A new multifunctional Schiff base as a fluorescence sensor for Al3+ and a colorimetric sensor for CN− in aqueous media: An application to bioimaging

Dalton Transactions

Volumn 43, Issue 18, 2014, Pages 6650-6659

  Lee, Seul Ah ^a   You, Ga Rim ^a   Choi, Ye Won ^a   Jo, Hyun Yong ^a   Kim, Ah Ram ^a   Noh, Insup ^a   Kim, Sung Jin ^b   Kim, Youngmee ^b   Kim, Cheal ^a  

^a Seoul National University of Science and Technology   (South Korea)

^b Ewha Womans University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

ALUMINUM; CYANIDE; FLUORESCENT DYE; SCHIFF BASE; WATER;

CELL CULTURE; CHEMISTRY; COLORIMETRY; FIBROBLAST; HUMAN; PROCEDURES; X RAY CRYSTALLOGRAPHY;

ALUMINUM; CELLS, CULTURED; COLORIMETRY; CRYSTALLOGRAPHY, X-RAY; CYANIDES; FIBROBLASTS; FLUORESCENT DYES; HUMANS; SCHIFF BASES; WATER;

EID: 84898031772     PISSN: 14779226     EISSN: 14779234     Source Type: Journal    
DOI: 10.1039/c4dt00361f     Document Type: Article

References (103)

1. S. Goswami, S. Paul, A. Manna: RSC Adv., (2013), 3: 10639-10643.
2. A. Sahana, A. Benerjee, S. Lohar, A. Banik, S.K. Mukhopadhyay, D.A. Safin, M.G. Babashkina, M. Bolte, Y. Garcia, D. Das: Dalton Trans., (2013), 42: 13311-13314.
3. E. Delhaize, P. Ryan: Plant Physiol., (1995), 107: 315-321.
4. D.L. Godbold, E. Fitz, A. Huttermann: Proc. Natl. Acad. Sci. U.S.A., (1988), 85: 3888-3892.
5. Z. Liao, Z. Yang, Y. Li, B. Wang, Q. Zhou: Dyes Pigm., (2013), 97: 124-128.
6. D.P. Perl, A.R. Brody: Science, (1980), 208: 297-299.
7. T. Han, X. Feng, B. Tong, J. Shi, L. Chen, J. Zhi, Y. Dong: Chem. Commun., (2012), 48: 416-418.
8. N.E.W. Alstad, B.M. Kjelsberg, L.A. Vøllestad, E. Lydersen, A.B.S. Poléo: Environ. Pollut., (2005), 133: 333-342.
9. S. Das, A. Sahana, A. Banerjee, S. Lohar, D.A. Safin, M.G. Babashkina, M. Bolte, Y. Garcia, I. Hauli, S.K. Mukhopadhyay, D. Das: Dalton Trans., (2013), 42: 4757-4763.
10. X. Jiang, B. Wang, Z. Yang, Y. Liu, T. Li, Z. Liu: Inorg. Chem. Commun., (2011), 14: 1224-1227.
11. E. Altschuler: Med. Hypotheses, (1999), 53: 22-23.
12. B. Wang, W. Xing, Y. Zhao, X. Deng: Environ. Toxicol. Pharmacol., (2010), 29: 308-313.
13. J.R. Walton: NeuroToxicology, (2006), 27: 385-394.
14. S. Polizzi, E. Pira, M. Ferrara, M. Bugiani, A. Papaleo, R. Albera, S. Palmi: NeuroToxicology, (2002), 23: 761-774.
15. H.E. Witters, S. VanPuymbroeck, A.H.X. Stouthart, S.E.W. Bonga: Environ. Toxicol. Chem., (1996), 15: 986-996.
16. J.L. Yang, L. Zhang, Y.Y. Li, J.F. You, P. Wu, S.J. Zheng: Ann. Bot., (2006), 97: 579-584.
17. L.V. Kochian, O.A. Hoekenga, M.A. Piñeros: Annu. Rev. Plant Biol., (2004), 55: 459-493.
18. A.B.S. Poléo, K. Østbye, S.A. Øxnevad, R.A. Andersen, E. Heibo, L.A. Vøllestad: Environ. Pollut., (1997), 96: 129-139.
19. S. Kim, J.Y. Noh, K.Y. Kim, J.H. Kim, H.K. Kang, S. Nam, S.H. Kim, S. Park, C. Kim, J. Kim: Inorg. Chem., (2012), 51: 3597-3602.
20. L. Basabe-Desmonts, D.N. Reinhoudt, M. Crego-Calama: Chem. Soc. Rev., (2007), 26: 993-1017.
21. M. Zhang, Y.Q. Liu, B.C. Ye: Chem.–Eur. J., (2012), 18: 2507-2513.
22. X. Sun, Y.W. Wang, Y. Peng: Org. Lett., (2012), 14: 3420-3423.
23. J. Lee, H. Kim, S. Kim, J.Y. Noh, E.J. Song, C. Kim, J. Kim: Dyes Pigm., (2013), 96: 590-594.
24. J.L. Way: Annu. Rev. Pharmacol. Toxicol., (1984), 24: 451-481.
25. R.A. Anderson, W.A. Harland: Med. Sci. Law, (1982), 22: 35-40.
26. C.E. Becker: Vet. Hum. Toxicol., (1985), 27: 487-490.
27. J. Zamecnik, J. Tam: Anal. Toxicol., (1987), 11: 47-48.
28. B.C. Levin, P.R. Rechani, J.L. Gurman, F. Landron, H.M. Clark, M.F. Yoklavich, J.R. Rodriguez, L. Dros, F. Mattos de Cabrera, S.J. Kaye: Forensic Sci. Int., (1990), 35: 151-168.
29. K. Matsubara, A. Akane, C. Maeda, H. Shiono: Forensic Sci. Int., (1990), 46: 203-208.
30. R.W.J. Mayes: Forensic Sci. Int., (1991), 36: 179-184 http://www.epa.gov/safewater/mcl.html-mcls.
31. X. Lou, J. Qin, Z. Li: Analyst, (2009), 134: 2071-2075.
32. G.C. Miller, C.A. Pritsos: Proc. TMS Ann. Meet., (2001), 73-81.
33. Y. Tsui, S. Devaraj, Y. Yen: Sens. Actuators, B, (2012), 161: 510-519.
34. J. Xu, K. Liu, D. Di, S. Shao, Y. Guo: Inorg. Chem. Commun., (2007), 10: 681-684.
35. C. Suksai, T. Tuntulani: Chem. Soc. Rev., (2003), 32: 192-202.
36. S.L. Wiskur, H. Aithaddou, J.J.V. Lavigne, E. Anslyn: Acc. Chem. Res., (2001), 34: 963-972.
37. H.G. Loehr, F. Vogtle: Acc. Chem. Res., (1985), 18: 65-72.
38. Y. Sun, Y.L. Liu, W. Guo: Sens. Actuators, B, (2009), 143: 171-176.
39. Z. Xu, X. Chen, H.N. Kim, J. Yoon: Chem. Soc. Rev., (2010), 39: 127-137.
40. K. Lee, H. Kim, G. Kim, I. Shin, J. Hong: Org. Lett., (2008), 10: 49-51.
41. M. Tomasolu, F.M. Raymo: Org. Lett., (2005), 7: 4633-4636.
42. C.F. Chow, M.H.W. Lam, W. Wong: Inorg. Chem., (2004), 43: 8387-8393.
43. D. Felscher, M. Wulfmeyer: J. Anal. Toxicol., (1998), 22: 363-366.
44. J.V. Ros-Lis, R. Martínez-Máñez, J. Soto: Chem. Commun., (2002), 2248-2249.
45. A.P. de Silva, H.Q.N. Gunaratne, T. Gunnlaugsson, A.J.M. Huxley, C.P. McCoy, J.T. Rademacher, T.E. Rice: Chem. Rev., (1997), 97: 1515-1566.
46. S. Park, K. Hong, J. Hong, H. Kim: Sens. Actuators, B, (2012), 174: 140-144.
47. J. Kang, E.J. Song, H. Kim, Y. Kim, Y. Kim, S. Kim, C. Kim: Tetrahedron Lett., (2013), 54: 1015-1019.
48. Y. Lin, J. Zheng, Y. Tsui, Y. Yen: Spectrochim. Acta, Part A, (2011), 79: 1552-1558.
49. H.Y. Li, R.A. Lalancette, F. Jäkle: Chem. Commun., (2011), 47: 9378-9380.
50. E. Tomat, S.J. Lippard: Inorg. Chem., (2010), 49: 9113-9115.
51. G.V. Zyryanov, M.A. Palacios, P. Anzenbacher,: Angew. Chem., Int. Ed., (2007), 46: 7849-7852.
52. S.O. Kang, J.M. Llinares, V.W. Day, K. Bowman-James: Chem. Soc. Rev., (2010), 39: 3980-4003.
53. R. Hu, J. Feng, D.H. Hu, S.Q. Wang, S.Y. Li, Y. Li, G.Q. Yang: Angew. Chem., Int. Ed., (2010), 49: 4915-4918.
54. J. Yoon, S. Kim, N.J. Singh, K.S. Kim: Chem. Soc. Rev., (2006), 35: 355-360.
55. D. Buccella, J.A. Horowitz, S.J. Lippard: J. Am. Chem. Soc., (2011), 133: 4101-4114.
56. Z.C. Xu, K.H. Baek, H.N. Kim, J.N. Cui, X.H. Qian, D.R. Spring, I. Shin, J.Y. Yoon: J. Am. Chem. Soc., (2010), 132: 601-610.
57. L. Xue, G.P. Li, D.J. Zhu, Q. Liu, H. Jiang: Inorg. Chem., (2012), 51: 10842-10849.
58. Z.J. Guo: Coord. Chem. Rev., (2004), 248: 205-229.
59. Y. Li, Q. Zhao, H. Yang, S. Liu, X. Liu, Y. Zhang, T. Hu, J. Chen, Z. Chang, X. Bu: Analyst, (2013), 138: 5486-5494.
60. A. Liu, L. Yang, Z. Zhang, Z. Zhang, D. Xu: Dyes Pigm., (2013), 99: 472-479.
61. P.L. Gentili: Chem. Phys., (2007), 336: 64-73.
62. Q. Zeng, P. Cai, Z. Li, J. Qin, B.Z. Tang: Chem. Commun., (2008), 1094-1096.
63. Y.H. Kim, J.I. Hong: Chem. Commun., (2002), 512-513.
64. L. Shang, L.H. Jin, S.J. Dong: Chem. Commun., (2009), 3077-3079.
65. N. Narayanaswamy, T. Govindaraju: Sens. Actuators, B, (2012), 161: 304-310.
66. D. Maity, A.K. Manna, D. Karthigeyan, T.K. Kundu, S.K. Pati, T. Govindaraju: Chem.–Eur. J., (2011), 17: 11152-11161.
67. Y.J. Na, I.H. Hwang, H.Y. Jo, S.A. Lee, G.J. Park, C. Kim: Inorg. Chem. Commun., (2013), 35: 342-345.
68. J.Y. Noh, S. Kim, I.H. Hwang, G.Y. Lee, J. Kang, S.H. Kim, J. Min, S. Park, C. Kim: Dyes Pigm., (2013), 99: 1016-1021.
69. Y. Sun, G. Wang, W. Guo: Tetrahedron, (2009), 65: 3480-3485.
70. C. Chen, Y. Chen, C. Chen, S. Sun: Org. Lett., (2006), 8: 5053-5056.
71. H. Niu, D. Su, X. Jiang, W. Yang, Z. Yin, J. He, J. Cheng: Org. Biomol. Chem., (2008), 6: 3038-3040.
72. J.H. Kim, I.H. Hwang, S.P. Jang, J. Kang, S. Kim, I. Noh, Y. Kim, C. Kim, R.G. Harrison: Dalton Trans., (2013), 42: 5500-5507.
73. S. Ameer-Beg, S.M. Ormson, R.G. Brown, P. Matousek, M. Towrie, E.T.J. Nibbering, P. Foggi, F.V.R. Neuwahl: J. Phys. Chem. A, (2001), 105: 3709-3718.
74. A. Weller: Z. Elektrochem., (1956), 60: 1144-1147.
75. W. Chen, Y. Xing, Y. Pang: Org. Lett., (2011), 13: 1362-1365.
76. S. Lim, J. Seo, S.Y. Park: J. Am. Chem. Soc., (2006), 128: 14542-14547.
77. D. Maity, T. Govindaraju: Eur. J. Inorg. Chem., (2011), 5479-5485.
78. J. Wu, W. Liu, X. Zhuang, F. Wang, P. Wang, S. Tao, X. Zhang, S. Wu, S. Lee: Org. Lett., (2007), 9: 33-36.
79. Y.K. Jang, U.C. Nam, H.L. Kwon, I.H. Hwang, C. Kim: Dyes Pigm., (2013), 99: 6-13.
80. S. Sen, T. Mukherjee, B. Chattopadhyay, A. Moirangthem, A. Basu, J. Marek, P. Chattopadhyay: Analyst, (2012), 137: 3975-3981.
81. C. Chen, D. Liao, C. Wan, A. Wu: Analyst, (2013), 138: 2527-2530.
82. M. Tarek, M. Zaki, L.F.M. Esmail, A.Y. El-Sayed: Fresenius’ Z. Anal. Chem., (1988), 331: 607-610.
83. B. Bodenant, F. Fages, M. Delville: J. Am. Chem. Soc., (1998), 120: 7511-7519.
84. D. Maity, T. Govindaraju: Chem. Commun., (2012), 48: 1039-1041.
85. H. Rojas-Saenz, G.V. Suarez-Moreno, I. Ramos-Garcia, A.M. Duarte-Hernandez, E. Mijangos, A. Pena-Hueso, R. Contreras, A. Flores-Parra: New J. Chem., (2014), 38: 391.
86. W. Ding, W. Cao, X. Zheng, D. Fang, W. Wong, L. Jin: Inorg. Chem., (2013), 52: 7320-7322.
87. S. Das, M. Dutta, D. Das: Anal. Methods, (2013), 5: 6262.
88. C. Li, X. Zhang, Y. Dong, Q. Ma, Z. Han, Y. Zhao, G. Shwn, R. Yu: Anal. Chim. Acta, (2008), 616: 214-221.
89. G. Grynkiewicz, M. Poenie, R.Y. Tsein: J. Biol. Chem., (1985), 260: 3440-3450.
90. D. Maity, T. Govindaraju: Chem.–Eur. J., (2011), 17: 1410-1414.
91. Y. Liu, C. Chen, A. Wu: Analyst, (2012), 137: 5201.
92. A. Sahana, A. Benerjee, S. Das, S. Lohar, D. Karak, B. Sarkar, S.K. Mukhopadhyay, A.K. Mukherjee, D. Das: Org. Biomol. Chem., (2011), 9: 5523.
93. L. Wang, H. Li, D. Cao: Sens. Actuators, B, (2013), 181: 749-755.
94. D. Karak, S. Lohar, A. Sahana, S. Guha, A. Banerjee, D. Das: Anal. Methods, (2012), 4: 1906-1908.
95. D. Karak, S. Lohar, A. Banerjee, A. Sahana, I. Hauli, S.K. Mukhopadhyay, J.S. Matalobos, D. Das: RSC Adv., (2012), 2: 12447-12454.
96. Y. Chen, Y. Mi, Q.X.J. Xiang, H. Fan, X. Luo, S. Xia: Anal. Methods, (2013), 5: 4818-4823.
97. K.B. Kim, H. Kim, E.J. Song, S. Kim, I. Noh, C. Kim: Dalton Trans., (2013), 42: 16569-16577.
98. Y. Tsui, S. Devaraj, Y. Yen: Sens. Actuators, B, (2012), 161: 510.
99. N. Kumari, S. Jha, S. Bhattacharya: J. Org. Chem., (2011), 76: 8215-8222.
100. L. Li, F. Liu, H. Li: Spectrochim. Acta, Part A, (2011), 79: 1688-1692.
101. P. Xie, F. Guo, S. Yang, D. Yao, G. Yang, L. Xie: J. Fluoresc., (2013), 10.1007/s10895-013-1316-5.
102. K.C. Song, H. Kim, K.M. Lee, Y.S. Lee, Y. Do, M.H. Lee: Sens. Actuators, B, (2013), 176: 850-857.
103. S. Maruyama, K. Kikuchi, T. Hirano, Y. Urano, T. Nagano, A. Novel: J. Am. Chem. Soc., (2002), 124: 10650-10651.