Highly selective fluorescent and colorimetric sensor for Hg2+ based on triazole-linked NBD

Dyes and Pigments

Volumn 90, Issue 3, 2011, Pages 239-244

  Ruan, Yi Bin ^a   Maisonneuve, Stéphane ^a   Xie, Juan ^a  

^a UNIVERSITÉ PARIS SACLAY   (France)

Author keywords

Fluorescence; Hg2+; Naked eye detection; NBD; Triazole

Indexed keywords

ABSORPTION AND FLUORESCENCE SPECTRA; ACID MOIETY; AQUEOUS SOLUTIONS; BINDING ABILITIES; COLORIMETRIC SENSORS; CONTROL EXPERIMENTS; FLUORESCENCE QUENCHING; HG2+; NAKED-EYE DETECTION; NBD; NMR TITRATION; RED SHIFT; TRIAZOLE; TRIAZOLE RING;

AMINO ACIDS; COLORIMETRY; EYE PROTECTION; FLUORESCENCE; METAL IONS; NITROGEN COMPOUNDS; SENSORS;

MERCURY (METAL);

EID: 79952389897     PISSN: 01437208     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.dyepig.2011.01.004     Document Type: Article

References (59)

1. B.L. Vallee, and D.D. Ulmer Biochemical effects of mercury, cadmium, and lead Annual Review of Biochemistry 41 1972 91 128
2. 2+) transport through lipid bilayer-membranes Journal of Membrane Biology 61 1981 61 66 (Pubitemid 11036349)
3. E.M. Nolan, and S.J. Lippard Tools and tactics for the optical detection of mercuric ion Chemical Reviews 108 2008 3443 3480
4. H.N. Kim, M.H. Lee, H.J. Kim, J.S. Kim, and J. Yoon A new trend in rhodamine-based chemosensors: application of spirolactam ring-opening to sensing ions Chemical Society Reviews 37 2008 1465 1472
5. B. Liu, and H. Tian A selective fluorescent ratiometric chemodosimeter for mercury ion Chemical Communications 2005 3156 3158 (Pubitemid 41002380)
6. S. Yoon, E.W. Miller, Q. He, P.H. Do, and C.J. Chang A bright and specific fluorescent sensor for mercury in water, cells, and tissue Angewandte Chemie-International Edition 46 2007 6658 6661 (Pubitemid 47401925)
7. 2+ ions in living cells Angewandte Chemie-International Edition 47 2008 8025 8029
8. 2+ based on tetraphenylethylene motif featuring adenine and thymine moieties Organic Letters 10 2008 4581 4584
9. M. Zhu, M.J. Yuan, X.F. Liu, J.L. Xu, J. Lv, and C.S. Huang Visible near-infrared chemosensor for mercury ion Organic Letters 10 2008 1481 1484
10. Y.E. Yan, Y. Hu, G.P. Zhao, and X.M. Kou A novel azathia-crown ether dye chromogenic chemosensor for the selective detection of mercury(II) ion Dyes and Pigments 79 2008 210 215
11. Q. Zou, and H. Tian Chemodosimeters for mercury(II) and methylmercury(I) based on 2,1,3-benzothiadiazole Sensors and Actuators B-Chemical 149 2010 20 27
12. 2+ chemodosimeter AIChE Journal 56 2010 2957 2964
13. + based on tricarbocyanines Chemistry-A European Journal 16 2010 14424 14432
14. A. Ono, and H. Togashi Highly selective oligonucleotide-based sensor for mercury(II) in aqueous solutions Angewandte Chemie-International Edition 43 2004 4300 4302 (Pubitemid 39257405)
15. J. Liu, and Y. Lu Rational design of "turn-on" allosteric DNAzyme catalytic beacons for aqueous mercury ions with ultrahigh sensitivity and selectivity Angewandte Chemie-International Edition 46 2007 7587 7590 (Pubitemid 47557003)
16. M. Hollenstein, C. Hipolito, C. Lam, D. Dietrich, and D.M. Perrin A highly selective DNAzyme sensor for mercuric ions Angewandte Chemie-International Edition 47 2008 4346 4350
17. T. Li, B.L. Li, E.K. Wang, and S.J. Dong G-quadruplex-based DNAzyme for sensitive mercury detection with the naked eye Chemical Communications 2009 3551 3553
18. 2+ via induced circular dichroism of DNA wrapped around single-walled carbon nanotubes Journal of the American Chemical Society 130 2008 9190 9191 (Pubitemid 352031104)
19. 2+) in aqueous media using DNA-functionalized gold nanoparticles Angewandte Chemie-International Edition 46 2007 4093 4096 (Pubitemid 46959924)
20. C.C. Huang, Z. Yang, K.H. Lee, and H.T. Chang Synthesis of highly fluorescent gold nanoparticles for sensing mercury(II) Angewandte Chemie-International Edition 46 2007 6824 6828 (Pubitemid 47425796)
21. 2+) using DNA/nanoparticle conjugates Journal of the American Chemical Society 130 2008 3244 3245 (Pubitemid 351456001)
22. G.K. Darbha, A.K. Singh, U.S. Rai, E. Yu, H.T. Yu, and P.C. Ray Selective detection of mercury (II) ion using nonlinear optical properties of gold nanoparticles Journal of the American Chemical Society 130 2008 8038 8043 (Pubitemid 351875080)
23. + interactions Chemical Communications 46 2010 961 963
24. B.R. White, H.M. Liljestrand, and J.A. Holcombe A 'turn-on' FRET peptide sensor based on the mercury binding protein MerP Analyst 133 2008 65 70 (Pubitemid 350265597)
25. P. Chen, and C. He A general strategy to convert the MerR family proteins into highly sensitive and selective fluorescent biosensors for metal ions Journal of the American Chemical Society 126 2004 728 729 (Pubitemid 38114352)
26. 2+ Journal of the American Chemical Society 129 2007 3474 3475 (Pubitemid 46502688)
27. I.B. Kim, and U.H.F. Bunz Modulating the sensory response of a conjugated polymer by proteins: an agglutination assay for mercury ions in water Journal of the American Chemical Society 128 2006 2818 2819
28. X.S. Ren, and Q.H. Xu Highly sensitive and selective detection of mercury ions by using oligonucleotides, DNA intercalators, and conjugated polymers Langmuir 25 2009 29 31
29. X.F. Liu, Y.L. Tang, L.H. Wang, J. Zhang, S.P. Song, and C.H. Fan Optical detection of mercury(II) in aqueous solutions by using conjugated polymers and label-free oligonucleotides Advanced Materials 19 2007 1471 1474 (Pubitemid 47153149)
30. C.J. Hawker, and K.L. Wooley The convergence of synthetic organic and polymer chemistries Science 309 2005 1200 1205 (Pubitemid 41170906)
31. H.C. Kolb, and K.B. Sharpless The growing impact of click chemistry on drug discovery Drug Discovery Today 8 2003 1128 1137 (Pubitemid 37547919)
32. M. Meldal, and C.W. Tornoe Cu-catalyzed azide-alkyne cycloaddition Chemical Reviews 108 2008 2952 3015
33. J.E. Moses, and A.D. Moorhouse The growing applications of click chemistry Chemical Society Reviews 36 2007 1249 1262
34. Y.J. Li, J.C. Huffman, and A.H. Flood Can terdentate 2,6-bis(1,2,3- triazol-4-yl) pyridines form stable coordination compounds? Chemical Communications 2007 2692 2694 (Pubitemid 47000794)
35. + based on bis-triazole-coupled polyoxyethylenes in MeOH solution European Journal of Organic Chemistry 2009 6360 6366
36. D.M. Nguyen, A. Frazer, L. Rodriguez, and K.D. Belfield Selective fluorescence sensing of zinc and mercury ions with hydrophilic 1,2,3-triazolyl fluorene probes Chemistry of Materials 22 2010 3472 3481
37. 2+ ion and their logic gate behaviour Tetrahedron Letters 50 2009 5842 5845
38. 3+ sensor Chemical Communications 46 2010 4499 4501
39. 3+ ion Organic Letters 12 2010 560 563
40. S.M. Brombosz, A.L. Appleton, A.J. Zappas, and U.H.F. Bunz Water-soluble benzo- and naphtho-thiadiazole-based bistriazoles and their metal-binding properties Chemical Communications 46 2010 1419 1421
41. K. Varazo, F. Xie, D. Gulledge, and Q. Wang Synthesis of triazolyl anthracene as a selective fluorescent chemosensor for the Cu(II) ion Tetrahedron Letters 49 2008 5293 5296
42. D. Schweinfurth, K.I. Hardcastle, and U.H.F. Bunz 1,3-Dipolar cycloaddition of alkynes to azides. Construction of operationally functional metal responsive fluorophores Chemical Communicatioins 2008 2203 2205 (Pubitemid 351944580)
43. K.C. Chang, I.H. Su, A. Senthilvelan, and W.S. Chung Triazole-modified calix[4]crown as a novel fluorescent on-off switchable chemosensor Organic Letters 9 2007 3363 3366
44. 2+ Journal of Organic Chemistry 73 2008 8212 8218
45. E. Tamanini, K. Flavin, M. Motevalli, S. Piperno, L.A. Gheber, and M.H. Todd Cyclam-based "clickates": homogeneous and heterogeneous fluorescent sensors for Zn(II) Inorganic Chemistry 49 2010 3789 3800
46. B. Colasson, M. Save, P. Milko, J. Roithova, D. Schroder, and O. Reinaud A ditopic calix[6]arene ligand with N-methylimidazole and 1,2,3-triazole substituents: synthesis and coordination with Zn(II) cations Organic Letters 9 2007 4987 4990
47. S. Huang, R.J. Clark, and L. Zhu Highly sensitive fluorescent probes for zinc ion based on triazolyl-containing tetradentate coordination motifs Organic Letters 9 2007 4999 5002
48. O. David, S. Maisonneuve, and J. Xie Generation of new fluorophore by Click chemistry: synthesis and properties of beta-cyclodextrin substituted by 2-pyridyl triazole Tetrahedron Letters 48 2007 6527 6530 (Pubitemid 47243751)
49. V. Souchon, S. Maisonneuve, O. David, I. Leray, J. Xie, and B. Valeur Photophysics of cyclic multichromophoric systems on β-cyclodextrin and calix[4]arene with appended pyridin-2'-yl-1,2,3-triazloe groups Photochemical Photobiological Sciences 7 2008 1323 1331
50. S. Maisonneuve, Q. Fang, and J. Xie Benzothiadiazoyl-triazoyl cyclodextrin: a selective fluoroionophore for Ni(II) Tetrahedron 64 2008 8716 8720
51. 2+ based on amino acids tethered benzothiadiazoyl-bistriazoles Frontiers of Chemistry in China 5 2010 208 213
52. L. Garcia, S. Maisonneuve, J. Xie, R. Guillot, P. Dorlet, and E. Rivire Sugars to control ligand shape in metal complexes: conformationally constrained glycoligands with a predetermination of stereochemistry and a structural control Inorganic Chemistry 49 2010 7282 7288
53. T. Stuchbury, M. Shipton, R. Norris, J.P.G. Malthouse, K. Brocklehurst, and J.A.L. Herbert Reporter group delivery system with both absolute and selective specificity for thiol-groups and an improved fluorescent-probe containing 7-nitrobenzo-2-oxa-1,3-diazole moiety Biochemical Journal 151 1975 417 432
54. W. Jiang, Q.Q. Fu, H.Y. Fan, and W. Wang An NBD fluorophore-based sensitive and selective fluorescent probe for zinc ion Chemical Communications 2008 259 261 (Pubitemid 350294094)
55. B. Ramachandram, and A. Samanta Transition metal ion induced fluorescence enhancement of 4-(N, N-dimethylethylenediamino)-7-nitrobenz-2-oxa-1,3-diazole Journal of Physical Chemistry A 102 1998 10579 10587 (Pubitemid 128663845)
56. 2+-selective ON-OFF type fluoroionophore based upon cyclam Organic Letters 8 2006 371 374 (Pubitemid 43241663)
57. 2+ and its use for detection of intracellular zinc ions Tetrahedron 65 2009 2307 2312
58. 2+ fluorescent sensor derived from an intramolecular charge transfer fluorophore and its in vitro and in vivo application Journal of the American Chemical Society 131 2009 1460 1468
59. C. Li, E. Henry, N.K. Mani, J. Tang, J.C. Brochon, and E. Deprez Click chemistry to fluorescent amino esters: synthesis and spectroscopic studies European Journal of Organic Chemistry 2010 2395 2405