Abstract
Summarized are results of the 40-year studies of the Russian biochemists on the comparative-enzymological characteristics of cholinesterase of optic ganglia of the Pacific squid Todarodes pacificus. The review includes comparative evaluation of the cholinesterase activity of various hydrobiont tissues, the proof of enzymatic homogeneity of tissues of the Pacific squid optic ganglia, data on substrate specificity with study of 18 ester substrates as well as detailed study of inhibitory specificity (61 irreversible inhibitors and 49 reversible onium inhibitors). Peculiarity of properties of this enzyme as compared with vertebrate and invertebrate cholinesterases is shown.
Similar content being viewed by others
References
Nachmansohn, D., Chemical and Molecular Basis of Nerve Activity, New York; London, 1959.
Golikov, S.N. and Rozengart, V.I., Kholinesterazy i antikholinesteraznye veshchestva (Cholinesterases and Anticholinesterase Substances), Leningrad, 1964.
Augustisson, K.-B., Classification and Comparative Enzymology of the Cholinesterases, and Methods of Their Determination, Cholinesterases and Anticholinesterase Agents, Handbuch der experim. Pharmacologie, vol. 15, Berlin, Goettingen, Heidelberg, 1963, pp. 89–129.
Silver, A., The Biology of Cholinesterases, Amsterdam, 1974.
Brestkin, A.P., Kuznetsova, L.P., Moralev, S.N., Rozengart, E.V., and Epshtein, L.M., Kholinesterazy nazemnykh zhivotnykh i gidrobiobtov (Cholinesterases of Terrestrial Animals and Hydrobionts), Vladivostok, 1997.
Moralev, S.N. and Rozengart, E.V., Comparative Enzymology of Cholinesterases. La Jolla (CA), 2007.
Rozengart, E.V., Cholinesterases of Squids, Systematika i ekologiya golovonogikh mollyuskov (Systematics and Ecology of Cephalopod Molluscs), Leningrad, 1983, pp. 135–137.
Nachmansohn, D. and Meyerhof, B., Relation between Electrical Changes during Nerve Activity and Concentration of Choline Esterase, J. Neurophysiol., 1941, vol. 4, pp. 348–361.
Hoskin, F.C.G., Krenzner, D., and Rosenberg, B., Interaction of Organophosphorus Inhibitors with Acetylcholinesterase from Squid Giant Axon, Biochem. Pharmacol., 1959, vol. 5, pp. 1697–1727.
Rozengart, E.V., Discovery of Anticholinesterase Mechanism of Action of Organophosphorus Toxins by A.G. Ginetzinsky, Zh. Evol. Biokhim. Fiziol., 1996, vol. 32, pp. 707–709.
Rozengart, E.V., Khovanskikh, A.E., and Epshtein, L.M., Investigation of Homogeneity of Cholinesterases in Nervous Tissue of Squids by the Method of Substrate-Inhibitor Analysis, Zh. Evol. Biokhim. Fiziol., 1994, vol. 30, pp. 15–22.
Turpaev, T.M., Nistratova, S.N., and Sakharov, D.A., Evolution of Cholinergic Regulation of Heart Activity in Molluscs, Zh. Obshch. Biol., 1967, vol. 28, pp. 618–626.
Rozengart, E.V., Inhibitory Specificity of Cholinesterase in Optical Ganglia of Squid. Anticholinesterase Potency of O-ethyl-S-n.alkylmethyltiophosphonates, Reakts. Sposobn. Org. Soed., Tartu,, 1967, vol. 4, pp. 954–962.
Rozengart, E.V., Inhibitory Specificity of Cholinesterase in Optical Ganglia of Squid. II. Anticholinesterase Potency of O-ethyl-S-alkylmethyltiophosphonates, Reakts. Sposobn. Org. Soed., Tartu, 1968, vol. 5, pp. 227–234.
Turpaev, T.M., Abashkina, L.I., Brestkin, A.P., Brik, I.L., Grigorjeva, G.M., Pevzner, D.L., Rozengart, V.I., Rozengart, E.V., and Sakharov, D.A., Cholinesterase of Squid Optical Ganglia, Eur. J. Biochem., 1968, vol. 6, pp. 55–59.
Turpaev, T.M., Abashkina, L.I., Brestkin, A.P., Brick, I.L., Grigorjeva, G.M., Kartashova, N.V., Panyukov, A.N, Pevzner, D.L., Rozengart, V.I., Rozengart, E.V., and Sakharov, D.A., Cholinesterase of Squid Optical Ganglia, Fiziologiya i biokhimiya bespozvonochnykh (Physiology and Biochemistry of Invertebrates), Kreps, E.M., Ed., Leningrad, 1968, pp. 121–130.
Rozengart, E.V. and Basova, N.E., Comparative Enzymology of Cholinesterases as a Basis of Biochemical Method for Taxonomy of Squids, Zh. Evol. Biokhim. Fiziol., 2005, vol. 41, pp. 490–499.
Shevtsov, G.A., Pacific Squid Todarodes pacificus Steenstrup, 1880 from Northwest Parts of the Pacific Ocean (Biology, Distribution, State of Reserves), Candidate Sci. Dissertation, Vladivostok, 1978.
Sadykov, A.S., Rozengart, E.V., Abduvakhabov, A.A., and Aslanov, Kh.A., Kholinesterazy. Aktivnyi tsentr i mekhanizm deistviya (Cholinesterases. Active Center and Mechanism of Action), Tashkent, 1976.
Rozengart, E.V., Basova, N.E., Khovanskikh, A.E., and Epshtein, L.M., Various Aspects of Substrate Specificity of Cholinesterase from Optical Ganglia of the Pacific Squid Todarodes pacificus, Zh. Evol. Biokhim. Fiziol., 1996, vol. 32, pp. 384–392.
Basova, N.E., Various Aspects of Substrate Specificity of Cholinesterases from Some Pacific Squids, Candidate Sci. Dissertation, St. Petersburg, 2000.
Zhorov, B.S., Shestakova, N.N., and Rozengart, E.V., Determination of Productive Conformation of Acetylcholinesterase Substrates using Molecular Mechanics, Quant. Struct. Act. Relat., 1991, vol. 10, pp. 205–210.
Soboleva, I.N., Samokish, V.A., and Rozengart, E.V., Kinetic Parameters of Cholinesterase Hydrolysis of Indophenyl Esters, Biokhimiya, 1969, vol. 34, pp. 1173–1177.
Brestkin, A.P., Rozengart, E.V., Soboleva, I.N., Khromov-Borisov, N.V., Indenbom, M.L., Tikhonova, L.N., Abduvakhabov, A.A., and Toremuratov, K.I., About Nonproductive Binding of Substrates of Cholinesterase, Dokl. Akad. Nauk SSSR, 1972, vol. 205, pp. 717–720.
Bogolyubova, G.M., Karpinskaya, E.V., Kulieva, A.M., and Rozengart, V.I., Substrate Specificity of Cholinesterase from Squid Optical Ganglion and Acetylcholinesterase of Bovine Erythrocytes, Biokhimiya, 1972, vol. 37, pp. 826–833.
Rozengart, E.V., Basova, N.E., and Suvorov, A.A., Specificity of Cholinesterase Hydrolysis of Piperidylcholine and Its Derivatives, Dokl. RAN, 2008, vol. 421, pp. 553–558.
Rozengart, E.V. and Basova, N.E., Substrate Specificity of Cholinesterase of the Pacific Squid Todarodes pacificus, Dokl. RAN, (in press).
Rozengart, E.V., Basova, N.E., and Suvorov, A.A., Specificity of Action of Piperidylcholine Derivatives as Substrates of Cholinesterases of Different Origin, Zh. Evol. Biokhim. Fiziol., 2009, vol. 45, pp. 25–33.
Rozengart, E.V. and Basova, N.E., Thiosubstrates of Cholinesterases of Different Origin, Zh. Evol. Biokhim. Fiziol., 2008, vol. 44, pp. 12–21.
Moralev, S.N. and Rozengart, E.V., “Substrate Inhibition” as One of Aspects of Substrate Specificity of Cholinesterases of Vertebrates and Invertebrates, Zh. Evol. Biokhim. Fiziol., 2001, vol. 37, pp. 358–372.
Kabachnik, M.I., Brestkin, A.P., Godovikov, N.N., Michelson, M.J., Rozengart, E.V., and Rozengart, V.I., The Hydrophobic Areas on the Active Surface of Cholinesterases, Pharmacol. Rev., 1970, vol. 22, pp. 355–388.
Kulieva, A.N., Rozengart, V.I., and Shmelev, V.G., Action of Two Series of Organophosphorus Inhibitors on Cholinesterase of Squid Optical Ganglion, Zdravookhr. Turkmen., 1970, no. 7, pp. 38–45.
Rozengart, E.V., Khovanskikh, A.E., and Epshtein, L.M., Peculiarity of Inhibitory Specificity of Cholinesterase of the Pacific Squid Todarodes pacificus, Zh. Evol. Biokhim. Fiziol., 1993, vol. 29, pp. 491–498.
Rozengart, E.V. and Basova, N.E., Sensitivity of Cholinesterase of the Pacific Squid Todarodes pacificus to Organophosphorus Inhibitors of Various Structure, Dokl. RAN, 2007, vol. 414, pp. 116–119.
Nesis, K.N., Okeanicheskie golovonogie mollyuski. Rasprostranenie, zhiznennye formy, evolyutsiya (Oceanic Cephalopod Molluscs. Distribution, Life Forms, Evolution), Moscow, 1985.
Rozengart, E.V., Substrate-Inhibitor Analysis of Cholinesterases in Hemolymph of the Pacific Gastropod Mollusc Neptunea eulimata, Zh. Evol. Biokhim. Fiziol., 2001, vol. 37, pp. 401–405.
Shevtsova, S.P., Brestkin, A.P., Nesis, K.R., and Rozengart, E.V., Difference in Properties of Cholinesterases in Optical Ganglia of Squid Ommastrephes bartrami (Les.) as an Index of Disconnection of Population in Different Parts of Disrupted Areal, Okeanologiya, 1979, vol. 19, pp. 481–485.
Rozengart, E.V., Basova, N.E., Khovanskikh, A.E., Kovalev, N.N., and Epshtein, L.M., Interaction of Cholinesterase of the Commander Squid Berryteuthis magister Individuals from Different Regions of Habitation Areal with Onium Reversible Inhibitors, Zh. Evol. Biokhim. Fiziol., 1997, vol. 33, pp. 371–382.
Moralev, S.N., Rozengart, E.V., and Suvorov, A.A., The “Catalytic Machine” in Cholinesterases of Different Animals is Arranged Identically, Dokl. RAN, 2001, vol. 381, pp. 123–125.
Kupriyanov, V.A., Kulikova, A.I., and Rozengart, V.I., Kinetics of Inhibition by Ammonium Compounds of Hydrolysis of Various Substrates by Cholinesterase from Pacific Squid Optical Ganglia, Biokhimiya, 1973, vol. 38, pp. 1261–1266.
Brestkin, A.P., Vinyar, T.N., Rozengart, E.V., Abrosimova, A.T., and Voronkov, M.G., Inhibition of Activity of Cholinesterases from the Nervous Tissue of Frog and Pacific Squid by Organosilicone Ammonium Compounds, Neirokhimiya, 1983, vol. 2, pp. 212–216.
Brestkin, A.P., Vinyar, T.N., and Rozengart, E.V., Interaction of Different Cholinesterases with Reversible Inhibitors of a Series of Polymethylenebis(trimethylammonium) Diiodides, Ukr. Biokhim. Zh., 1983, vol. 55, pp. 77–79.
Vitenberg, I.G., Travushkina, L.F., Vinyar, T.N., and Rozengart, E.V., Quaternary Ammonium Salts of Dimethylaminoalkyl Esters of 2-2- and 2,4-Dichlorobenzoic Acids and Their Interaction with Cholinesterases, Khim.-Farm. Zh., 1983, vol. 17, pp. 925–928.
Danilov, A.F., Vinyar, T.N., Lavrentieva, V.V., and Rozengart, E.V., Comparison of Properties of Choline Receptors and Cholinesterases of Brown Frog and Pacific Squid, Zh. Evol. Biokhim. Fiziol., 1985, vol. 21, pp. 139–143.
Rozengart, E.V., Vinyar, T.N., Kovalev, N.N., and Khovanskikh, A.E., Specificity of Interaction of Cholinesterases of Far East Squids and Some Vertebrates with Reversible Inhibitors, Zh. Evol. Biokhim. Fiziol., 1988, vol. 24, pp. 679–685.
Rozengart, E.V. and Basova, N.E., Ammonium Compounds with Localized and Delocalized Charge as Reversible Inhibitors of Cholinesterases of Different Origin, Zh. Evol. Biokhim. Fiziol., 2001, vol. 37, pp. 463–467.
Rozengart, E.V., Basova, N.E., Zhorov, B.S., Moralev, S.N., Suvorov, A.A., Saakov, V.S., and Khovanskikh, A.E., Guanidine Derivatives. Conformation, Ability to Complex Formation, Testing as Reversible Inhibitors of Cholinesterases of Different Origin, Zh. Evol. Biokhim. Fiziol., 2003, vol. 39, pp. 313–322.
Rozengart, E.V., Basova, N.E., Suvorov, A.A., and Khovanskikh, A.E., Comparative Study of Organofluorine Ammonium Reversible Inhibitors of Cholinesterases of Different Animals, Zh. Evol. Biokhim. Fiziol., 2005, vol. 41, pp. 408–413.
Rozengart, E.V. and Basova, N.E., Conformational Peculiarities of Structure of Derivatives of Acetylcholine Amide and Specificity of Their Action as Reversible Inhibitors of Cholinesterases of Different Animals, Dokl. RAN, 2005, vol. 405, pp. 692–695.
Rozengart, E.V., Basova, N.E., and Suvorov, A.A., Derivatives of Anabasine as Reversible and Irreversible Inhibitors of Cholinesterases of Different Animals, Zh. Evol. Biokhim. Fiziol., 2006, vol. 42, pp. 11–18.
Moralev, S.N. and Rozengart, E.V., Comparative Analysis of Sensitivity of Cholinesterases of Different Origin to Monoonium Reversible Inhibitors, Zh. Evol. Biokhim. Fiziol., 2007, vol. 43, pp. 223–239.
Moralev, S.N. and Rozengart, E.V., Comparative Analysis of Sensitivity of Cholinesterases of Different Origin to Bis-onium Reversible Inhibitors, Zh. Evol. Biokhim. Fiziol., 2008, vol. 44, pp. 352–363.
Rozengart, E.V., Basova, N.E., and Suvorov, A.A., Comparative Study of Interaction of Onium Reversible Inhibitors with Cholinesterases of the Pacific Squid Todarodes pacificus and Some Vertebrates, Dokl. RAN, (in press).
Klesov, A.A. and Berezin, I.V., Fermentativnyi kataliz (Enzymatic Catalysis), Moscow, 1980.
Khromov-Borisov, N.V., Danilov, A.F., and Brovtsyna, N.B., Conformations of Acetylcholine and Its Amide Analogues at Their Interaction with Nicotinic Choline Receptors, Dokl. Akad. Nauk SSSR, 1976, vol. 230, pp. 1250–1253.
Danilov, A.F., Postsinapticheskie miorelaksanty (Postsynaptic Myorelaxants), St. Petersburg, 1994.
Basova, N.E., Rozengart, E.V., and Suvorov, A.A., Alkylammonium Chlorobenzoates as a New Group of Esteric Reversible Inhibitors of Cholinesterases of Different Animals, Zh. Evol. Biokhim. Fiziol., 2006, vol. 42, pp. 120–124.
Rozengart, E.V., Shestakova, N.N., Prokator, S.O., Khovanskikh, A.E., Kovalev, N.N., and Epshtein, L.M., Interaction of Derivatives of Hexamethonium with Cholinesterases of Some Vertebrates and Invertebrates. Physical-Chemical and Conformational Aspects, Zh. Evol. Biokhim. Fiziol., 1995, vol. 31, pp. 387–395.
Rozengart, E.V., Zhorov, B.S., Shestakova, N.N., and Khovanskikh, A.E., Conformational Aspects of Interaction of Cholinesterases of Pacific Squid and Some Vertebrates with Derivatives of Polymethylenbis (trimethylammonium), Zh. Evol. Biokhim. Fiziol., 1994, vol. 30, pp. 168–176.
Webb, L., Ingibitory fermentov i metabolizma (Inhibitors of Enzymes and Metabolism), Moscow, 1966.
Author information
Authors and Affiliations
Additional information
Original Russian Text © E. V. Rozengart, N. E. Basova, 2010, published in Zhurnal Evolyutsionnoi Biokhimii i Fiziologii, 2010, Vol. 46, No. 1, pp. 3–16.
Rights and permissions
About this article
Cite this article
Rozengart, E.V., Basova, N.E. Comparative-enzymological study of cholinesterase of the Pacific squid Todarodes pacificus . J Evol Biochem Phys 46, 1–18 (2010). https://doi.org/10.1134/S0022093010010019
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S0022093010010019