The synthesis, characterization of three isomers of rhodamine derivative and their application in copper (II) ion recognition

Sensors and Actuators, B: Chemical

Volumn 188, Issue , 2013, Pages 735-740

  Huo, Fangjun ^a   Wang, Long ^a   Yin, Caixia ^a   Yang, Yutao ^a   Tong, Hongbo ^a   Chao, Jianbin ^a   Zhang, Yongbin ^a  

^a SHANXI UNIVERSITY   (China)

Author keywords

Bioimaging; Copper ion; Fluorescence spectra; Rhodamine derivative; UV Vis spectra

Indexed keywords

BIO-IMAGING; COORDINATION STRUCTURES; COPPER IONS; FLUORESCENCE SPECTRA; HEPES BUFFER; LIVING CELL; RECOGNITION ABILITIES; UV-VIS SPECTRA;

CELL MEMBRANES; CYTOLOGY; FLUORESCENCE; ISOMERS; METAL IONS; PROBES;

COPPER COMPOUNDS;

EID: 84883141043     PISSN: 09254005     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.snb.2013.07.102     Document Type: Article

References (53)

1. E. Galbraith, and T.D. James Boron based anion receptors as sensors Chemical Society Reviews 39 2010 3831 3842
2. J.F. Zhang, Y. Zhou, J. Yoon, and J.S. Kim Recent progress in fluorescent and colorimetric chemosensors for detection of precious metal ions (silver, gold and platinum ions) Chemical Society Reviews 40 2011 3416 3429
3. A.P. Silva, H.Q. Gunaratne, T. Gunnlaugsson, A.J. Huxley, C.P. McCoy, J.T. Rademacher, and T.E. Rice Signaling recognition events with fluorescence McCoy t sensors and switches Chemical Reviews 97 1997 1515 1566
4. F.J. Huo, C.X. Yin, Y.T. Yang, J. Su, J.B. Chao, and D.S. Liu Ultraviolet-visible light (UV-Vis)-reversible but fluorescence-irreversible chemosensor for copper in water and its application in living cells Analytical Chemistry 84 2012 2219 2223
5. V. Chandrasekhar, S. Das, R. Yadav, S. Hossain, R. Parihar, G. Subramaniam, and P. Sen Novel chemosensor for the visual detection of copper(II) in aqueous solution at the ppm level Inorganic Chemistry 51 2012 8664 8666
6. J.P. Glusker Structural aspects of metal liganding to functional groups in proteins Advances in Protein Chemistry 42 1991 1 76
7. Y. Xiang, A. Tong, P. Jin, and Y. Ju New fluorescent rhodamine hydrazone chemosensor for Cu(II) with high selectivity and sensitivity Organic Letters 8 2006 2863 2866
8. 2+ in aqueous solution Talanta 74 2008 1148 1153
9. X. Zhang, Y. Shiraishi, and T. Hirai Cu(II)-selective green fluorescence of a rhodamine-diacetic acidconjugate Organic Letters 9 2007 5039 5042
10. 2+-selective ratiometric and "off-on" sensor based on the rhodamine derivative bearing pyrene group Organic Letters 11 2009 4442 4445
11. M. Kumar, N. Kumar, V. Bhalla, P.R. Sharma, and T. Kaur Highly selective fluorescence turn-on chemodosimeter based on rhodamine for nanomolar detection of copper ions Organic Letters 14 2012 406 409
12. D.G. Barceloux Copper Journal of Toxicology - Clinical Toxicology 37 1999 217 230
13. T.G. Thomas, K. Sreenath, and K.R. Gopidas Colorimetric detection of copper ions in sub-micromolar concentrations using a triarylamine-linked resin bead Analyst 137 2012 5358 5362
14. 2+ ion Tetrahedron Letters 51 2010 109 111
15. E.L. Que, D.W. Domaille, and C.J. Chang Metals in neurobiology: probing their chemistry and biology with molecular imaging Chemical Reviews 108 2008 1517 1548
16. E. Ballesteros, D. Moreno, T. Gómez, T. Rodríguez, J. Rojo, M. García-Valverde, and T. Torroba A new selective chromogenic and turn-on fluorogenic probe for copper(II) in water-acetonitrile 1:1 solution Organic Letters 11 2009 1269 1672
17. 2+ detection Organic Letters 10 2008 5015 5018
18. J. Peng, X.X. Qu, G. Wei, J. Li, and J. Qiao The cutting of MWNTs using gamma radiation in the presence of dilute sulfuric acid Carbon 42 2004 2741 2744
19. K.N. Buck, J.R.M. Ross, A.R. Flegal, and K.W. Bruland A review of total dissolved copper and its chemical speciation in San Francisco Bay Environmental Research 105 2007 5 19
20. J.A. Camargo, and A. Alonso Ecological and toxicological effects of inorganic nitrogen pollution in aquatic ecosystems: a global assessment Environment International 32 2006 831 849
21. Y.F. Lee, T.W. Deng, W.J. Chiu, T.Y. Wei, P. Roy, and C.C. Huang Visual detection of copper(II) ions in blood samples by controlling the leaching of protein-capped gold nanoparticles Analyst 137 2012 1800 1806
22. S.Q. Ye, X.H. Shi, W. Gu, Y.X. Zhang, and Y.Z. Xian A colorimetric sensor based on catechol-terminated mixed self-assembled monolayers modified gold nanoparticles for ultrasensitive detections of copper ions Analyst 137 2012 3365 3371
23. C. Hua, W.H. Zhang, S.R.M.D. Almeida, S. Ciampi, D. Gloria, G.Z. Liu, J.B. Harper, and J.J. Gooding A novel route to copper(II) detection using 'click' chemistry-induced aggregation of gold nanoparticles Analyst 137 2012 82 86
24. 3+ in water Analytica Chimica Acta 708 2011 111 115
25. B.C. Barja, and P.F. Aramendía Luminescent Eu(III) hybrid materials for sensor applications Photochemical & Photobiological Sciences 7 2008 1391 1399
26. B.C. Barja, A. Remorino, M.J. Roberti, and P.F. Aramendia Luminiscence quenching of europium(III) and terbium(III) carboxylates by transition metals in solution The Journal of the Argentine Chemical Society 93 2005 81 96
27. 2+ in water by luminescent terbium silica xerogel Journal of Fluorescence 21 2011 1117 1122
28. M. Turel, A. Duerkop, A. Yegorovab, Y. Scripinets, A. Lobnik, and N. Samec Detection of nanomolar concentrations of copper(II) with a Tb-quinoline-2-one probe using luminescence quenching or luminescence decay time Analytica Chimica Acta 644 2009 53 60
29. N. Davydov, A. Mustafina, V. Burilov, E. Zvereva, S. Katsyuba, L. Vagapova, A. Konovalov, and I. Antipin Complex formation of d-metal ions at the interface of TbIII-doped silica nanoparticles as a basis of substrate-responsive TbIII-centered luminescence A European Journal of Chemical Physics and Physical Chemistry 13 2012 3357 3364
30. R. Martínez-Máñez, and F. Sancenón Fluorogenic and chromogenic chemosensors and reagents for anions Chemical Reviews 103 2003 4419 4476
31. Z. Xu, S.K. Kim, and J. Yoon Revisit to imidazolium receptors for the recognition of anions: highlighted research during 2006-2009 Chemical Society Reviews 39 2010 1457 1466
32. P.A. Gale Anion receptor chemistry: highlights from 2008 and 2009 Chemical Society Reviews 39 2010 3746 3771
33. S.K. Kim, and J.L. Sessler Ion pair receptors Chemical Society Reviews 39 2010 3784 3809
34. A.F. Li, J.H. Wang, F. Wang, and Y.B. Jiang Anion complexation and sensing using modified urea and thiourea based receptors Chemical Society Reviews 39 2010 3729 3745
35. Z. Xu, X. Chen, H.N. Kim, and J. Yoon Sensors for the optical detection of cyanide ion Chemical Society Reviews 39 2010 27 137
36. S. Yamaguchi, I. Yoshimura, T. Kohira, S. Tamaru, and I. Hamachi Cooperation between artificial receptors and supramolecular hydrogels for sensing and discriminating phosphate derivatives Journal of the American Chemical Society 127 2005 11835 11841
37. 2+ selective colorimetric and fluorescent sensor via unique radical formation Chemical Communication 49 2013 176 178
38. J. Wu, W. Liu, J. Ge, H. Zhang, and P. Wang New sensing mechanisms for design of fluorescent chemosensors emerging in recent years Chemical Society Reviews 40 2011 3483 3495
39. M.L. Zhao, X.F. Yang, S.F. He, and L.P. Wang A rhodamine-based chromogenic fluorescent chemosensor for copper ion in aqueous media Sensors and Actuators B 135 2009 625 631
40. V. Dujols, F. Ford, and A.W. Czarnik Along-wavelength fluorescent chemodosimeter selective for Cu(II) ion in water Journal of the American Chemical Society 119 1997 7386 7387
41. R.R. Tang, K. Lei, K. Chen, H. Zhao, and J.W. Chen A rhodamine-based off-on fluorescent chemosensor for selectively sensing Cu(II) in aqueous solution Journal of Fluorescence 21 2011 141 148
42. Z.Q. Hu, X.M. Wang, Y.C. Feng, L. Ding, and H.Y. Lu Sulfonyl rhodamine hydrazide: a sensitive and selective chromogenic and fluorescent chemodosimeter for copper ion in aqueous media Dyes and Pigments 88 2011 257 261
43. M.H. Lee, H.J. Kim, S. Yoon, N. Park, and J.S. Kim Metal ion induced FRET off-on in tren/dansyl-appended rhodamine Organic Letters 10 2008 213 216
44. 2+ Sensors and Actuators B 137 2009 597 602
45. X. Zhang, S. Sumiya, Y. Shiraishi, and T. Hirai Effects of alkyl chain length on Cu(II)-selective green fluorescence of rhodamine-diacetic acid conjugates Journal of Photochemistry and Photobiology A 205 2009 215 220
46. F.J. Huo, J. Su, Y.Q. Sun, C.X. Yin, H.B. Tong, and Z.X. Nie A rhodamine-based dual chemosensor for the visual detection of copper and the ratiometric fluorescent detection of vanadium Dyes and Pigments 86 2010 50 55
47. G.M. Sheldrick SADABS 1997 University of Gottingen Germany
48. G.M. Sheldrick Program for the Refinement of Crystal Structure 1997 University of Goettingen Germany
49. X. Zhao, L. He, and C. Huang Highly selective visual distinction of pyrophosphate from other phosphate anions with 4-[(5-chloro-2-pyridyl)azo]-1,3- diaminobenzene in the presence of copper(II) ions Talanta 101 2012 59 63
50. 2+ ensembles Chemical Communication 48 2012 11513 11515
51. 2+ sensors based on di- and tripyrrins with readily modulated emission wavelengths Chemical Communication 47 2011 5431 5433
52. Y.T. Yang, F.J. Huo, C.X. Yin, Y.Y. Chu, J.B. Chao, Y.B. Zhang, J.J. Zhang, S.D. Li, H.G. Lv, A.M. Zheng, and D.S. Liu Combined spectral experiment and theoretical calculation to study the chemosensors of copper and their applications in anion bioimaging Sensors and Actuators B 177 2013 1189 1197
53. L.M. Hyman, C.J. Stephenson, M.G. Dickens, K.D. Shimizu, and K.J. Franz Toward the development of prochelators as fluorescent probes of copper-mediated oxidative stress Dalton Transactions 39 2010 568 576