Abstract
It has been established that the main products of the direct photolysis of C15-sphingosine and serinol are 2-tridecenal and glycolaldehyde, which are formed as a result of C–C bond cleavage in the parent compounds. It has been shown that the addition of hydrogen peroxide and acetone to the test solutions extended the range of the photolysis products due to the occurrence of deamination processes. The set of the experimental data has made it possible to propose mechanisms for the photochemical reactions of C15- sphingosine and serinol fragmentation, which occur through the steps of the formation of N- and C-centered radicals.
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References
Ravanat, J.L., Douki, T., and Cadet, J., J. Photochem. Photobiol. B, 2001, vol. 63, p. 88.
Parkin, D.M., Pisani, P., and Ferlay, J., Int. J. Cancer, 1999, vol. 80, p. 827.
Dwivedi, A.H. and Pillai, S.G., IJATE, 2014, vol. 2, p. 2348.
Mandal, T.K. and Chatterjee, S.N., Radiat. Res., 1980, vol. 83, no. 2, p. 290.
Girotti, A.W., J. Photochem. Photobiol. B, 2001, vol. 63, p. 103.
Holleran, W.M., Takagi, Y., and Uchida, Y., FEBS Lett., 2006, vol. 580, no. 23, p. 5456.
Borodzicz, S., Rudnicka, L., Mirowska-Guzel, D., and Cudnoch-Jedrzejewska, A., Lipids Health Dis., 2016, vol. 15, p. 13.
Lisovskaya, A.G., Sosnovskaya, A.A., Shadyro, O.I., Kisel’, M.A., and Nikolaevich, V.A., High Energy Chem., 2009, vol. 43, no. 6, p. 440.
Lisovskaya, A.G., Sladkova, A.A., Sosnovskaya, A.A., and Shadyro, O.I., High Energy Chem., 2012, vol. 46, no. 4, p. 241.
Lisovskaya, A.G. and Edimecheva, I.P., Radiat. Phys. Chem., 2014, vol. 96, p. 229.
Lisovskaya, A.G., Shadyro, O.I., and Edimecheva, I.P., Photochem. Photobiol., 2012, vol. 88, p. 899.
Shadyro, O., Lisovskaya, A., Semenkova, G., Edimecheva, I., and Amaegberi, N., Lipid Insights, 2015, vol. 8, p. 1.
Kumar, A., Byun, H.-S., Bittman, R., and Saba, J., Cell. Signal, 2011, vol. 23, p. 1144.
Calvert, J.G. and Pitts, J.N., Photochemistry, New York: Wiley, 1966.
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Original Russian Text © A.G. Lisovskaya, K.O. Procenko, O.I. Shadyro, 2017, published in Khimiya Vysokikh Energii, 2017, Vol. 51, No. 5, pp. 337–342.
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Lisovskaya, A.G., Procenko, K.O. & Shadyro, O.I. Photochemical transformations of sphingosine and serinol in aqueous and ethanol solutions. High Energy Chem 51, 321–326 (2017). https://doi.org/10.1134/S0018143917050071
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DOI: https://doi.org/10.1134/S0018143917050071
Keywords
- sphingolipids
- photolysis
- sensitizer
- degradation
- radicals