A coumarin-based fluorescent chemosensor for Zn 2+ in aqueous ethanol media

Journal of Fluorescence

Volumn 20, Issue 4, 2010, Pages 851-856

  Su, Zhuan ^a   Chen, Kangyu ^a   Guo, Yuan ^a   Qi, Haiping ^a   Yang, Xiao Feng ^a   Zhao, Minglei ^a  

^a NORTHWEST UNIVERSITY   (China)

Author keywords

Chemosensor; Coumarin; Photoinduced electron transfer; Zinc(II) ion

Indexed keywords

AQUEOUS ETHANOL; CHEMOSENSOR; COUMARIN; DETECTION LIMITS; EMISSION ENHANCEMENT; FLUORESCENCE EMISSION; PHOTO-INDUCED ELECTRON TRANSFER; WATER SAMPLES;

ELECTRON TRANSITIONS; ETHANOL; FLUORESCENCE; METAL IONS; ZINC COMPOUNDS;

ZINC;

ALCOHOL; COUMARIN; COUMARIN DERIVATIVE; WATER; ZINC;

ARTICLE; CHEMICAL ANALYSIS; CHEMISTRY; ELECTRON TRANSPORT; INSTRUMENTATION; PH; PHOTOCHEMISTRY; SPECTROFLUOROMETRY;

CHEMISTRY TECHNIQUES, ANALYTICAL; COUMARINS; ELECTRON TRANSPORT; ETHANOL; HYDROGEN-ION CONCENTRATION; PHOTOCHEMICAL PROCESSES; SPECTROMETRY, FLUORESCENCE; WATER; ZINC;

EID: 77955661785     PISSN: 10530509     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10895-010-0628-y     Document Type: Article

References (32)

1. JM Berg Y Shi 1996 The galvanization of biology: a growing appreciation for the roles of zinc Science 271 1081 1085 10.1126/science.271.5252.1081 10.1126/science.271.5252.1081 1:CAS:528:DyaK28Xht1GksLk%3D 8599083
2. BL Vallee KH Falchuk 1993 The biochemical basis of zinc physiology Physiol Rev 72 79 118
3. 2+ a novel ionic mediator of neural injury in brain disease Trends Pharmacol Sci 21 395 401 10.1016/S0165-6147(00)01541-8 10.1016/S0165-6147(00)01541-8 1:CAS:528: DC%2BD3cXotlerurs%3D 11050320
4. C Rensing RM Maier 2003 Issues underlying use of biosensors to measure metal bioavailability Ecotoxicol Environ Saf 56 140 147 10.1016/S0147-6513(03) 00057-5 10.1016/S0147-6513(03)00057-5 1:CAS:528:DC%2BD3sXmt1Wqu78%3D 12915147 (Pubitemid 36962791)
5. CJ Fahrni TVO Halloran 1999 Aqueous coordination chemistry of quinoline-based fluorescence probes for the biological chemistry of zinc J Am Chem Soc 121 11448 11458 10.1021/ja992709f 10.1021/ja992709f 1:CAS:528:DyaK1MXnsFymsbY%3D (Pubitemid 30010475)
6. X-A Zhang D Hayes SJ Smith S Friedle SJ Lippard 2008 New strategy for quantifying biological zinc by a modified zinpyr fluorescence sensor J Am Chem Soc 130 15788 15789 10.1021/ja807156b 10.1021/ja807156b 1:CAS:528: DC%2BD1cXhtlWqu7%2FP 18975868
7. Y Shiraishi C Ichimura T Hirai 2007 A quinoline-polyamine conjugate as a fluorescent chemosensor for quantitative detection of Zn(II) in water Tetrahedron Lett 48 7769 7773 10.1016/j.tetlet.2007.09.032 10.1016/j.tetlet. 2007.09.032 1:CAS:528:DC%2BD2sXhtFektbjK (Pubitemid 47498516)
8. K Kiyose H Kojima Y Urano T Nagano 2006 Development of a ratiometric fluorescent zinc ion probe in near-infrared region, based on Tricarbocyanine Chromophore J Am Chem Soc 128 6548 6549 10.1021/ja060399c 10.1021/ja060399c 1:CAS:528:DC%2BD28XjvFyit7Y%3D 16704241
9. 2+ in aqueous solution Bioorg Med Chem Lett 17 6425 6429 10.1016/j.bmcl.2007.10.008 10.1016/j.bmcl.2007.10.008 1:CAS:528:DC%2BD2sXht1OqsL3M 17949975 (Pubitemid 350026348)
10. 2+ and its use for detection of intracellular zinc ions Tetrahedron 65 2307 2312 10.1016/j.tet.2009.01.035 10.1016/j.tet.2009.01.035 1:CAS:528: DC%2BD1MXit1aisr8%3D
11. H-H Wang Q Gan X-J Wang L Xue S-H Liu H Jiang 2007 A water-soluble, small molecular fluorescent sensor with femtomolar sensitivity for zinc ion Org Lett 9 24 4995 4998 10.1021/ol702192m 10.1021/ol702192m 1:CAS:528:DC%2BD2sXht1Wlt73F 17956108
12. 2+ fluorescent sensor derived from 2-(Pyridin-2-yl)benzoimidazole with ratiometric sensing potential Org Lett 11 4 795 798 10.1021/ol802537c 1:CAS:528:DC%2BD1MXhtVSqsbc%3D 19199778
13. 2+ with emission in the near-infrared region Sens Actuat B 135 512 515 10.1016/j.snb.2008.09.036 10.1016/j.snb.2008.09.036
14. 2+ in aqueous ethanol Anal Chim Acta 619 75 80 10.1016/j.aca.2007.12.037 10.1016/j.aca.2007.12.037 1:CAS:528: DC%2BD1cXmvVGntr8%3D 18539177
15. 3+ in water Inorg Chem Commun 12 116 118 10.1016/j.inoche.2008.11.012 10.1016/j.inoche.2008.11.012 1:CAS:528:DC%2BD1MXht1Oquro%3D
16. Lin WY, Yuan L, Feng JB (2008) A dual-channel fluorescence-enhanced sensor for aluminum ions based on photoinduced electron transfer and excimer formation. Eur J Org Chem 3821-3825. doi: 10.1002/ejoc.200800327
17. 3+ based on hydrolysis of bis(coumarinyl) schiff base. Eur J Org Chem 2689-2692. doi: 10.1002/ejoc.200800077
18. Roussakis E, Pergantis SA, Katerinopoulos HE (2008) Coumarin-based ratiometric fluorescent indicators with high specificity for lead ions. Chem Commun (Camb.) 6221-6223. doi: 10.1039/b811569a
19. LP Du MY Li SL Zheng BH Wang 2009 Rational design of a fluorescent hydrogen peroxide probe based on the umbelliferone fluorophore Tetrahedron Lett 49 3045 3048 10.1016/j.tetlet.2008.03.063 10.1016/j.tetlet.2008.03.063
20. WY Lin L Yuan XW Cao 2008 A rational approach to emission ratio enhancement of chemodosimeters via regulation of intramolecular charge transfer Tetrahedron Lett 49 6585 6588 10.1016/j.tetlet.2008.09.029 10.1016/j.tetlet. 2008.09.029 1:CAS:528:DC%2BD1cXht1Snu7rJ
21. 2+-selective fluorescence sensor: synthesis, mechanisms, and applications in living cells J Am Chem Soc 131 2008 2012 10.1021/ja808611d 10.1021/ja808611d 1:CAS:528:DC%2BD1MXhtVejsbc%3D 19191706
22. D Ray PK Bharadwaj 2008 A coumarin-derived fluorescence probe selective for magnesium Inorg Chem 47 2252 2254 10.1021/ic702388z 10.1021/ic702388z 1:CAS:528:DC%2BD1cXjtVCqtbs%3D 18330986
23. J-S Wu W-M Liu X-Q Zhuang F Wang P-F Wang S-L Tao X-H Zhang S-K Wu S-T Lee 2007 Fluorescence turn on of coumarin derivatives by metal cations: a new signaling mechanism based on C=N isomerization Org Lett 9 1 33 36 10.1021/ol062518z 10.1021/ol062518z 1:CAS:528:DC%2BD28Xhtlansb3I 17192078
24. WY Lin L Yuan ZM Cao YM Feng LL Long 2009 A sensitive and selective fluorescent thiol probe in water based on the conjugate 1, 4-addition of thiols to a, b-unsaturated ketones Chem Eur J 15 5096 5103 10.1002/chem.200802751 10.1002/chem.200802751 1:CAS:528:DC%2BD1MXls12ksb4%3D
25. H-Y Li S Gao Z Xi 2009 A colorimetric and "turn-on" fluorescent chemosensor for Zn(II) based on coumarin Shiff-base derivative Inorg Chem Commun 12 300 303 10.1016/j.inoche.2009.01.013 10.1016/j.inoche.2009.01.013 1:CAS:528:DC%2BD1MXjslOrsbc%3D
26. LN Ferguson 1946 The synthesis of aromatic aldehydes Chem Rev 38 2 227 254 10.1021/cr60120a002 10.1021/cr60120a002 1:CAS:528:DyaH28XitVOitA%3D%3D
27. Duff JC, Bills EJ (1932) Reactions between hexamethylenetetramine and phenolic compounds. Part I. A new method for the preparation of 3- and 5-aldehydosalicylic acids. J Chem Soc 1987-1988. doi: 10.1039/jr9320001987
28. WC Vosburgh GR Cooper 1941 Complex ions I. The identification of complex ions in solution by spectrophotometric measurements J Am Chem Soc 63 437 442 10.1021/ja01847a025 10.1021/ja01847a025 1:CAS:528:DyaH3MXhtlWntQ%3D%3D
29. Y Xiang AJ Tong PY Jin Y Ju 2006 New fluorescent rhodamine hydrazone chemosensor for Cu(II) with high selectivity and sensitivity Org Lett 8 2863 2866 10.1021/ol0610340 10.1021/ol0610340 1:CAS:528:DC%2BD28XltlSnurk%3D 16774276 (Pubitemid 44085886)
30. L Zeng EW Miller A Pralle EY Isacoff CJ Chang 2006 A selective turn-on fluorescent sensor for imaging copper in living cells J Am Chem Soc 128 10 11 10.1021/ja055064u 10.1021/ja055064u 1:CAS:528:DC%2BD2MXht1yrs73I 16390096 (Pubitemid 43100825)
31. J Bourson J Pouget B Valeur 1993 Ion-responsive fluorescent compounds. 4. effect of cation binding on the photophysical properties of a coumarin linked to monoaza- and diaza-crown ethers J Phys Chem 97 4552 4557 10.1021/j100119a050 10.1021/j100119a050 1:CAS:528:DyaK3sXisVCgsLs%3D
32. 2+. 9(19):3829-3832