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The role of copper(II) ions in the oxidation of 5-hydroxy-6-methyluracil in the ground and electronically excited states with molecular oxygen in aqueous solutions

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Abstract

A spectral fluorescence study of photoinduced reactions in aqueous solutions has been carried out in order to examine the mechanisms of the oxidation of 5-hydroxy-6-methyluracil (I) in the ground and electronically excited states by molecular oxygen in the presence of copper(II) chloride. It has been found that 5,5,6-trihydroxy-6-methylpyrimidine-2,4-dione (II) is formed upon the photolysis of I. The spectral parameters (λmax) and the quantum yields (φ) of fluorescence (FL) of compounds I (φ = 8 × 10–4; λmax = 362 nm) and II (φ = 17 × 10–4; λmax = 306, 330 nm) have been determined. A reaction scheme was proposed, according to which the photooxidation of I occurs through the steps of the generation of the radical cation I •+ and the superoxide anion О •-2 with the subsequent formation of 5,5,6-trihydroxy-6-methylpyrimidine-2,4-dione. The catalytic and inhibitory effects of Cu(II) ions on the oxidation of 5-hydroxy-6-methyluracil in the ground and electronically excited states, respectively, by the oxygen radical anion О •-2 have been revealed.

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Authors and Affiliations

  1. Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, Ufa, 450054, Russia

    S. S. Ostakhov, S. L. Khursan, Yu. I. Murinov, T. R. Nugumanov, R. R. Kayumova & S. F. Petrova

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  1. S. S. Ostakhov
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  2. S. L. Khursan
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  3. Yu. I. Murinov
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  4. T. R. Nugumanov
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  5. R. R. Kayumova
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  6. S. F. Petrova
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Correspondence to S. S. Ostakhov.

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Original Russian Text © S.S. Ostakhov, S.L. Khursan, Yu.I. Murinov, T.R. Nugumanov, R.R. Kayumova, S.F. Petrova, 2017, published in Khimiya Vysokikh Energii, 2017, Vol. 51, No. 1, pp. 36–41.

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Ostakhov, S.S., Khursan, S.L., Murinov, Y.I. et al. The role of copper(II) ions in the oxidation of 5-hydroxy-6-methyluracil in the ground and electronically excited states with molecular oxygen in aqueous solutions. High Energy Chem 51, 32–37 (2017). https://doi.org/10.1134/S0018143916060138

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  • DOI: https://doi.org/10.1134/S0018143916060138

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