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Fluorescent Properties of Pentamethine Cyanine Dyes with Cyclopentene and Cyclohexene Group in Presence of Biological Molecules

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A series of pentamethine cyanine dyes with cyclohexene or cyclopentene group in polymethyne chain, assumed as DNA groove-binders, were studied as fluorescent probes for nucleic acids as well as for native and denatured proteins. It was revealed that the presence of methyl or dimethyl substituent in 5 position of the cyclohexene group hinders the formation of dye–DNA fluorescent complex, while the methyl substituent in 2 position leads to the increasing of the dye–DNA complex fluorescence intensity. The dyes SL-251, SL-1041, and SL-1046 containing methyl group in the 2 position of the cyclic group, are reported as bright DNA-sensitive dyes. The study of the dyes DNA-binding specificity demonstrated significant AT-preference that points to the groove-binding interaction mode. At the same time, the dyes SL-251, SL-377, and SL-957 with the 2-methyl substituted cyclohexene group were shown to be sensitive fluorescent dyes both for nonspecific (in SDS presence) proteins detection and for native BSA.

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Authors and Affiliations

  1. Institute of Molecular Biology and Genetics, National Academy of Sciences of Ukraine, 150 Zabolotnogo Street, 03143, Kyiv, Ukraine

    M. Yu. Losytskyy, K. D. Volkova, V. B. Kovalska, I. E. Makovenko & S. M. Yarmoluk

  2. Kyiv Taras Shevchenko National University, Physics Department, Acad. Glushkova Avenue 2, 03680, Kyiv, Ukraine

    M. Yu. Losytskyy

  3. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Murmans’ka Street 5, 02094, Kyiv, Ukraine

    Yu. L. Slominskii, O. I. Tolmachev & S. M. Yarmoluk

Authors
  1. M. Yu. Losytskyy
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  2. K. D. Volkova
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  3. V. B. Kovalska
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  4. I. E. Makovenko
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  5. Yu. L. Slominskii
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  6. O. I. Tolmachev
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  7. S. M. Yarmoluk
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Correspondence to S. M. Yarmoluk.

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Losytskyy, M.Y., Volkova, K.D., Kovalska, V.B. et al. Fluorescent Properties of Pentamethine Cyanine Dyes with Cyclopentene and Cyclohexene Group in Presence of Biological Molecules. J Fluoresc 15, 849–857 (2005). https://doi.org/10.1007/s10895-005-0002-7

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  • DOI: https://doi.org/10.1007/s10895-005-0002-7

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