Fluorescent chemosensor for Zn(II) ion by ratiometric displacement of Cd(II) ion: A spectroscopic study and DFT calculation

Journal of Photochemistry and Photobiology A: Chemistry

Volumn 238, Issue , 2012, Pages 7-15

  Jana, Sankar ^a   Dalapati, Sasanka ^a   Alam, Md Akhtarul ^b   Guchhait, Nikhil ^a  

^a UNIVERSITY OF CALCUTTA   (India)

^b Aliah University   (India)

Author keywords

Cadmium sensor; Density Functional Theory (DFT); Fluorescence; Ratiometric displacement; Zinc sensor

Indexed keywords

EID: 84860546941     PISSN: 10106030     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jphotochem.2012.04.002     Document Type: Article

References (57)

1. R.A. Bissell, A.P. de Silva, H.Q.N. Gunaratne, P.L.M. Lynch, G.E.M. Maguire, and K.R.A.S. Sandanayake Molecular fluorescent signalling with 'fluor-spacer-receptor' systems: approaches to sensing and switching devices via supramolecular photophysics Chemical Society Reviews 21 1992 187 195
2. A.P. de Silva, H.Q. Gunaratne, T. Gunnlaugsson, A.J. Huxley, C.P. McCoy, J.T. Rademacher, and T.E. Rice Signaling recognition events with fluorescent sensors and switches Chemical Reviews 97 1997 1515 1566
3. B. Valeur, and I. Leray Design principles of fluorescent molecular sensors for cation recognition Coordination Chemistry Reviews 205 2000 3 40
4. R. Martinez-Manez, and F. Sancenon Fluorogenic and chromogenic chemosensors and reagents for anions Chemical Reviews 103 2003 4419 4476
5. C.R. Goldsmith, and S.J. Lippard Analogues of Zinpyr-1 provide insight into the mechanism of zinc sensing Inorganic Chemistry 45 2006 6474 6478
6. N.C. Lim, H.C. Freake, and C. Bruckner Illuminating zinc in biological systems Chemistry: A European Journal 11 2005 38 49
7. J.M. Berg, and Y. Shi The galvanization of biology: a growing appreciation for the roles of zinc Science 271 1996 1081 1085
8. W. Maret Zinc biochemistry, physiology, and homeostasis - recent insights and current trends BioMetals 14 2001 187 190
9. X.M. Xie, and T.G. Smart A physiological role for endogenous zinc in rat hippocampal synaptic neurotransmission Nature 349 1991 521 524
10. M. Ahmad, R. Sundari, and L.Y. Heng Development of an optical fibre reflectance sensor for copper(II) detection based on immobilised salicylic acid Sensors and Actuators B 113 2006 201 206
11. A. Torrado, G.K. Walkup, and B. Imperiali Exploiting polypeptide motifs for the design of selective Cu(II) ion chemosensors Journal of the American Chemical Society 120 1998 609 610
12. T. Jin, J. Lu, and M. Nordberg Toxicokinetics and biochemistry of cadmium with special emphasis on the role of metallothionein Neurotoxicology 19 1998 529 535
13. S. Satarug, J.R. Baker, S. Urbenjapol, M. Haswell-Elkins, P.E.B. Reilly, D.J. Williams, and M.R. Moore A global perspective on cadmium pollution and toxicity in non-occupationally exposed population Toxicology Letters 137 2003 65 83
14. 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 1549
15. P. Jiang, and Z. Guo Fluorescent detection of zinc in biological systems: recent development on the design of chemosensors and biosensors Coordination Chemistry Reviews 248 2004 205 229
16. 2+ by ratiometric displacement Organic Letters 11 2009 3454 3457
17. E. Kimura, and T. Koike Recent development of zinc-fluorophores Chemical Society Reviews 27 1998 179 184
18. S. Jana, S. Dalapati, M.A. Alam, and N. Guchhait Spectroscopic, colorimetric and theoretical investigation of Salicylidene hydrazine based reduced Schiff base and its application towards biologically important anions Spectrochimica Acta, Part A 92 2012 131 136
19. 2+ Organic Letters 10 2008 5115 5118
20. Y. Zhang, X. Guo, W. Si, L. Jia, and X. Qian Ratiometric and water-soluble fluorescent zinc sensor of carboxamidoquinoline with an alkoxyethylamino chain as receptor Organic Letters 10 2008 473 476
21. T. Cheng, Y. Xu, S. Zhang, W. Zhu, X. Qian, and L. Duan A highly sensitive and selective OFF-ON fluorescent sensor for cadmium in aqueous solution and living cell Journal of the American Chemical Society 130 2008 16160 16161
22. T. Gunnlaugsson Highly selective fluorescent chemsensors for cadmium in water Tetrahedron 60 2004 11239 11249
23. 2+ Tetrahedron 64 2008 1294 1300
24. L. Xue, G. Li, Q. Liu, H. Wang, C. Liu, X. Ding, S. He, and H. Jiang Ratiometric fluorescent sensor based on inhibition of resonance for detection of cadmium in aqueous solution and living cells Inorganic Chemistry 50 2011 3680 3690
25. S. Dalapati, B.K. Paul, S. Jana, and N. Guchhait Highly selective and sensitive fluorescence reporter for toxic Hg(II) ion by a synthetic symmetrical azine derivative Sensors and Actuators B 157 2011 615 620
26. Y. Liao, Z.M. Su, Y.H. Kan, S.M. Yue, J.F. Ma, and J.H. Yang Effect of water on zinc(II), cadmium(II) complexes with pyridylimidazole: theoretical study of stability and electronic spectrum International Journal of Quantum Chemistry 106 2006 490 500
27. X. Zarate, E. Schott, and R. Arratia-Pérez A DFT/TDDFT study of porphyrazines and phthalocyanine oxo-titanium derivatives as potential dyes in solar cells International Journal of Quantum Chemistry 111 2011 4186 4196
28. S.I. Gorelsky, L. Basumallick, J. Vura-Weis, R. Sarangi, K.O. Hodgson, B. Hedman, K. Fujisawa, and E.I. Solomon Spectroscopic and DFT investigation of [M{HB(3,5-iPr2pz)3}(SC6F5)] (M = Mn, Fe, Co, Ni, Cu, and Zn) model complexes: periodic trends in metal-thiolate bonding Inorganic Chemistry 44 2005 4947 4960
29. G. Hennrich, H. Sonnenschein, and U. Resch-Genger Redox switchable fluorescent probe selective for either Hg(II) or Cd(II) and Zn(II) Journal of the American Chemical Society 121 1999 5073 5074
30. H.S. Kim, and A. Helal Thiazole-based chemosensor: synthesis and ratiometric fluorescence sensing of zinc Tetrahedron Letters 50 2009 5510 5515
31. B. Liu, H. Dai, Y. Bao, F. Du, J. Tian, and R. Bai 2,6-Substituted pyridine derivative-containing conjugated polymers: synthesis, photoluminescence and ion-sensing properties Polymer Chemistry 2 2011 1699 1705
32. B. Liu, Y. Bao, H. Wang, F. Du, J. Tian, Q. Li, T. Wang, and R. Bai An efficient conjugated polymer sensor based on the aggregation-induced fluorescence quenching mechanism for the specific detection of palladium and platinum ions Journal of Materials Chemistry 22 2012 3555 3561
33. P. Chowdhury, S. Panja, and S. Chakravorti Excited state prototropic activities in 2-hydroxy 1-naphthaldehyde Journal of Physical Chemistry A 107 2003 83 90
34. S. Jana, S. Dalapati, S. Ghosh, S. Kar, and N. Guchhait Excited state charge transfer reaction with dual emission from 5-(4-dimethylamino-phenyl)- penta-2,4-dienenitrile: spectral measurement and theoretical density functional theory calculation Journal of Molecular Structure 998 2011 136 143
35. S. Bhattacharya, T.K. Pradhan, A. De, S.R. Chaudhury, A.K. De, and T. Ganguly Photophysical processes involved within the anisole-thioindoxyl dyad system Journal of Physical Chemistry A 110 2006 5665 5673
36. J.R. Lakowicz Principles of Fluorescence Spectroscopy 2006 Springer
37. B.K. Paul, A. Samanta, and N. Guchhait Exploring hydrophobic subdomain IIA of the protein bovine serum albumin in the native, intermediate, unfolded, and refolded states by a small fluorescence molecular reporter Journal of Physical Chemistry B 114 2010 6183 6196
38. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, J.A. Montgomery, T. Vreven, K.N. Kudin, J.C. Burant, J.M. Millam, S.S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G.A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J.E. Knox, H.P. Hratchian, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, P.Y. Ayala, K. Morokuma, G.A. Voth, P. Salvador, J.J. Dannenberg, V.G. Zakrzewski, S. Dapprich, A.D. Daniels, M.C. Strain, O. Farkas, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J.V. Ortiz, Q. Cui, A.G. Baboul, S. Clifford, J. Cioslowski, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R.L. Martin, D.J. Fox, T. Keith, A. Laham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M.W. Gill, B. Johnson, W. Chen, M.W. Wong, C. Gonzalez, and J.A. Pople Gaussian 03, Revision C.02 2003
39. S. Dalapati, S. Jana, and N. Guchhait Colorimetric naked-eye highly selective detection of Cu(II) ion by a simple chemosensor: an experimental and theoretical modeling Chemistry Letters 40 2011 279 281
40. S. Tobisch Nature of the metal-ligand bond in trivalent neodymium complexes with neutral pi-donor ligands. A theoretical study Journal of Organometallic Chemistry 619 2001 24 30
41. Y.X. Zhao, and S.G. Wang Spacial structure of cationic phosphorus ligand-Ru (II) halide complexes - by DFT study Chinese Chemical Letters 16 2005 1555 1558
42. P. Boulet, M. Buchs, H. Chermette, C. Daul, E. Furet, F. Gilardoni, F. Rogemond, C.W. Schlapfer, and J. Weber DFT investigation of metal complexes containing a nitrosyl ligand. 2. Excited states Journal of Physical Chemistry A 105 2001 8999 9003
43. P. Romaniello, and F. Lelj Optical non-linear properties of the [MXY] neutral mixed-ligand dithiolenes (M = Ni, Pd, Pt; X = R(2)timdt, dmit, mnt; Y = R(2)timdt, dmit, mnt; X = AY). The role of coordinated metal, substituents and of high lying excited states Chemical Physics Letters 372 2003 51 58
44. M.A. Iron, E. Ben-Ari, R. Cohen, and D. Milstein Metal-ligand cooperation in the trans addition of dihydrogen to a pincer Ir(I) complex: a DFT study Dalton Transactions 2009 9433 9439
45. G. Frison, and G. Ohanessian A comparative study of semiempirical, ab initio, and DFT methods in evaluating metal-ligand bond strength, proton affinity, and interactions between first and second shell ligands in Zn-biomimetic complexes Journal of Computational Chemistry 29 2008 416 433
46. G.F. Caramori, R.L.T. Parreira, and A.M.D.C. Ferreira Isatin-Schiff base copper(II) complexes - a DFT study of the metal-ligand bonding situation International Journal of Quantum Chemistry 112 2012 625 646
47. M.K. Samantaray, D. Roy, A. Patra, R. Stephen, M. Saikh, R.B. Sunoj, and P. Ghosh Experimental and theoretical studies of a silver complex of O-functionalized N-heterocyclic carbene Journal of Organometallic Chemistry 691 2006 3797 3805
48. N. Guchhait, A. Chakraborty, S. Kar, and D.N. Nath Photoinduced intramolecular charge transfer reaction in (E)-3-(4-methylamino-phenyl)-acrylic acid methyl ester: a fluorescence study in combination with TDDFT calculation Journal of Physical Chemistry A 110 2006 12089 12095
49. N.J. Williams, W. Gan, J.H. Reibenspies, and R.D. Hancock Possible steric control of the relative strength of chelation enhanced fluorescence for zinc(II) compared to cadmium(II): metal ion complexing properties of tris(2-quinolylmethyl)amine, a crystallographic, UV-visible, and fluorometric study Inorganic Chemistry 48 2009 1407 1415
50. B.P. Joshi, J. Park, W.I. Lee, and K.H. Lee Ratiometric and turn-on monitoring for heavy and transition metal ions in aqueous solution with a fluorescent peptide sensor Talanta 78 2009 903 909
51. W.H. Chan, J.F. Zhu, H. Yuan, and A.W.M. Lee A FRET fluorescent chemosensor SPAQ for Zn(2+) based on a dyad bearing spiropyran and 8-aminoquinoline unit Tetrahedron Letters 51 2010 3550 3554
52. S. Jana, S. Ghosh, S. Dalapati, S. Kar, and N. Guchhait Photoinduced intramolecular charge transfer phenomena in 5-(4-dimethylamino-phenyl)-penta-2, 4-dienoic acid Spectrochimica Acta, Part A 78 2011 463 468
53. A. Ojida, I. Takashima, T. Kohira, H. Nonaka, and I. Hamachi Turn-on fluorescence sensing of nucleoside polyphosphates using a xanthene-based Zn(II) complex chemosensor Journal of the American Chemical Society 130 2008 12095 12101
54. D.C. Carter, and J.X. Ho Structure of serum albumin Advances in Protein Chemistry 45 1994 153 203
55. 2+ in living cells Journal of the American Chemical Society 129 2007 1500 1501
56. N. Guchhait, R.B. Singh, S. Mahanta, and S. Kar Spectroscopic study of excited state intramolecular charge transfer in ethyl ester of N,N'-dimethylaminonaphthyl-(acrylic)-acid Chemical Physics 342 2007 33 42
57. P. Coppens, I. Novozhilova, and A. Kovalevsky Photoinduced linkage isomers of transition-metal nitrosyl compounds and related complexes Chemical Reviews 102 2002 861 883