Novel luminescent probes for nucleic acids on base of cyanine dye excimers
Keywords:
nucleic acids, cyanine dyes, luminescent probes, excimers
Abstract
Using optical spectroscopy methods features of interaction of oxacarbocyanine dye derivatives (C2, C6, and C9), which differ only by hydrocarbon tails length, with nucleic acids (DNA and RNA) have been investigated. It has been found that the C2 dye almost not interact with the NA, whereas the C9 dye reveals a strong interaction with non-luminescent dimers formation. Contrary, the C6 dye interacts with NA and forms excimers, in which the luminescent band is shifted on 150 nm into a long wavelength side compare to an absorption band. It has been shown that the C6 excimer formation is specific for interaction with NA and it isn’t observed at the dye interaction with another type of biological object. Therefore, the C6 dye is proposed as a new specific luminescent probe for nucleic acids.
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References
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Eugene, OR: Molecular Probes, Inc.. – 2002. – 880 P.
3. T.Y. Ohulchanskyy, H.E. Pudavar, S.M. Yarmoluk, V.M. Yashchuk, E.J. Bergey, P.N. Prasad. A
Monomethine Cyanine Dye Cyan 40 for Two-photon–excited Fluorescence Detection of Nucleic Acids
and Their Visualization in Live Cells // Photochem. Photobiol. – 2003. – v. 77, № 2. – P. 138-145.
4. S.M. Yarmoluk, M.Yu. Losytskyy, V.M. Yashchuk. Nonradiative deactivation of the electronic excitation
energy in cyanine dyes: influence of binding to DNA // J. Photochem. Photobiol. B. – 2002. – v. 67, № 1.
– P. 57-63.
5. I. V. Valyukh, V. B. Kovalska, Y. L. Slominskii, S. M. Yarmoluk. Spectroscopic Studies of α,γDisubstituted Trimethine Cyanine: New Fluorescent Dye for Nucleic Acids // J. Fluoresc. – 2002. – v. 12,
№ 1. – P. 105-107.
6. M. Yu. Losytskyy, K. D. Volkova, V. B. Kovalska, I. E. Makovenko, Yu. L. Slominskii, O. I. Tolmachev
and S. M. Yarmoluk. Fluorescent Properties of Pentamethine Cyanine Dyes with Cyclopentene and
Cyclohexene Group in Presence of Biological Molecules // J. Fluoresc. – 2005. – v. 15, № 6. – P. 849-
857.
7. V.B. Kovalska, K.D. Volkova, M.Yu. Losytskyy, O.I. Tolmachev, A.O. Balanda, S.M. Yarmoluk. 6,6′
-
Disubstituted benzothiazole trimethine cyanines – new fluorescent dyes for DNA detection //
Spectrochim. Acta A: Mol. Biomol. Spectrosc. – 2006. – v. 65, №2. – P. 271-277.
8. V.B. Kovalska, V.P. Tokar, M.Yu. Losytskyy, T. Deligeorgiev, A. Vassilev, N. Gadjev, K.-H. Drexhage,
S.M. Yarmoluk. Studies of monomeric and homodimeric oxazolo[4,5-b]pyridinium cyanine dyes as
fluorescent probes for nucleic acids visualization // J. Biochem. Biophys. Method. – 2006. – v. 68, № 3. –
P. 155-165.
9. P.R. Bianco, L.R. Brewer, M. Corzett, R. Balhorn, Y. Yeh, S.C. Kowalczykowski, R.J. Baskin.
Processive translocation and DNA unwinding by individual RecBCD enzyme molecules // Nature. –
2001. – v. 409. – P. 374-378.
10. L.S. Lerman. Structural considerations in the interaction of DNA and acridines // J. Mol. Biol. – 1961. –
v. 3. – P. 18-30.
11. H.S. Rye, S. Yue, D.E. Wemmer, M.A. Quesada, R.P. Haughland, R.A. Mathies, A. Glazer. Stable
fluorescent complexes of double-stranded DNA with bis-intercalating asymmetric cyanine dyes: properties
and applications // Nucleic Acids Res. – 1992. – v. 20, № 11. – P. 2803-2812.
12. A. Larsson, C. Carlsson, M. Jonsson, B. Albinsson. Characterization of the Binding of the Fluorescent Dyes
YO and YOYO to DNA by Polarized Light Spectroscopy // J. Am. Chem. Soc. – 1994. – v. 116. – P. 8459-
8465.
13. B. Norden. Optical studies on complexes between DNA and pseudoisocyanine // Biophys. Chem. – 1977.
– v. 6. – P. 31-45.
14. D.E. Wemmer, H.D. Dervan. Targeting the minor groove of DNA // Curr. Opin. Struct. Biol. – 1997. – v.
7. – P. 355-361.
15. J.L. Seifert, R.E. Connor, S.A. Kushon, M. Wang, B.A. Armitage. Spontaneous Assembly of Helical
Cyanine Dye Aggregates on DNA Nanotemplates // J. Am. Chem. Soc. – 1999. – v. 121. – P. 2987-2995.
16. M. Wang, G.L. Silva, and B. Armitage. DNA-Templated Formation of a Helical Cyanine Dye J-Aggregate //
J. Am. Chem. Soc. – 2000. – v. 122. – P. 9977-9985.
17. D.E. Wemmer. Ligands recognizing the minor groove of DNA: development and applications // Annu. Rev.
Biophys. Biomol. Struct. 2000. – v. 29. – P. 439-461.
18. E.G. McRae, M. Kasha in L. Augenstein, R. Mason, B. Rosenberg (Eds.). Physical processes in radiation
biology. New York: Academic Press. – 1964. – 456 P.
19. V. Czikkely, H.D. Forsterling, H. Kuhn. Extended dipole model for aggregates of dye molecules // Chem.
Phys. Lett. 6(3) (1970) 207-210.
20. T.Yu. Ogul′chansky, M.Yu. Losytskyy, V.B. Kovalska, S.S. Lukashov, V.M. Yashchuk, and
S.M. Yarmoluk. Interaction of cyanine dyes with nucleic acids. XVIII. Formation of the carbocyanine dye J-aggregates in nucleic acid grooves // Spectrochim. Acta A: Mol. Biomol. Spectrosc. – 2001. – v. 57, № 13. –
P. 2705-2715.
21. M.Yu. Losytskyy, V.M. Yashchuk, S.S. Lukashov, S.M. Yarmoluk. Davydov Splitting in Spectra of
Cyanine Dye J-Aggregates, Formed on the Polynucleotides // J. Fluoresc. – 2002. – v. 12, № 1. – P. 109-
112.
22. A. Chowdhury, S. Wachsmann-Hogiu, P.R. Bangal, I. Raheem, L.A. Peteanu. Characterization of Chiral H
and J Aggregates of Cyanine Dyes Formed by DNA Templating Using Stark and Fluorescence
Spectroscopies // J. Phys. Chem. B. – 2001. – v. 105, № 48. – P. 12196-12201.
23. T. Kobayashi (Ed.). J-Aggregates. – Singapore, New Jersey, London, Hong Kong: World Scientific
Publishing Co. Pte. Ltd.. – 1996. – 346 P.
24. Шапиро Б.И. Молекулярные ансамбли полиметиновых красителей // Успехи химии. – 2006. – Т.75,
№5. – С. 484–510.
25. G.Ya. Guralchuk, A.V. Sorokin, I.K. Katrunov, S.L. Yefimova, A.N. Lebedenko, Yu.V. Malyukin, S.M.
Yarmoluk. The specificity of cyanine dye L-21 aggregation in solutions with nucleic acids // J. Fluorescence –
2007. – v.17, № 4. – P. 370-376.
26. Г.Я. Гуральчук, Р.С. Гринёв, И.К. Катрунов, А.В. Сорокин, С.Л. Ефимова, Ю.В. Малюкин, С.М.
Ярмолюк. Применение агрегатов цианиновых красителей для детекции нуклеиновых кислот //
Биофиз. вестник. – 2007. – в.18, № 1. – С. 102-107.
27. Гончарук Е.И., Онищенко Е.В., Тимон В.В., Петренко Т.Ф., Боровой И.А., Малюкин Ю.В.,
Грищенко В.И. Применение карбоцианиновых флуоресцентных зондов для оценки
функционального состояния культивированных клеток после криоконсервации // Биополимеры и
клетка. – 2008. – т. 24, № 3. – С. 225-231.
28. Малюкин Ю.В., Боровой И.А., Кавок Н.С., Геращенко А.В., Погребняк Н.Л., Ефимова С.Л.,
Лебеденко А.Н. Накопление оксакарбоцианинов с различной длиной алкильных цепей в клетках
костного мозга и гепатоцитах // Биофизика. – 2007. – т. 52, № 4. – С. 667-673.
29. Е.И. Капинус. Фотоника молекулярных комплексов. Киев: Наукова думка. – 1988. – 312 С.
30. M. Gordon, W.R. Ware (eds.). The exciplex. – New York: Academic Press. – 1975. – 432 P.
Published
2009-06-03
Cited
How to Cite
Filimonova, I. I., Sorokin, A. V., КurilchenkoI. Y., Yefimova, S. L., Borovoy, I. A., & Malyukin, Y. V. (2009). Novel luminescent probes for nucleic acids on base of cyanine dye excimers. Biophysical Bulletin, 2(23), 132-139. Retrieved from https://periodicals.karazin.ua/biophysvisnyk/article/view/17018
Section
Methods of biophysical investigations
Copyright (c) 2009 I. I. Filimonova, A. V. Sorokin, I. Yu. Kurilchenko, S. L. Efimova, I. A. Borovoy, Yu. V. Malyukin
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