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.
Similar content being viewed by others
References
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)
S. Sooksin, V. Promarak, S. Ittisanronnachai, W. Ngeontae, Sens. Actuators, B Chem. 262, 720–732 (2018)
M.D.C. González, F. Otón, R.A. Orenes, A. Espinosa, A. Tárraga, P. Molina, Organometallics 33(11), 2837–2852 (2014)
J. Du, M. Hu, J. Fan, X. Peng, Chem Soc Rev 41(12), 4511–4535 (2012)
L. Gonzalez, F. Zapata, A. Caballero, P. Molina, C. Ramirez de Arellano, I. Alkorta, J. Elguero, Chem. Eur. J. 22(22), 7533–7544 (2016)
D. Don, K. Velmurugan, J. Prabhu, N. Bhuvanesh, A. Thamilselvan, R. Nandhakumar, Spectrochim Acta A Mol Biomol Spectrosc 174, 62–69 (2017)
C. Exley, Environ Sci Process Impacts 15(10), 1807–1816 (2013)
D.L. Godbold, E. Fritz, A. Huttermann, Proc. Natl. Acad. Sci. USA 85, 3888–3892 (1988)
S.K. Shoora, A.K. Jain, V.K. Gupta, Sens. Actuators, B Chem. 216, 86–104 (2015)
M.I. Yousef, A.M. El-Morsy, M.S. Hassan, Toxicology 215(1–2), 97–107 (2005)
Q. Wang, H. Sun, L. Jin, W. Wang, Z. Zhang, Y. Chen, J. Lumin. 203, 113–120 (2018)
R. Katal, H. Pahlavanzadeh, Desalination 265(1–3), 199–205 (2011)
M. Shyamal, P. Mazumdar, S. Maity, G.P. Sahoo, G. Salgado-Moran, A. Misra, J Phys Chem A 120(2), 210–220 (2016)
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)
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)
L.V. Kochian, O.A. Hoekenga, M.A. Pineros, Annu Rev Plant Biol 55, 459–493 (2004)
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)
R. Azadbakht, H. Veisi, H. Mohamadvand, J. Khanabadi, Spectrochim Acta A Mol Biomol Spectrosc 145, 575–579 (2015)
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)
D.C.G.D.P. Perl, R.M. Garruto, R.T. Yanagihara, C.J. Gibbs, Science 217, 1053–1055 (1982)
X.F.H. Tianyu, B. Tong, J. Shi, L. Chen, J. Zhi, Y. Dong, Chem Commun (Camb) 48, 416–418 (2012)
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)
H. Karami, M.F. Mousavi, Y. Yamini, M. Shamsipur, Anal. Chim. Acta 509(1), 89–94 (2004)
R.M. Dagnall, G.F. Kirkbright, T.S. West, R. Wood, Analyst 97, 245–249 (1972)
L. Kang, Z.Y. Xing, X.Y. Ma, Y.T. Liu, Y. Zhang, Spectrochim Acta A Mol Biomol Spectrosc 167, 59–65 (2016)
R. Manjunath, E. Hrishikesan, P. Kannan, Spectrochim Acta A Mol Biomol Spectrosc 140, 509–515 (2015)
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)
R. Alam, T. Mistri, R. Bhowmick, A. Katarkar, K. Chaudhuri, M. Ali, RSC Adv. 5, 53940–53948 (2015)
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)
T. Anand, G. Sivaraman, A. Mahesh, D. Chellappa, Anal Chim Acta 853, 596–601 (2015)
S. Santhoshkumar, K. Velmurugan, J. Prabhu, G. Radhakrishnan, R. Nandhakumar, Inorg. Chim. Acta 439, 1–7 (2016)
C. Sun, X. Miao, L. Zhang, W. Li, Z. Chang, Inorg. Chim. Acta 478, 112–117 (2018)
S.C. Bondy, Neurotoxicology 31(5), 575–581 (2010)
G. Kumar, K. Paul, V. Luxami, Sens. Actuators, B Chem. 263, 585–593 (2018)
H.A. Benesi, J.H. Hildebran, J. Am. Chem. Soc. 71, 2703–2707 (1949)
P. Torawanea, K. Tayadea, S. Bothrab, S.K. Sahoob, N. Singhc, A. Borse, A. Kuwar, Sens. Actuators, B Chem. 222, 562–566 (2015)
B.-J. Pang, C.-R. Li, Z.-Y. Yang, J. Photochem. Photobiol., A 356, 159–165 (2018)
X.L. Yue, Z.Q. Wang, C.R. Li, Z.Y. Yang, Spectrochim Acta A Mol Biomol Spectrosc 193, 415–421 (2018)
S. Mukherjee, S. Talukder, S. Chowdhury, P. Mal, H. Stoeckli-Evans, Inorg. Chim. Acta 450, 216–224 (2016)
A.D. Becke, J. Chem. Phys. 98(7), 5648–5652 (1993)
P. Liu, Y. Yang, H. Fang, X. Xu, J. Rui, Tetrahedron 73(40), 5912–5919 (2017)
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.
Author information
Authors and Affiliations
Corresponding authors
Ethics declarations
Conflicts of interest
There are no conflicts of interest to declare.
Supplementary Information
Below is the link to the electronic supplementary material.
Rights and permissions
About this article
Cite this article
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
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s44211-022-00154-y