Advanced SearchSearch Tips
Syntheses and Ion Selectivities of Dimeric Rhodamine 6G Chemosensors
facebook(new window)  Pirnt(new window) E-mail(new window) Excel Download
 Title & Authors
Syntheses and Ion Selectivities of Dimeric Rhodamine 6G Chemosensors
Chang, Seung Hyun; Choi, Jin-Wook; Chung, Kwang-Bo;
  PDF(new window)
Novel rhodamine 6G fluorescent chemosensors 1 and 2 for the detection of transition metal cations were synthesized through the condensation of rhodamine 6G ethylenediamine with each of 2-hydroxy-1-naphthaldehyde and 2,6-pyridinedicarbaldehyde, respectively. 1 and 2 were characterized using NMR, NMR and mass spectroscopy. Fluorometric and colorimetric measurements involving various metal ions revealed the ring opening of the rhodamine 6G spirocycle framework. In the absence of metal cations, 2 was colorless and non-fluorescent, whereas the addition of metal cations ( and others) changed the color to pink, accompanied by the appearance of an orange fluorescence. The chemosensors exhibited high selectivity for over other divalent first-row transition metals. The complexes of with 1 and 2 were successfully isolated. A huge enhancement in the fluorescence for both one- and two-photon excitations makes these compounds suitable candidates to be used for fluorescent labeling of biological systems.
Rhodamine 6G;Fluorescent;Colorimetric;Chemosensor;Mercury;
 Cited by
Boening, D. W., 2000, Ecological effects, transport, and fate of mercury: a general review, 40: 1335-1351. crossref(new window)

Chang, S. H., Choi, J. W., Chung, K. B., 2012, Synthesis of Crown Ether chemosensor containing Rhodamine selectivity on $Fe^{3+}$. Ksist, 2: 20-26.

Chang, S. H., Kim, J. Y., 1994, Synthesis of novel bis-crown ether(I):crown ethers with siloxane moiety, J Kor Chem Soc, 38: 377-381.

Czarnik, A. W., Desvergne, J. P., 1995, Chemosensors of ion and molecule recognition. Chem Biol, 492: 245.

De silva, A. P., Gunaratne, H. Q. N., Gunnlaugsson, T., Huxley, A. J. M., McCoy, C. P., Rademacher, J. T., Rice, T. E, 1997, Signaling recognition events with fluorescent sensors and switches. Chem Rev, 97: 1515-1566. crossref(new window)

Huang, Z. B., Kang, T. J., Chang, S. H., 2005, The synthesis of unique structures of tetra-crown ethers through Michael addition. Tetrehedron Lett, 46: 3461-3464. crossref(new window)

Huang, Z. B., Chang, S. H., 2005, Synthesis and characterization of novel ionophores of double-armed pentacrown ether. Tetrahedron Lett, 46: 5351-5355. crossref(new window)

Huang, Z. B., Chang, S. H., 2005, Synthesis of Unique ionophoress of penta-crown ethers. Syn Lett: 2257-2259.

Johnsson, N., Johnsson, K., 2007, Chemical tools for biomolecular imaging. ACS Chem Biol: 2, 31-38. crossref(new window)

Kumar, N., 2006, Copper deficiency myelopathy 81. Mayo Clinic Proceedings: 1371-1384.

Lee, M. H., Kim, H. J., Yoon, S., Park, N., Kim. J. S., 2008, Metal ion induced FRET OFF-N in tren/dansylappended rhodamine. Org Lett, 10: 213-216.

Myers, G. J., Davidson, P, W., Weis. B., 2004, SMDJ Seychelles Med Dent J 7: 132.

Malm, O., 1998, Gold mining as a source of mercury exposure in the Brazilian Amazon. Environ Res, 77: 73-78. crossref(new window)

Renzoni, A., Zino, F., Franchi, E., 1998, Mercury levels along the food chain and risk for exposed populations. Environ Res, 77: 68-72. crossref(new window)

Valeurand, B., Leray, I., 2000, Design principles of fluorescent molecular sensors for cation recognition. Coord Chem Rev, 205: 3-40. crossref(new window)

Wu, J. S., Hwang, I. C., Kim, K. S., Kim, J. S., 2007, Rhodamine-based $Hg^{2+}$-selective chemodosimeter in aqueous solution: luorescent OFF-N. Org Lett, 9: 907-910. crossref(new window)

Xiang, Y., Tong, A., 2006, A new rhodamine-based chemosensor exhibiting selective Fe(III)-amplified fluorescence. Org Lett, 8: 1549-1552. crossref(new window)

Xiang, Y., Tong. A., Jin, P., Ju, Y., 2006, New fluorescent rhodamine hydrazone chemosensor for Cu2$Cu^{2+}$th high selectivity and sensitivity. Org Lett, 8: 2863-2866. crossref(new window)

Yang, Y. K., Yook, K. J., Tae, J. S., 2005, A rhodaminebased fluorescent and colorimetric chemodosimeter for the rapid detection of $Hg^{2+}$ ions in aqueous media. J Am Chem Soc, 127: 16760-16761. crossref(new window)

Zheng, H., Qian, Z. H., Xu, L., Yuan, F. F., Lan. L. D., Xu, J. G., 2006, Switching the recognition preference of rhodamine B spirolactam by replacing one atom: Design of rhodamine B thiohydrazide for recognition of Hg(II) in aqueous solution. Org Lett, 8: 859-861. crossref(new window)