon, T.D. James, Chem. Soc. Rev. 46, 7105 (2017)

    Article  CAS  PubMed  Google Scholar 

  9. J. Yoon, Coord. Chem. Rev. 354, 1 (2018)

    Article  CAS  Google Scholar 

  10. L. Liu, D. Zhang, G. Zhang, J. Xiang, D. Zhu, Org. Lett. 10, 2271 (2008)

    Article  CAS  PubMed  Google Scholar 

  11. A. Chatterjee, M. Santra, N. Won, S. Kim, J.K. Kim, S.B. Kim, K.H. Ahn, J. Am. Chem. Soc. 131, 2040 (2009)

    Article  CAS  PubMed  Google Scholar 

  12. R. Joseph, B. Ramanujam, A. Acharya, C.P.J. Rao, Org. Chem. 74, 8181 (2009)

    Article  CAS  Google Scholar 

  13. L. Liu, G. Zhang, J. Xiang, D. Zhang, D. Zhu, Org. Lett. 10, 4581 (2008)

    Article  CAS  PubMed  Google Scholar 

  14. S. Iyoshi, M. Taki, Y. Yamamoto, Inorg. Chem. 47, 3946 (2008)

    Article  CAS  PubMed  Google Scholar 

  15. X. Zhu, S. Fu, W.K. Wong, W.Y. Wong, Tet. Lett. 49, 1843 (2008)

    Article  CAS  Google Scholar 

  16. S. Ayoob, A.K. Gupta, Crit. Rev. Environ. Sci. Technol. 36, 433 (2006)

    Article  CAS  Google Scholar 

  17. P.D. Beer, P.A. Gale, Angew. Chem. Int. Ed. 40, 486 (2001)

    Article  CAS  Google Scholar 

  18. A. Choi, G. Sun, Y. Zhang, P. Grandjean, Environ. Health Perspect. 120, 1362 (2012)

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  19. P.P. Singh, M.K. Barjatiya, S. Dhing, R. Bhatnagar, S. Kothari, V. Dhar, Urol. Res. 29, 238 (2001)

    Article  CAS  PubMed  Google Scholar 

  20. D.A. Jose, D.K. Kumar, B. Ganguly, A. Das, Org. Lett. 6, 3445 (2004)

    Article  CAS  PubMed  Google Scholar 

  21. J.M. You, H. Jeong, H. Seo, S. Jeon, Sens. Actuators B Chem. 146, 160 (2010)

    Article  CAS  Google Scholar 

  22. U. Baruah, N. Gogoi, G. Majumdar, D. Chowdhury, Carbohydr. Polym. 117, 377 (2015)

    Article  CAS  PubMed  Google Scholar 

  23. E.J. Cho, H.M. Yeo, B.J. Ryu, H.A. Jeong, K.C. Nam, Bull. Korean Chem. Soc. 27, 1967 (2006)

    Article  CAS  Google Scholar 

  24. P. Kaur, S. Kaur, K. Singh, Talanta 84, 947 (2011)

    Article  CAS  PubMed  Google Scholar 

  25. S.H. Kim, I.J. Hwang, S.Y. Gwon, S.M. Burkinshaw, Y.A. Son, Dyes Pigm. 88, 84 (2011)

    Article  CAS  Google Scholar 

  26. X. Yang, L. Zheng, L. Xie, Z. Liu, Y. Li, R. Ning, G. Zhang, X. Gong, B. Gao, C. Liu, Y. Cui, G. Sun, G. Zhang, Sens. Actuators B Chem. 207, 9 (2015)

    Article  CAS  Google Scholar 

  27. H. Khanmohammadi, K. Rezaeian, RSC Adv. 4, 1032 (2014)

    Article  CAS  Google Scholar 

  28. A.K. Mahapatra, R. Maji, K. Maiti, S.S. Adhikari, C.D. Mukhopadhyay, D. Mandal, Analyst 139, 309 (2014)

    Article  CAS  PubMed  Google Scholar 

  29. A. Roy, A. Datar, D. Kand, T. Saha, P. Talukdar, Org. Biomol. Chem. 12, 2143 (2014)

    Article  CAS  PubMed  Google Scholar 

  30. A. Satheshkumar, E.H. El-Mossalamy, R. Manivannan, C. Parthiban, L.M. AlHarbi, S. Kosa, K.P. Elango, Spectrochim. Acta A. 128, 798 (2014)

    Article  CAS  Google Scholar 

  31. G. Zhang, L. Wang, X. Cai, L. Zhang, J. Yu, A. Wang, Dyes Pigm. 98, 232 (2013)

    Article  CAS  Google Scholar 

  32. P. Kumar, V. Kumar, R. Gupta, RSC Adv. 7, 7734 (2017)

    Article  CAS  Google Scholar 

  33. K. Velmurugan, A. Raman, S. Easwaramoorthi, R. Nandhakumar, RSC Adv. 4, 35284 (2014)

    Article  CAS  Google Scholar 

  34. S. Liu, J. Tian, L. Wang, X. Sun, Sens. Actuators B Chem. 165, 44 (2012)

    Article  CAS  Google Scholar 

  35. W.T. Li, G.Y. Wu, W.J. Qu, Q. Li, J.C. Lou, Q. Lin, H. Yao, Y.M. Zhang, T.B. Wei, Sens. Actuators B Chem. 239, 671 (2017)

    Article  CAS  Google Scholar 

  36. S. Jang, P. Thirupathi, L.N. Neupane, J. Seong, H. Lee, W.I. Lee, K.H. Lee, Org. Lett. 14, 4746 (2012)

    Article  CAS  PubMed  Google Scholar 

  37. C.J. Chen, A.J. Zhang, J.B. Hu, Y.H. Miao, X. Liu, Tet. Lett. 435, 137 (2015)

    CAS  Google Scholar 

  38. T. Raj, P. Saluja, N. Singh, D.O. Jang, RSC Adv. 4, 5316 (2014)

    Article  CAS  Google Scholar 

  39. A. Affrose, S.D.S. Parveen, B.S. Kumar, K. Pitchumani, Sens. Actuators B Chem. 206, 170 (2015)

    Article  CAS  Google Scholar 

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Acknowledgements

One of the authors (A.G.) thanks the Department of Science and Technology, Ministry of Science and Technology, Government of India, for a fellowship under the INSPIRE scheme (no. IF140098).

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Correspondence to Viswanathamurthi Periasamy.

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Asaithambi, G., Periasamy, V. Phenanthrene-imidazole-based fluorescent sensor for selective detection of Ag+ and F ions: real sample application and live cell imaging. Res Chem Intermed 45, 1295–1308 (2019). https://doi.org/10.1007/s11164-018-3678-4

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  • DOI: https://doi.org/10.1007/s11164-018-3678-4

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