A fluorescent chemodosimeter for Hg2+based on a spirolactam ring-opening strategy and its application towards mercury determination in aqueous and cellular media

Journal of Fluorescence

Volumn 24, Issue 1, 2014, Pages 67-74

  Kumar, Kempahanumakkagaari Suresh ^a   Ramakrishnappa, Thippeswamy ^a   Balakrishna, R Geetha ^a   Pandurangappa, Mallingappagari ^b  

^a JAIN UNIVERSITY   (India)

^b BANGALORE UNIVERSITY   (India)

Author keywords

Chemodosimeter; Fluorescence imaging; Hg2+ ions; Naked eye sensor

Indexed keywords

FLUORESCENT DYE; HYDRAZINE DERIVATIVE; LACTAM; MERCURY; RHODAMINE; RHODAMINE B HYDRAZIDE; SPIRO COMPOUND; WATER;

ARTICLE; CHEMISTRY; HUMAN; MCF 7 CELL LINE; SPECTROFLUOROMETRY; SYNTHESIS;

FLUORESCENT DYES; HUMANS; HYDRAZINES; LACTAMS; MCF-7 CELLS; MERCURY; RHODAMINES; SPECTROMETRY, FLUORESCENCE; SPIRO COMPOUNDS; WATER;

EID: 84894542727     PISSN: 10530509     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10895-013-1271-1     Document Type: Article

References (49)

1. Fitzgerald WF, Lamborg CH, Hammerschmidt CR (2007) The marine inorganic carbon cycle. Chem Rev 107(2):641-662
2. Harris HH, Pickering I, George GN (2003) The chemical form of mercury in fish. Science 301(29):1203-1203
3. US EPA (2005) Regulatory impact analysis of the clean air mercury rule final report. EPA-452/R-05-003, Research Triangle Park
4. Nolan EM, Lippard SJ (2008) Tools and tactics for the optical detection of mercuric ion. Chem Rev 108(9):3443-3480
5. Kuwabara JS, Arai Y, Topping BR, Pickering IJ, George GN (2007) Mercury speciation in piscivorous fish from mining-impacted reservoirs. Environ Sci Technol 41(8):2745-2749
6. 2+: well-resolved emission spectra and unique specificity. Anal Chem 81(24):9993-10001
7. Guo LQ, Hu H, Sun RQ, Chen GN (2009) Highly sensitive fluorescent sensor for mercury ion based on photoinduced charge transfer between fluorophore and π-stacked T-Hg(II)-T base pairs. Talanta 79(3):775-779
8. 2+ in aqueous solution with mercury- specific DNA and Sybr green. Chem Commun 39:4759-4761
9. 2+. Talanta 76(1):9-14
10. Zhao Y, Zhong Z (2006) Tuning the sensitivity of a foldamer-based mercury sensor by its folding energy. J Am Chem Soc 128(31):9988-9989
11. 2+ based on coumarin azine derivative. Sensors Actuators B 128(2):507-511
12. 2 core/shell nanoparticles. Analyst 135(7):1551-1555
13. Lakowicz JR (2006) Principles of fluorescence spectroscopy, vol 3, 3rd edn. Springer, NY, pp 68-69
14. Yang YK, Cho HJ, Lee J, Shin I, Tae J (2009) A rhodamine-hydroxamic acid-based fluorescent probe for hypochlorous acid and its applications to biological imagings. Org Lett 11(4):859-861
15. Chen X, Wang X, Wang S, Shi W, Wang K, Ma H (2008) A highly selective and sensitive fluorescence probe for the hypochlorite anion. Chem Eur J 14(15):4719-4724
16. Chen X, Lee KA, Ha E-M, Lee KM, Seo YY, Choi HK, Kim HN, Kim MJ, Cho CS, Lee SY, Lee WJ, Yoon J (2011) A specific and sensitive method for detection of hypochlorous acid for the imaging of microbe- induced HOCl production. Chem Commun 47(15):4373-4375
17. Zhan XQ, Yan JH, Su JH, Wang YC, He J, Wang SY, Zheng H, Xu JG (2010) Thiospirolactone as a recognition site: rhodamine B-based fluorescent probe for imaging hypochlorous acid generated in human neutrophil cells. Sensors Actuators B 150(2):774-780
18. 2+: selectivity, sensitivity, and resistance to Cys and GSH. Org Lett 12(3):476-479
19. 2+ in aqueous media and living organism. Org Lett 11(13):2740-2743
20. 2+ based on a rhodamine-coumarin conjugate. Anal Chim Acta 663(1):85-90
21. Chatterjee A, Santra M, Won N, Kim S, Kim JK, Kim SB, Ahn KH (2009) Selective fluorogenic and chromogenic probe for detection of silver ions and silver nano particles in aqueous media. J Am Chem Soc 131(6):2040-2041
22. 2+ in natural water and living cells. J Environ Monit 11(2):330-335
23. Wang JB, Qian XH (2006) A series of polyamide receptor based PET fluorescent sensor molecules: positively cooperative Hg2+ ion binding with high sensitivity. Org Lett 8(17):3721-3724
24. Zhang M, Yu MX, Li FY, Zhu MW, Li MY, Gao YH, Li L, Liu ZQ, Zhang JP, Yi T, Huang CH (2007) A highly selective fluorescence turn-on sensor for cysteine/homocysteine and its application in bioimaging. J Am Chem Soc 129(34):10322-10323
25. 2+-responsive probe, operating above 500 nm. J Am Chem Soc 125(12):3418-3419
26. Nolan EM, Lippard SJ (2003) A "turn-on" fluorescent sensor for the selective detection of mercuric ion in aqueous media. J Am Chem Soc 125(47):14270-14271
27. 2+ in neutral buffer aqueous solution. J Am Chem Soc 126(8):2272-2273
28. 2+ in aqueous environment based on 1,4-disubstituted azines. J Am Chem Soc 127(45):15666-15667
29. 2+ ions. Angew Chem Int Ed 44(28):4405-4407
30. 2+-selective chemodosimeter derived from 8-hydroxyquinoline. Org Lett 8(16):3413-3416
31. Yoon S, Miller EW, He Q, Do PH, Chang CJ (2007) A bright and specific fluorescent sensor for mercury in, cells, and tissue. Angew Chem Int Ed 46(35):6658-6661
32. Xiaolin Z, Yi X, Xuhong Q (2008) A ratiometric fluorescent probe based on FRET for imaging Hg2+ ions in living cells. Angew Chem Int Ed 47(42):8025-8029
33. 2+ selective fluorescent chemosensor based on rhodamine B thiohydrazide and its application in bioimaging. Anal Methods 4:2369-2374
34. 2+ selective ratiometric fluorescent chemodosimeter based on an intramolecular FRET mechanism. J Fluoresc 18:1187-1192
35. 3+ in aqueous media. Chem Commun 48:1659-1661
36. 2+ and biothiols using naphthalimide-rhodamine dyads. Org Biomol Chem 10:8076-8081
37. Bag B, Pal A (2011) Rhodamine-based probes for metal ion-induced chromo-/fluorogenic dual signaling and their selectivity towards Hg (II) ion. Org Biomol Chem 9(2):4467-4480
38. Xiaoqiang C, Tuhin P, Fang W, Jong S, Juyoung Y (2012) Fluorescent chemosensors based on spiroring-opening of xanthenes and related derivatives. Chem Rev 112(3):1910-1956
39. de Silva AP, Nimal Gunaratne HQ, Gunnlaugsson T, Huxley AJM, McCoy CP, Rademacher JT, Rice TE (1997) Signaling water recognition events with fluorescent sensors and switches. Chem Rev 97(5):1515-1566
40. Job P (1928) Formation and stability of inorganic complexes in solution. Ann Chim Phys 9:113-203
41. Wen S, Shuna S, Xiaohua L, Huimin M (2010) Imaging different interactions of mercury and silver with live cells by a designed fluorescence probe rhodamine B selenolactone. Inorg Chem 49(3):1206-1210
42. 2+ ions in living cells. Angew Chem Int Ed 47(42):8025-8029
43. Fischer M, Georges J (1996) Fluorescence quantum yield of rhodamine 6G in ethanol as a function of concentration using thermal lens spectrometry. Chem Phys Lett 260(1-2):115-118
44. 2+ in natural water and different monitoring. Environ Inorg Chem 31(18):3796-3804
45. Malingappa P, Kempahanumakkagari SK (2011) Micellar mediated trace level mercury quantification through the rhodamine B hydrazide spirolactam ring opening process. Anal Methods 3:715-723
46. Virginie D, Francis F, Anthony WC (1997) A long-wavelength fluorescent chemodosimeter selective for Cu (II) ion in water. J Am Chem Soc 119:7386-7387
47. 2+ in natural water and different monitoring environments. Inorg Chem 47(16):7190-7201
48. 2+ in DMF aqueous media. Inorg Chem 46(5):1538-1540
49. Dobler IW, Canstein HV, Li Y, Timmis KN, Deckwer WD (2000) Removal of mercury from chemical waste water by microorganisms in technical scale. Environ Sci Technol 34(21):4628-4634