A New Pyrazoline-based Fluorescent Probe for Cu2+ in Live Cells

Overview

Journal J Fluoresc

Specialties Biophysics
Chemistry

Date 2013 Mar 22

PMID 23515951

Citations 5

Authors

Meng-Meng Li

Shu-Ya Huang

Hui Ye

Fei Ge

Jun-Ying Miao

Bao-Xiang Zhao

Affiliations

Soon will be listed here.

Abstract

A new pyrazoline-based probe was synthesized and the structure was determined by using X-ray diffraction analysis. The probe responds to Cu(2+) in aqueous medium in "turn-off" fluorescent manner with selectivity and sensitivity. Furthermore, the probe could be used for real-time tracking of Cu(2+) in Hela cells.

Citing Articles

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Small-Molecule Fluorescent Probes for Binding- and Activity-Based Sensing of Redox-Active Biological Metals.

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Benzothiazole Pyrazoline: Acid-Switchable Absorption and Fluorescence of Photoinduced Electron Transfer (PET).

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A new thiophenyl pyrazoline fluorescent probe for Cu2+ in aqueous solution and imaging in live cell.

Li M, Zhao W, Zhang T, Fan W, Xu Y, Xiao Y J Fluoresc. 2013; 23(6):1263-9.

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References

Fan J, Liu X, Hu M, Zhu H, Song F, Peng X . Development of an oxidative dehydrogenation-based fluorescent probe for Cu2+ and its biological imaging in living cells. Anal Chim Acta. 2012; 735:107-13. DOI: 10.1016/j.aca.2012.05.027. View

Ahamed B, Ghosh P . Selective colorimetric and fluorometric sensing of Cu(II) by iminocoumarin derivative in aqueous buffer. Dalton Trans. 2011; 40(24):6411-9. DOI: 10.1039/c1dt10177c. View

Zhang Z, Wang F, Wang S, Ge F, Zhao B, Miao J . A highly sensitive fluorescent probe based on simple pyrazoline for Zn2+ in living neuron cells. Org Biomol Chem. 2012; 10(43):8640-4. DOI: 10.1039/c2ob26375k. View

Yuan L, Lin W, Chen B, Xie Y . Development of FRET-based ratiometric fluorescent Cu2+ chemodosimeters and the applications for living cell imaging. Org Lett. 2011; 14(2):432-5. DOI: 10.1021/ol202706k. View

Kaur N, Kumar S . Colorimetric recognition of Cu(II) by (2-dimethylaminoethyl)amino appended anthracene-9,10-diones in aqueous solutions: deprotonation of aryl amine NH responsible for colour changes. Dalton Trans. 2006; (31):3766-71. DOI: 10.1039/b601558a. View

Jung H, Kwon P, Lee J, Kim J, Hong C, Kim J . Coumarin-derived Cu(2+)-selective fluorescence sensor: synthesis, mechanisms, and applications in living cells. J Am Chem Soc. 2009; 131(5):2008-12. DOI: 10.1021/ja808611d. View

Desai V, Kaler S . Role of copper in human neurological disorders. Am J Clin Nutr. 2008; 88(3):855S-8S. DOI: 10.1093/ajcn/88.3.855S. View

Yu F, Zhang W, Li P, Xing Y, Tong L, Ma J . Cu2+-selective naked-eye and fluorescent probe: its crystal structure and application in bioimaging. Analyst. 2009; 134(9):1826-33. DOI: 10.1039/b823360h. View

Liu W, Li H, Zhao B, Miao J . A new fluorescent and colorimetric probe for Cu2+ in live cells. Analyst. 2012; 137(15):3466-9. DOI: 10.1039/c2an35559k. View

10.

Gaggelli E, Kozlowski H, Valensin D, Valensin G . Copper homeostasis and neurodegenerative disorders (Alzheimer's, prion, and Parkinson's diseases and amyotrophic lateral sclerosis). Chem Rev. 2006; 106(6):1995-2044. DOI: 10.1021/cr040410w. View

11.

Basabe-Desmonts L, Reinhoudt D, Crego-Calama M . Design of fluorescent materials for chemical sensing. Chem Soc Rev. 2007; 36(6):993-1017. DOI: 10.1039/b609548h. View

12.

de Silva A, Gunaratne H, Gunnlaugsson T, Huxley A, McCoy C, Rademacher J . Signaling Recognition Events with Fluorescent Sensors and Switches. Chem Rev. 1997; 97(5):1515-1566. DOI: 10.1021/cr960386p. View

13.

Liu W, Li H, Lv H, Zhao B, Miao J . A rhodamine chromene-based turn-on fluorescence probe for selectively imaging Cu²+ in living cell. Spectrochim Acta A Mol Biomol Spectrosc. 2012; 95:658-63. DOI: 10.1016/j.saa.2012.04.073. View

14.

Qi J, Han M, Tung C . A benzothiazole alkyne fluorescent sensor for Cu detection in living cell. Bioorg Med Chem Lett. 2012; 22(4):1747-9. PMC: 3274586. DOI: 10.1016/j.bmcl.2011.12.140. View

15.

Song S, Ju D, Li J, Li D, Wei Y, Dong C . Synthesis and spectral characteristics of two novel intramolecular charge transfer fluorescent dyes. Talanta. 2009; 77(5):1707-14. DOI: 10.1016/j.talanta.2008.10.008. View

16.

Varnes A, Dodson R, Wehry E . Interactions of transition-metal ions with photoexcited states of flavins. Fluorescence quenching studies. J Am Chem Soc. 1972; 94(3):946-50. DOI: 10.1021/ja00758a037. View

17.

Bruijn L, Miller T, Cleveland D . Unraveling the mechanisms involved in motor neuron degeneration in ALS. Annu Rev Neurosci. 2004; 27:723-49. DOI: 10.1146/annurev.neuro.27.070203.144244. View

18.

Liu W, Li H, Zhao B, Miao J . Synthesis, crystal structure and living cell imaging of a Cu(2+)-specific molecular probe. Org Biomol Chem. 2011; 9(13):4802-5. DOI: 10.1039/c1ob05358b. View

19.

Kim S, Kim J, Park S, Chang S . Hg2+-selective OFF-ON and Cu2+-selective ON-OFF type fluoroionophore based upon cyclam. Org Lett. 2006; 8(3):371-4. DOI: 10.1021/ol052282j. View