FLUORESCENCE OF THE 5- and 6-CARBOXYFLUORESCEIN BIFLUOROPHORES
Abstract
Bifluorophores (5-FAM)2 and (6-FAM)2 were synthesized on a 3,5-diaminobenzoic acid framework which allows two fluorophore molecules to be inserted into a single site. Despite the similarity of the structures of the 5- and 6-carboxyfluorescein isomers (5-FАM and 6-FAM), the photo-physical behavior of the corresponding bifluorophores differs. The luminescence quantum yield of (6-FAM)2 in a buffer solution with pH 8.5 is 2.4 times lower than for (5-FAM)2. It is shown that structural relaxation of molecules in the excited state slows down as a result of the solution viscosity increasing in the case of using a water-glycerol mixture and the increasing in the microviscosity in the case of micellar solution. This slowing down leads to an increase of the fluorescence intensity, lifetime of excited states and the degree of polarization, i.e. the photophysical properties of the synthesized compounds largely controlled by the viscosity of the medium.
About the Authors
V. A. Povedailo
B. I. Stepanov Institute of Physics of the National Academy of Sciences of Belarus
Belarus
Minsk, 220072
Belarus
Minsk, 220072
S. A. Tikhomirov
B. I. Stepanov Institute of Physics of the National Academy of Sciences of Belarus
Belarus
Minsk, 220072
Belarus
Minsk, 220072
D. L. Yakovlev
B. I. Stepanov Institute of Physics of the National Academy of Sciences of Belarus
Belarus
Minsk, 220072
Belarus
Minsk, 220072
I. L. Lysenko
Institute of Physical and Organic Chemistry of the National Academy of Sciences of Belarus
Belarus
Minsk
Belarus
Minsk
F. Fan
Institute of Physical and Organic Chemistry of the National Academy of Sciences of Belarus
Belarus
Minsk
Belarus
Minsk
V. V. Shmanai
Institute of Physical and Organic Chemistry of the National Academy of Sciences of Belarus
Belarus
Minsk
Belarus
Minsk
References
1. X.-F. Zhang, J. Zhang, L. Liu. J. Fluores., 24, N 3 (2014) 819—826
2. M. Rodriguez, J. Lapierre, C. R. Ojha, A. Kaushik, E. Batrakova, F. Kashanchi, S. M. Dever, M. Nair, N. El-Hage. Sci. Rep., 7 (2017) 1862
3. Y. L. Sun, Y. H. Sun, R. L. Zhao, K. S. Gao. BMC Biotechnol., 16 (2016) 46
4. M. Wiese, K. Castiglione, M. Hensel, S. Ulrike, B. Christian, J. Jantsch. J. Immunol. Methods, 353 (2010) 102—110
5. F. Hsiao, P.-Y. Huang, T. Aoyagi, S.-F. Chang, J. Liaw. J. Food Drug Anal., 26 (2018) 869—878
6. J. R. Lakowicz. Principles of Fluorescence Spectroscopy, New York, Springer Science + Business Media LLC (2006)
7. В. А. Поведайло, А. П. Ступак, Д. А. Цыбульский, В. В. Шманай, Д. Л. Яковлев. Журн. прикл. спектр., 84, № 3 (2017) 434—442 [V. A. Povedailo, A. P. Stupak, D. A. Tsybulsky, V. V. Shmanai, D. L. Yakovlev. J. Appl. Spectr., 84, N 3 (2017) 452—459]
8. А. П. Блохин, М. В. Квач, В. А. Поведайло, В. В. Шманай, Д. Л. Яковлев. Журн. прикл. спектр., 84, № 1 (2017) 26—32 [A. P. Blokhin, M. V. Kvach, V. A. Povedailo, V. V. Shmanai, D. L. Yakovlev. J. Appl. Spectr., 84, N 1 (2017) 19—24]
9. M. V. Kvach, D. A. Tsybulsky, A. V. Ustinov, I. A. Stepanova, S. L. Bondarev, S. V. Gontarev, V. A. Korshun, V. V. Shmanai. Bioconjug. Chem., 18, N 5 (2007) 1691—1696
10. T. Mineno, T. Ueno, Y. Urano, H. Kojima, T. Nagano. Org. Lett., 8, N 26 (2006) 5963—5966
11. F. T. S. Chan, C. F. Kaminski, G. S. Kaminski Schierle. ChemPhysChem, 12 (2011) 500—509
12. N.-S. Cheng. Ind. Eng. Chem. Res., 47 (2008) 3285—3288
13. C. Marquez, F. Huang, W. M. Nau. IEEE Trans. Nanobiosci., 3 (2004) 39—45
14. S. S. Kumari, S. K. Saha. Phys. Chem. Chem. Phys., 18 (2016) 1551—1563
15. K. Szymczyk, A. Taraba. J. Therm. Anal. Calorim., 126 (2016) 315—326
16. U. Anand, C. Jash, S. Mukherjiee. Interface Sci., 364 (2011) 400—406
17. Y. Gao, C. Yu, G. An. J. Dispers. Sci. Technol., 21 (2000) 279—304
18. A. R. Petcu, E. A. Rogozea, C. A. Lazar, N. L. Olteanu, A. Meghea, M. Mihaly. Arab. J. Chem., 9 (2016) 9—17
19. B.B. Bhowmik, P. Ganguly. Spectrochim. Acta A, 61 (2005) 1997—2003
20. J. Kibblewhite, G. G. Drummond, F. Grieser, P. J. Thistlethwaite. J. Phys. Chem., 93 (1989) 7464—7473
21. A. Song, J. Zhang, M. Zhang, T. Shen, J. Tang. Colloid. Surf., 167 (2000) 253—262
22. H. Neuweiler, A. Schulz, M. Bohmer, J. Enderlein, M. Sauer. JACS, 125 (2003) 5324—5330
Review
For citations:
Povedailo V.A., Tikhomirov S.A., Yakovlev D.L., Lysenko I.L., Fan F., Shmanai V.V. FLUORESCENCE OF THE 5- and 6-CARBOXYFLUORESCEIN BIFLUOROPHORES. Zhurnal Prikladnoii Spektroskopii. 2021;88(1):41-47. (In Russ.)
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