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Spectral-Luminescent Study of the Acid–Base Equilibrium of 5-Aminouracil and 6-Aminouracil in Aqueous Solutions

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Abstract

The spectral fluorescence characteristics of 5-aminouracil (5AU) and 6-aminouracil (6AU) in neutral and alkaline aqueous solutions have been studied. With the use of the density functional theory, it has been shown that uracils preferentially dissociate at the N1–H bond. The acid–base equilibrium constants pKa1(5AU) = 9.4 and pKa1(6AU) = 8.95 were determined by a fluorescence method. It was concluded that the ultrashort lifetime of the excited singlets of 5AU and 6AU prevents the measurement of the acid–base equilibrium constant of uracils in an electronically excited state.

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ACKNOWLEDGMENTS

The luminescence measurements and DFT calculations were performed using the equipment of the Khimiya Shared-Use Center at the Ufa Institute of Chemistry, Ufa Federal Research Center, Russian Academy of Sciences and the Agidel Regional Shared-Use Center at the Ufa Federal Research Center, Russian Academy of Sciences.

Funding

This work was carried out at the Ufa Institute of Chemistry, Ufa Federal Research Center, Russian Academy of Sciences within the framework of a state contract (project nos. 122031400282-9 and 122031400255-3).

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Authors and Affiliations

  1. Ufa Institute of Chemistry, Ufa Federal Research Center, Russian Academy of Sciences, 450054, Ufa, Russia

    S. S. Ostakhov, R. R. Kayumova, A. A. Akhiyarov, S. P. Ivanov & S. L. Khursan

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  1. S. S. Ostakhov
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  2. R. R. Kayumova
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  3. A. A. Akhiyarov
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  4. S. P. Ivanov
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  5. S. L. Khursan
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Correspondence to S. L. Khursan.

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Translated by V. Makhlyarchuk

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Ostakhov, S.S., Kayumova, R.R., Akhiyarov, A.A. et al. Spectral-Luminescent Study of the Acid–Base Equilibrium of 5-Aminouracil and 6-Aminouracil in Aqueous Solutions. High Energy Chem 57, 1–6 (2023). https://doi.org/10.1134/S0018143923010101

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