Abstract
In organic solvents, acetylcholine chloride accelerates lipid oxidation and hydroperoxide decomposition to free radicals similarly to cationic surfactants. The rates of radical formation in the reaction of acetylcholine with cumyl, tert-butyl, and limonene hydroperoxides and hydrogen peroxide at 37 °C were estimated by the inhibitor method using different radical acceptors. In an aqueous medium, hygroscopic acetylcholine does not react with hydroperoxides.
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N. M. Emanuel’, E. T. Denisov, Z. K. Maizus, Tsepnye reaktsii okisleniya uglevodorodov v zhidkoi faze [Chain Reactions of Hydrocarbon Oxidation in Liquid Phase], Nauka, Moscow, 1965, 375 pp. (in Russian).
Kamal-Eldin Afaf, D. B. Min, Lipid Oxidation Pathways, AOCS Press, Champain, Illinois, 2008.
N. A. Trunova, Z. S. Kartasheva, T. V. Maksimova, Y. G. Bogdanova, O. T. Kasaikina, Colloid J. (Engl. Transl.), 2007, 69, 655 [Kolloid. Zh., 2007, 69, 697].
C. D. Nuchi, P. Hernandes, D. J. McClements, E. A. Decker, J. Agric. Food Chem., 2002, 50, 5445.
O. T. Kasaikina, V. D Kortenska, Z. S. Kartasheva, G. M. Kuznetsova, T. V. Maximova, T. V. Sirota, N. V. Yanishlieva, Colloid Surf. A — Physicochem. Eng. Asp., 1999, 149, Nos 1–3, 29.
O. T. Kasaikina, Z. S. Kartasheva, L. M. Pisarenko, Russ. J. Gen. Chem. (Engl. Transl.), 2008, 78, 1533 [Zh. Obshch. Khim., 2008, 8, 1298].
L. J. Csanyi, K. Jaky, J. Mol. Catal. A: Chem., 1997, 120, 125.
O. T. Kasaikina, A. A. Golyavin, D. A. Krugovov, Z. S. Kartasheva, L. M. Pisarenko, Moscow Univ. Chem. Bull., Ser. Khim. (Engl. Transl.), 2010, 65, 206 [Vestn. Mos.Gos. Univ. Ser. Khim., 2010, 246].
E. A. Mengele, Z. S. Kartasheva, I. G. Plashchina, O. T. Kasaikina, Colloid J. (Engl. Transl.), 2008, 70, 753 [Kolloid. Zh., 2008, 70, 805].
E. Denisov, T. Denisova, Handbook of Antioxidants: Bond Dissociation Energies, Rate Constants, Activation Energies and Enthalpies of Reactions, CRC Press, Boca Raton, 2000, 289 pp.
L. M. Pisarenko, D. A. Krugovov, A. N. Shchegolikhin, O. T. Kasaikina, Russ. Chem. Bull. (Int. Ed.), 2008, 57, 83 [Izv. Akad. Nauk, Ser. Khim., 2008, 80].
D. A. Krugovov, L. M. Pisarenko, V. G. Kondratovich, A. N. Shchegolikhin, O. T. Kasaikina, Petroleum Chem. (Engl. Transl.), 2009, 49, 120 [Neftekhimiya, 2009, 49, 178].
J. Koolman, K.-H. Röhm, Taschenatlas der Biochemie, Georg Theme Verlag, Stutgart-New York, 1998.
V. A. Maltsev, E. G. Lakatta, Am. J. Physiol, Heart Cirk. Physiol., 2010, 298, 2010.
M. M. G. J. van Borren, A. O. Verkerk, R. Wilders, N. Hajji, J. G. Zegers, J. Bourier, H. L. Tan, E. E. Verheijck, S. L. M. Peters, A. E. Alewijnse, J. H. Ravesloot, Basic Res. Cardiol., 2010, 105, 73.
A. O. Verkerk, G. S. C. Geuzebroek, M. W. Vedkamp, R. Widlers, Frontiers Physyol. Cardiac Electrophys., 2012, 3, 174.
Z. MS. Xu, C. MD. Tong, J. C. Eisenach, Anesthesiology, 1996, 85, 1, 107.
K. U. Schallreuter, S. Elwary, Life Sciences, 2007, 80, 2221.
F. Y. Du, W. H. Huang, Y. X. Shi, Z. L. Wang, Biosensors Bioelectron., 2008, 24, 415.
A. Weissberger, E. Proskauer, T. Riddick, E. Toops, Organic Solvents. Physical Properties and Methods of Purification, Wiley, New York, 1955.
O. T. Kasaikina, T. V. Lobanova, B. V. Rozynov, N. M. Emanuel, Dokl. Akad. Nauk SSSR, 1979, 249, 647 [Dokl. Chem. (Engl. Transl.), 1979].
T. V. Lobanova, O. T. Kasaikina, L. S. Povarov, A. B. Shapiro, A. B. Gagarina, Dokl. Akad. Nauk SSSR, 1979, 245, 1154 [Dokl. Chem. (Engl. Transl.), 1979].
V. G. Kondratovich, Ph. D. (Chem.) Thesis, Institute of Chemical Physics, Russian Academy of Sciences, Moscow, 2006, 127 pp. (in Russian).
B. Zhou, Q. Miao, L. Yang, Z.-Li Liu, Chem.-A Eur. J., 2005, 11,2, 680.
J. Sabin, G. Prieto, P. V. Messina, J. M. Ruso, R. Hidalgo-Alvarez, M. Sarmiento, Langmuir, 2005, 21, 10968.
Z. S. Kartasheva, O. T. Kasaikina, A. B. Gagarina, Oxid. Commun., 1984, 6, 223.
Z. S. Kartasheva, O. T. Kasaikina, A. B. Gagarina, Kinet. Katal., 1989, 30, 326 [Kinet. Catal. (Engl. Transl.), 1989, 30, No. 2].
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1837–1842, August, 2014.
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Krugovov, D.A., Mengele, E.A. & Kasaikina, O.T. Acetylcholine as a catalyst of hydroperoxide decomposition to free radicals. Russ Chem Bull 63, 1837–1842 (2014). https://doi.org/10.1007/s11172-014-0673-9
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DOI: https://doi.org/10.1007/s11172-014-0673-9