Citation: ZHANG Chang-Li, TIAN Jia-Jin, SHAO Yang, XU Jian. Benzothiazole-Based Zn²⁺-Specific Fluorescent Probe and Its Cell Imaging Application[J]. Chinese Journal of Inorganic Chemistry, ;2016, 32(12): 2069-2074. doi: 10.11862/CJIC.2016.274 shu

Benzothiazole-Based Zn²⁺-Specific Fluorescent Probe and Its Cell Imaging Application

ZHANG Chang-Li ^1,2,, ,
TIAN Jia-Jin ¹ ,
SHAO Yang ¹ ,
XU Jian ¹

1.
1 School of Environmental Science, Nanjing Xiaozhuang College, Nanjing 210017, China;
2.
2 State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210023, China

Corresponding author: ZHANG Chang-Li,
Received Date: 11 April 2016
Available Online: 1 October 2016
Fund Project:

A fluorescent probe 2-((2-(benzo[d]thiazol-2-yl)hydrazono)methyl)-5-(diethylamino)phenol (BHP) was designed and synthesized as a Zn²⁺ selective fluorescent chemosensor. It demonstrates Zn²⁺-specific emission enhancement, while many other ions such as Cd²⁺, Fe²⁺, Ni²⁺, Pb²⁺, Hg²⁺, Al³⁺, Mn²⁺, Ag⁺, Cu²⁺, Co²⁺, Na⁺, K⁺, Mg²⁺ and Ca²⁺, have no response. Notably, this chemosensor can distinguish Zn²⁺ from Cd²⁺. Its binding stoichiometry with Zn²⁺ is 1:1 ratio. Its pH-independent Zn²⁺-induced emission enhancement in physiological condition and cell permeability make it an effective intracellular Zn²⁺ imaging agent.
- zinc ion;cadmium ion;fluorescent sensor;imaging
1. [1]
  [1] Finney L A, O'Halloran T V, Science, 2003,300:931-936
2. [2]
  [2] WAN Dan-Dan(万丹丹), SU Guang-Yu(苏光余), XU Zi-Hua (许子华), et al. Chinese J. Inorg. Chem.(无机化学学报), 2008,24:1253-1260
3. [3]
  [3] Choi D W, Koh J Y. Ann. Rev. Neurosci., 1998,21:347-375
4. [4]
  [4] Nies D H. Science, 2007,317:1695-1696
5. [5]
  [5] Lu M, Fu D. Science, 2007,317:1746-1748
6. [6]
  [6] Zhang C L, Liu Z P, Li Y L, et al. Chem. Commun., 2013, 49:11430-11432
7. [7]
  [7] Liu Z P, Zhang C L, Chen Y C, et al. Chem. Commun., 2014, 50:1253-1255
8. [8]
  [8] Qian F, Zhang C L, Zhang Y M, et al. J. Am. Chem. Soc., 2009,131:1460-1468
9. [9]
  [9] Liu Z P, He W J, Guo Z J. Chem. Soc. Rev., 2013,42:1568-1600
10. [10]
  [10] Chen Y, Bai Y, Han Z, et al. Chem. Soc. Rev. 2015,44:4517-4546
11. [11]
  [11] Zhang C L, Zhang Y M, Chen Y C, et al. Inorg. Chem. Commun., 2011,14:304-307
12. [12]
  [12] Kim J H, Noh J Y, Hwang I H, et al. Tetrahedron Lett., 2013,54:2415-2418
13. [13]
  [13] Jana A, Sukul P K, Mandal S K, et al. Analyst, 2014,39:495-504
14. [14]
  [14] WANG Wei-Na(王维娜), ZHENG Yuan-Mei(郑元梅), CHEN Xue-Mei(陈雪梅). Chinese J. Inorg. Chem.(无机化学学报), 2014,30:872-878
15. [15]
  [15] Li P, Zhou X, Huang R, et al. Dalton. Trans., 2014,43:706-713
16. [16]
  [16] Wu J, Liu W, Zhuang X, et al. Org. Lett., 2007,9:33-36
17. [17]
  [17] Liu Z P, Zhang C L, Li Y L, et al. Org. Lett., 2009,11:795-798
18. [18]
  [18] Na Y J, Hwang I H, Jo H Y, et al. Inorg. Chem. Commun., 2013,35:342-345
19. [19]
  [19] Sharma V, Sharma K V. E-J. Chem., 2009,6:348-356
20. [20]
  [20] Li M M, Wang F W, Wang X Y, et al. Anal. Chim. Acta, 2014,826:77-83
21. [21]
  [21] Yuan M J, Zhou W D, Liu X F, et al. J. Org. Chem., 2008, 73:5008-5014
22. [22]
  [22] Joshi B P, Park J, Lee W I, et al. Talanta, 2009,78:903-909
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沈阳化工大学材料科学与工程学院沈阳 110142

Benzothiazole-Based Zn2+-Specific Fluorescent Probe and Its Cell Imaging Application

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通讯作者: 陈斌, bchen63@163.com

Benzothiazole-Based Zn²⁺-Specific Fluorescent Probe and Its Cell Imaging Application