A Highly Selective and Sensitive Chemosensor for Colorimetric and Fluorescent Detection of Al3+ and Living Cell Imaging
Xiao-Bo Li A , Jia-Yi Chen A and En-Ju Wang A B
+ Author Affiliations
- Author Affiliations
A School of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158, China.
B Corresponding author. Email: enjuwang@163.com
Australian Journal of Chemistry 68(1) 156-160 https://doi.org/10.1071/CH14079
Submitted: 21 February 2014 Accepted: 26 April 2014 Published: 23 May 2014
Abstract
A colorimetric and fluorescent dual chemosensor for detecting Al3+, (E)-N′-((2-hydroxynaphthalen-1-yl)methylene)nicotinohydrazide (HNN), was developed by combining 2-hydroxy-1-naphthaldehyde with nicotinohydrazide. Addition of Al3+ to EtOH–H2O solution of HNN gives rise to a visible colour change from colourless to light blue and a significantly enhanced fluorescence. Other metal ions including Na+, K+, Ca2+, Mg2+, Mn2+, Co2+, Ni2+, Cu2+, Cr3+, Ag+, Pb2+, Zn2+, Cd2+, Hg2+, Fe2+, and Fe3+ have no or little effect on the specific response of HNN to Al3+. The binding mode of HNN–Al3+ complex was further clarified by electrospray ionisation mass spectrometry and 1H NMR titration experiments.
References
[1] J. Barceló, C. Poschenrieder, Environ. Exp. Bot. 2002, 48, 75.| Crossref | GoogleScholarGoogle Scholar |
[2] N. E. W. Alstad, B. M. Kjelsberg, L. A. Vøllestad, E. Lydersen, A. B. S. Poléo, Environ. Pollut. 2005, 133, 333.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2cXpt1Whsrw%3D&md5=38ca75c13eeb402f92e848b384d836deCAS |
[3] P. Nayak, Environ. Res. 2002, 89, 101.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD38XltFKitb4%3D&md5=da47efb8bc922d7f749c77aa43c58cd1CAS | 12123643PubMed |
[4] J. R. Walton, J. Inorg. Biochem. 2007, 101, 1275.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2sXpvFGktrk%3D&md5=67c364fb08e0dc27131cc07468675479CAS | 17662457PubMed |
[5] H. M. Park, B. N. Oh, J. H. Kim, W. Qiong, I. H. Hwang, K. D. Jung, C. Kim, J. Kim, Tetrahedron Lett. 2011, 52, 5581.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3MXht1amt7bO&md5=728d89aa138991c3685f24cb077720cdCAS |
[6] T.-J. Jia, W. Cao, X.-J. Zheng, L.-P. Jin, Tetrahedron Lett. 2013, 54, 3471.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3sXnsFGrsLc%3D&md5=8ff3aa3c74a0284f161f816142509e32CAS |
[7] C. Gou, S.-H. Qin, H.-Q. Wu, Y. Wang, J. Luo, X.-Y. Liu, Inorg. Chem. Commun. 2011, 14, 1622.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3MXhtFGitLjI&md5=71c6f258711e306338c95c007372a361CAS |
[8] S. Guha, S. Lohar, A. Sahana, A. Banerjee, D. A. Safin, M. G. Babashkina, M. P. Mitoraj, M. Bolte, Y. Garcia, S. K. Mukhopadhyay, D. Das, Dalton Trans. 2013, 42, 10198.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3sXhtVShs7nJ&md5=294fcf57e8f85a1c08a1662101bd1d35CAS | 23728582PubMed |
[9] S. Das, A. Sahana, A. Banerjee, S. Lohar, D. A. Safin, M. G. Babashkina, M. Bolte, Y. Garcia, I. Hauli, S. K. Mukhopadhyayd, D. Das, Dalton Trans. 2013, 42, 4757.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3sXjslGksb0%3D&md5=09a29c53b2739cf821917443bd45dabbCAS | 23426128PubMed |
[10] 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. 2012, 51, 3597.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC38Xjt1Sqt74%3D&md5=323c187531bd7e46f55c1e79e88e2429CAS | 22385332PubMed |
[11] X. Shi, H. Wang, T. Han, X. Feng, B. Tong, J. Shi, J. Zhi, Y. Dong, J. Mater. Chem. 2012, 22, 19296.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC38Xht1ensLvM&md5=ea2fc2dba65234d6a2e3106b18ba9392CAS |
[12] C.-H. Chen, D.-J. Liao, C.-F. Wan, A.-T. Wu, Analyst 2013, 138, 2527.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3sXltVyjtro%3D&md5=44e11014569a3b1daf6ede76d90d67a5CAS | 23507833PubMed |
[13] D.-Y. Wu, L.-X. Xie, C.-L. Zhang, C.-Y. Duan, Y.-G. Zhao, Z.-J. Guo, Dalton Trans. 2006, 3528.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD28XntFajtLY%3D&md5=fc2211e98cd8fd564fe2a81fcfc5ef3aCAS | 16855754PubMed |
[14] L. Fan, T.-R. Li, B.-D. Wang, Z.-Y. Yang, C.-J. Liu, Spectrochim. Acta A 2014, 118, 760.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC2cXjt1GgtA%3D%3D&md5=52dcf9d500ca3b8739cc53448c803f46CAS |
[15] X.-B. Li, Z.-G. Niu, L.-L. Chang, M.-X. Chen, E.-J. Wang, Chin. Chem. Lett. 2014, 25, 80.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3sXhsF2nt7rL&md5=b0673448dea858402b0e3e7a07eac5b6CAS |
[16] K. Tiwari, M. Mishra, V. P. Singh, RSC Adv. 2013, 3, 12124.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3sXhtVyks7zO&md5=e108d2bca87f40eb6329973f0e401189CAS |
[17] D. Karak, S. Lohar, A. Sahana, S. Guha, A. Banerjee, D. Das, Anal. Methods 2012, 4, 1906.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC38XpsVKktLk%3D&md5=657492e72e57b93ae1f90f4536035a62CAS |
[18] S. Sen, T. Mukherjee, B. Chattopadhyay, A. Moirangthem, A. Basu, J. Marek, P. Chattopadhyay, Analyst 2012, 137, 3975.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC38XhtFWnsL3P&md5=f218a8c25bcc4456e5d53ba6824fc485CAS | 22785321PubMed |
[19] N. Singh, N. Kaur, C. N. Choitir, J. F. Callan, Tetrahedron Lett. 2009, 50, 4201.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1MXmvFGgs78%3D&md5=665d535c356d35fd34120ef9178d20f8CAS |
[20] D. Sharma, R. K. Bera, S. K. Sahoo, Spectrochim. Acta A 2013, 105, 477.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3sXislems70%3D&md5=dc4430395d708d3ef770047679c10b55CAS |
[21] Y.-G. Zhao, B.-G. Zhang, C.-Y. Duan, Z.-H. Lin, Q.-J. Meng, New J. Chem. 2006, 30, 1207.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD28XnsFyiu7o%3D&md5=25c517f49bb51279a7faebe9a2f0bbbdCAS |
[22] A. Mitra, B. Ramanujam, C. P. Rao, Tetrahedron Lett. 2009, 50, 776.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1MXjvFCrsw%3D%3D&md5=d25be363455025c389cfe2b3f97cd5beCAS |
[23] A. Sahana, A. Banerjee, S. Das, S. Lohar, D. Karak, B. Sarkar, S. K. Mukhopadhyay, A. K. Mukherjee, D. Das, Org. Biomol. Chem. 2011, 9, 5523.
| Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3MXoslOku7c%3D&md5=0b3426e5e4230d580a6a541c4c48dea6CAS | 21691668PubMed |
