Browse > Article
http://dx.doi.org/10.5012/bkcs.2014.35.2.489

A Simple Benzimidazole Based Fluorescent Sensor for Ratiometric Recognition of Zn2+ in Water  

Zhong, Keli (Department of Chemistry, Liaoning Provincial Key Laboratory for the Synthesis and Application of Functional Compounds, Bohai University)
Cai, Mingjun (Department of Chemistry, Liaoning Provincial Key Laboratory for the Synthesis and Application of Functional Compounds, Bohai University)
Hou, Shuhua (Department of Chemistry, Liaoning Provincial Key Laboratory for the Synthesis and Application of Functional Compounds, Bohai University)
Bian, Yanjiang (Department of Chemistry, Liaoning Provincial Key Laboratory for the Synthesis and Application of Functional Compounds, Bohai University)
Tang, Lijun (Department of Chemistry, Liaoning Provincial Key Laboratory for the Synthesis and Application of Functional Compounds, Bohai University)
Publication Information
Abstract
A phenylbenzimidazole derivatized sensor (L) that behaves as a ratiometric fluorescent receptor for $Zn^{2+}$ in water has been described. In HEPES buffer at pH 7.4, sensor L displays a weak fluorescence emission band at 367 nm. Upon addition of $Zn^{2+}$, the emission intensity at 367 nm is decreased, concomitantly, a new emission band centered at 426 nm is developed, thus facilitates a ratiometric $Zn^{2+}$ sensing behavior. Sensor L binds $Zn^{2+}$ through a 1:1 binding stoichiometry with high selectivity over other metal cations. Sensor L displays a linear response to $Zn^{2+}$ concentration from 0 to $6.0{\times}10^{-5}M$, sensor L also exhibits high sensitivity to $Zn^{2+}$ with a detection limit of $3.31{\times}10^{-7}M$.
Keywords
Zinc ion; Fluorescence; Ratiometric; Benzimidazole;
Citations & Related Records
연도 인용수 순위
  • Reference
1 (a) De Silva, A. P.; Gunaratne, H. N.; Gunnlaugsson, T.; Huxley, A. J.; McCoy, C. P.; Rademacher, J. T.; Rice, T. E. Chem. Rev. 1997, 97, 1515-1566.   DOI   ScienceOn
2 (b) Valeur, B.; Leray, I. Coord. Chem. Rev. 2000, 205, 3-40.   DOI   ScienceOn
3 (c) Xu, Z.; Yoon, J.; Spring, D. R. Chem. Soc. Rev. 2010, 39, 1996-2006.   DOI   ScienceOn
4 (a) Xie, X.; Smart, T. G. Nature 1991, 349, 521-524.   DOI   ScienceOn
5 (b) Berg, J.; Shi, Y. Science 1996, 271, 1081-1085.   DOI   ScienceOn
6 (c) Frederickson, C. J.; Koh, J.-Y.; Bush, A. I. Nat. Rev. Neurosci. 2005, 6, 449-462.   DOI   ScienceOn
7 (d) Que, E. L.; Domaille, D. W.; Chang, C. J. Chem. Rev. 2008, 108, 1517-1549.   DOI   ScienceOn
8 Bush, A. I. Curr. Opin. Chem. Biol. 2000, 4, 184-191.   DOI   ScienceOn
9 Sabel, C. E.; Neureuther, J. M.; Siemann, S. Anal. Biochem. 2010, 397, 218-226.   DOI   ScienceOn
10 Li, Q.; Zhao, X.; Lv, Q.; Liu, G. Sep. Purif. Technol. 2007, 55, 76-81.   DOI   ScienceOn
11 Fakhari, A.; Shamsipur, M.; Ghanbari, K. Anal. Chim. Acta 2002, 460, 177-183.   DOI   ScienceOn
12 (a) Choi, J. Y.; Kim, D.; Yoon, J. Dyes Pigm. 2013, 96, 176-179.   DOI   ScienceOn
13 (c) Zhou, X.; Yu, B.; Guo, Y.; Tang, X.; Zhang, H.; Liu, W. Inorg. Chem. 2010, 49, 4002-4007.   DOI   ScienceOn
14 (d) Xu, Z.; Liu, X.; Pan, J.; Spring, D. R. Chem. Commun. 2012, 48, 4764-4766.   DOI   ScienceOn
15 (a) Banthia, S.; Samanta, A. J. Phys. Chem. B 2006, 110, 6437-6440.   DOI   ScienceOn
16 (b) Du, D.; Wang, M.; Cai, J.; Zhang, A. Sens. Actuators B 2010, 146, 337-341.   DOI   ScienceOn
17 (a) Xu, Z.; Baek, K.-H.; Kim, H. N.; Cui, J.; Qian, X.; Spring, D. R.; Shin, I.; Yoon, J. J. Am. Chem. Soc. 2009, 132, 601-610.
18 (d) Komatsu, K.; Urano, Y.; Kojima, H.; Nagano, T. J. Am. Chem. Soc. 2007, 129, 13447-13454.   DOI   ScienceOn
19 (b) Woodroofe, C. C.; Won, A. C.; Lippard, S. J. Inorg. Chem. 2005, 44, 3112-3120.   DOI   ScienceOn
20 (c) Zhang, L.; Dong, S.; Zhu, L. Chem. Commun. 2007, 1891-1893.
21 (e) Kiyose, K.; Kojima, H.; Urano, Y.; Nagano, T. J. Am. Chem. Soc. 2006, 128, 6548-6549.   DOI   ScienceOn
22 (f) Wang, J.; Qian, X.; Cui, J. J. Org. Chem. 2006, 71, 4308-4311.   DOI   ScienceOn
23 (g) Hu, Y.; Jiang, H.; Xu, C.; Wang, Y.; Zhu, K. Carbohydr. Polym. 2005, 61, 472-479.   DOI   ScienceOn
24 (h) Wang, J.; Song, F.; Wang, J.; Peng, X. Analyst 2013, 138, 3667-3672.   DOI   ScienceOn
25 (a) Shiraishi, Y.; Matsunaga, Y.; Hirai, T. J. Phys. Chem. A 2013, 117, 3387-3395.   DOI   ScienceOn
26 (b) Chang, C. J.; Jaworski, J.; Nolan, E. M.; Sheng, M.; Lippard, S. J. Proc. Natl. Acad. Sci. U.S.A. 2004, 101, 1129-1134.   DOI   ScienceOn
27 Lyakhova, E. A.; Gusyeva, Y. A.; Nekhoroshkova, J. V.; Shafran, L. M.; Lyakhov, S. A. Eur. J. Med. Chem. 2009, 44, 3305-3312.   DOI   ScienceOn
28 Lin, W.; Yuan, L.; Cao, Z.; Feng, Y.; Long, L. Chem. Eur. J. 2009, 15, 5096-5103.   DOI   ScienceOn
29 (a) Qi, X.; Jun, E. J.; Xu, L.; Kim, S.-J.; Joong Hong, J. S.; Yoon, Y. J.; Yoon, J. J. Org. Chem. 2006, 71, 2881-2884.   DOI   ScienceOn
30 (b) Liu, J.; Wu, K.; Li, S.; Song, T.; Han, Y.; Li, X. Dalton Trans. 2013, 42, 3854-3859.   DOI   ScienceOn
31 (a) Xie, R.; Yi, Y.; He, Y.; Liu, X.; Liu, Z. Tetrahedron 2013, 69, 8541-8546.   DOI   ScienceOn
32 (a) Zhang, Y.; Guo, X.; Si, W.; Jia, L.; Qian, X. Org. Lett. 2008, 10, 473-476.   DOI   ScienceOn
33 (b) Chen, X.-Y.; Shi, J.; Li, Y.-M.; Wang, F.-L.; Wu, X.; Guo, Q.-X.; Liu, L. Org. Lett. 2009, 11, 4426-4429.   DOI   ScienceOn
34 Bourson, J.; Pouget, J.; Valeur, B. J. Phys. Chem. 1993, 97, 4552-4557.   DOI   ScienceOn
35 (b) Tang, L.; Cai, M. Sens. Actuators B 2012, 173, 862-867.   DOI   ScienceOn
36 (c) Tang, L.; Wang, N.; Zhang, Q.; Guo, J.; Nandhakumar, R. Tetrahedron Lett. 2012, 54, 536-540.
37 Tang, L.; Cai, M.; Zhou, P.; Zhao, J.; Zhong, K.; Hou, S.; Bian, Y. RSC Adv. 2013, 3, 16802-16809.   DOI   ScienceOn
38 (b) Zhou, X.; Lu, Y.; Zhu, J.-F.; Chan, W.-H.; Lee, A. W.; Chan, P.-S.; Wong, R. N.; Mak, N. Tetrahedron 2011, 67, 3412-3419.   DOI   ScienceOn