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Influence of viscosity on mechanism and products of radical reactions of kynurenic acid and tryptophan

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Abstract

Under UV-A light and anaerobic conditions, the photodegradation of kynurenic acid and tryptophan significantly decreases with an increase in the viscosity of the medium without significant changes in the composition of the formed products. The recombination products of tryptophan radicals (covalently linked dimeric forms) exhibit the most pronounced decrease. The observed effects are due to restrictions of mobility of the formed radicals and a longer stay in the radical cage as compared to the behavior in aqueous solutions. This leads to an increase in the efficiency of the back electron transfer with the restoration of the initial reagents, which is the main decay pathway for the radicals. The backside of cage effect is an increase in quantities of covalently bound adducts of kynurenic acid and tryptophan. In the case of a living cell, similar changes in the composition of the radical reaction products can be expected.

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Funding

This work was financially supported by the Russian Science Foundation (Project No. 18-73-10014).

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Authors and Affiliations

  1. International Tomography Center, Siberian Branch of the Russian Academy of Sciences, 3a ul. Institutskaya, 630090, Novosibirsk, Russia

    E. D. Savina, Yu. P. Tsentalovich & P. S. Sherin

  2. Novosibirsk State University, 2 ul. Pirogova, 630090, Novosibirsk, Russia

    P. S. Sherin

Authors
  1. E. D. Savina
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  2. Yu. P. Tsentalovich
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  3. P. S. Sherin
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Correspondence to P. S. Sherin.

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Dedicated to Academician of the Russian Academy of Sciences R. Z. Sagdeev on the occasion of his 80th birthday.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2339–2346, December, 2021.

This paper does not contain descriptions of studies on animals or humans.

The authors declare no competing interests.

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Savina, E.D., Tsentalovich, Y.P. & Sherin, P.S. Influence of viscosity on mechanism and products of radical reactions of kynurenic acid and tryptophan. Russ Chem Bull 70, 2339–2346 (2021). https://doi.org/10.1007/s11172-021-3350-9

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