Abstract
The effect of heavy water on the rate of methyl linoleate oxidation in Triton X-100 micelles is studied. It is established that the rate of oxidation in heavy water increases due to the exchange of hydroperoxide radicals \(({\text{HO}}_{2}^{ \bullet })\) for deuteroperoxide radicals \(({\text{DO}}_{2}^{ \bullet }),\) which leads to a decrease in the rate of chain termination. The formation of \({\text{DO}}_{2}^{ \bullet }\) is confirmed by the decrease in the inhibition coefficients by nitroxide radicals, and the propagation of the chain by the reaction of \({\text{DO}}_{2}^{ \bullet }\) with a molecule of methyl linoleate is confirmed by the decrease in the rate of oxidation in the presence of superoxide dismutase.
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REFERENCES
V. A. Roginskii, Kinet. Catal. 37, 488 (1996).
H. Yin, L. Xu, and N. A. Porter, Chem. Rev. 111, 5944 (2011).
A. Panov, Mol. Biol. 52, 295 (2018).
J. Poon, O. Zilka, and D. A. Pratt, J. Am. Chem. Soc. 142, 14331 (2020).
S. V. Puchkov and Yu. V. Nepomnyashchikh, Russ. J. Phys. Chem. B 14, 278 (2020).
I. V. Tikhonov, I. V. Moskalenko, E. M. Pliss, M. A. Fomich, A. V. Bekish, and V. V. Shmanai, Russ. J. Phys. Chem. B 11, 395 (2017).
I. V. Moskalenko, I. V. Tikhonov, E. M. Pliss, M. A. Fomich, V. V. Shmanai, and A. I. Rusakov, Russ. J. Phys. Chem. B 12, 987 (2018).
M. Soloviev, I. Moskalenko, and E. Pliss, React. Kinet. Mech. Catal. 127, 561 (2019).
I. Pinchuk and D. Lichtenberg, Chem. Phys. Lipids 205, 42 (2017).
A. Fulczyk, E. Lata, E. Talik, T. Kowalska, and M. Sajewicz, Front. Chem. 8, 541 (2020).
V. Roginsky and T. Barsukova, Chem. Phys. Lipids 111, 87 (2001).
B. H. J. Bielski, D. E. Cabelli, and R. L. Arudi, J. Phys. Chem. Ref. Data 14, 1041 (1985).
A. K. Covington, M. Paabo, R. A. Robinson, and R. G. Bates, Anal. Chem. 40, 700 (1968).
D. Loshadkin, V. Roginsky, and E. Pliss, Int. J. Chem. Kinet. 34, 162 (2002).
Y. Wang, J. Xiao, T. O. Suzek, et al., Nucl. Acid Res. 40, D400 (2011).
R. Amorati, A. Baschieri, G. Morroni, R. Gambino, and L. Valgimigli, Chem.-Eur. J. 22, 7924 (2016).
M. Musialik, M. Kita, and G. Litwinienko, Org. Biomol. Chem. 6, 677 (2008).
M. Assali, J. Rakovsky, O. Votava, and C. Fittschen, Int. J. Chem. Kinet. 52, 197 (2020).
A. Baschieri, L. Valgimigli, S. Gabbanini, et al., J. Am. Chem. Soc. 140, 10354 (2018).
K. A. Harrison, E. A. Haidasz, M. Griesser, and D. A. Pratt, Chem. Sci. 9, 6068 (2018).
I. V. Tikhonov, E. M. Pliss, L. I. Borodin, T. A. Kuznetsova, and V. D. Sen’, Russ. Chem. Bull. 64, 2433 (2015).
I. V. Tikhonov, E. M. Pliss, L. I. Borodin, and V. D. Sen’, Russ. J. Phys. Chem. B 11, 400 (2017).
E. Pliss, M. Soloviev, V. Sen’, et al., React. Kinet. Mech. Catal. 132, 617 (2021).
V. D. Sen, I. V. Tikhonov, L. I. Borodin, et al., J. Phys. Org. Chem. 28, 17 (2015).
I. V. Tikhonov, L. I. Borodin, and E. M. Pliss, Russ. J. Phys. Chem. B 14, 910 (2020).
ACKNOWLEDGMENTS
The authors thank Professor E.M. Pliss for his useful discussion.
Funding
This study was supported by the Russian Science Foundation (grant no. 20-13-00148).
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Moskalenko, I.V., Tikhonov, I.V. H/D Kinetic Solvent Isotope Effect in the Oxidation of Methyl Linoleate in Triton X-100 Micelles. Russ. J. Phys. Chem. B 16, 602–605 (2022). https://doi.org/10.1134/S1990793122040121
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DOI: https://doi.org/10.1134/S1990793122040121