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Changes in Membrane Fluidity Induced by Tryptophan and its Metabolites

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Tryptophan, Serotonin, and Melatonin

Part of the book series: Advances in Experimental Medicine and Biology ((AEMB,volume 467))

Abstract

Incorporation of fatty acids into phospholipids as well as cholesterol and phospholipid concentration has been investigated using samples of rat liver homogenate, Krebs-Ringer-phosphate buffer (pH = 7.4), containing 0.3% albumin, fatty acid mixture and glycerol. The addition of kynurenine, kynurenic, xanthurenic, picolinic, and 5-hydroxyindoleacetic acids to incubation medium for phospholipid biosynthesis in vitro induced the elevation of cholesterol/phospholipid ratio, cholesterol concentration in samples, an increase of saturated and a decrease of polyunsaturated fatty acids, especially arachidonic acid incorporation into phospholipids. It allowed us to suggest that these metabolites of tryptophan can decrease the membrane fluidity, depress cell cycle, cell transformation and may stimulate cholesterol precipitation. The addition of tryptophan, 3 — hydroxykynurenine, 3-hydroxyanthranilic, quinolinic, nicotinic acids, serotonin together with iproniasid, acetylserotonin, and melatonin to incubation medium for phospholipid biosynthesis in vitro induced an inverse relationship. Tryptophan and above mentioned metabolites decreased cholesterol/phospholipid ratio, cholesterol concentration in samples and incorporation of saturated fatty acids into phospholipids. The incorporation of polyunsaturated fatty acids, especially arachidonic acid increased. It allowed us to suggest that tryptophan and these metabolites, may increase membrane fluidity, stimulate cell cycle, cell transformation and can protect against cholesterol precipitation.

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Referenfces

  • Bender, D.A., 1982, Biochemistry of tryptophan in health and disease, Molec. Aspects Med., 6:101–197.

    Article  Google Scholar 

  • Cloete, F., Waal, J.M., de, Badenhorst, P.W., and Kelderman, M., 1993, Abnormal fatty acid composition of plasma and platelets in patients with acute myocardial infarction, in: Abstracts of 1st International Congress “Fatty Acids and Lipids from Cell Biology to Human Disease”, pp. 109-109, Lugano.

    Google Scholar 

  • Ferber, E., Kröner, E., Schmidt, B., Ficher, H., Peskar, B.A., and Anders, C., 1980, Dynamics of membrane fatty acids during lymphocyte stimulation by mitogens, in: Membrane Fluidity. Biophysical Techniques and Cellular Regulation, (M. Kates, and A. Kuksis eds.), pp. 239-263, The Humana Press Inc., Clifton.

    Google Scholar 

  • Folch, J., Lees, M., and Stanly, G.H., 1957, A simple method for isolation and purification of total lipids from animal tissues, J.Biol.Chem., 226:495–509.

    Google Scholar 

  • Heyes, M.P., 1996, The kynurenine pathway and neurologic disease. Therapeutic strategies, Adv.Exp.Med.Biol., 398:244–254.

    Google Scholar 

  • Heyes, M.P. and Saito, K., 1992, Quinolinic acid and kynurenine pathway metabolism in neurological diseases, in: Advances in Tryptophan Research 1992, pp. 95–96, Fujita Health University Press, Toyoae.

    Google Scholar 

  • Homolka, J., 1964, Bestimmung des anorganischen Phosphors nach Urbach-Raabe/modifiziert/, in: Chemische Diagnostik im Kindersalter mit Bevorzugung der Mikrometrischen Blutanalysen, p. 354–355, Verlag Volk und Gesundheit, Berln.

    Google Scholar 

  • Huether, G., 1994, Effect of tryptophaan administration on circulating tryptophan metabolites, in: L-Tryptophan Current Prospects in Medicine and Drug Safety, (W. Kochen, and H. Steinhart eds.), pp. 111–129, Walter de Gruyter, Berlin; New York.

    Google Scholar 

  • Kates, M., 1978, Technique of Lipidology, p. 201-203, Mir, Moscw. (Russ.).

    Google Scholar 

  • Katz, A.M. and Messino, F., 1981, Lipid membrane interaction and pathogenesis of ischemic damage in the myocardium, Circulation Res., 48:1–16.

    Article  PubMed  CAS  Google Scholar 

  • McCall, R.B. and Clement, M.E., 1994, Role of serotonin1A and serotonin2 receptors in the central regulation of cardiovascular system, Pharmacol. Reviews, 46:231–243.

    CAS  Google Scholar 

  • McDonald, R.A., Robbins, S.L., and Mallory, K., 1958, Morphologic effects of serotonin, Arch.Pathol., 65:369–377.

    Google Scholar 

  • Melillo, G., Bosco, M.C., Musso, T., and Veresio, L 1996; Immunobiology of picolinic acid, Adv.Exp.Med.Biol., 398:135–141.

    Article  PubMed  CAS  Google Scholar 

  • Mehler, M.H., McDonald, E.G., and Hundley, J.M., 1958, Changes in enzymatic composition of liver. I. Increase of picolinic carboxylase in diabetes, J.Biol.Chem., 232:323–330.

    PubMed  CAS  Google Scholar 

  • Metzler, D., 1980, Biochemistry, p.556-558, Mir, Moscw. (Russ.).

    Google Scholar 

  • Montilla, C., Munitz, O., Villar, J., Ruiz-Gutierrez, V., Stiefel, P., and Serreras, J.L., 1993, Erythrocyte membrane cholesterol and phospholipids composition in hypertensives and normotensives, in: Abstracts of 1st International Congress “Fatty acids and Lipids from Cell Biology to Human Disease”, pp. 116-116, Lugano.

    Google Scholar 

  • Muniz, O., Montilla, C., Villar, J., Ruiz-Gutierrez, V., Stiefel, P., and Serreras, J.L., 1993, Erythrocyte membrane fatty acids composition in hypertensives and normotensives, in: Abstracts of 1st International Congress “Fatty acids and Lipids from Cell Biology to Human Disease”, pp. 116-116, Lugano.

    Google Scholar 

  • Nakahara, I., Watanabe, Y., Morino, Y., and Sakamoto, Y., 1961, Enzymatic studies of pyridoxine metabolism. VII. The influence of fat and fatty acid administration upon pyridoxine metabolism, J.Biochem., 49:343–347.

    PubMed  CAS  Google Scholar 

  • Nilsson, S., 1970, Synthesis and secretion of biliary phospholipids by man, Acta Chirurg, Scandinav., Suppl. 405:1–38.

    CAS  Google Scholar 

  • Olivieri, O., Stanzial, A.M., Girelli, D., Trevisan, M.T., Guarini, P., Terzi, M., Caffi, S., Fontana, F., Carasil, M., Ferrari, S., and Corrocher, R., 1993, in: Abstracts of 1st International Congress “Fatty acids and Lipids from Cell Biology to Human Disease”, pp. 136-136, Lugano.

    Google Scholar 

  • Okamoto, H., 1975, Effect of quinaldic acid and relatives on insulin-release from Langehans islets, Acta Vitaminol. Enzymol., 29:227–231.

    PubMed  CAS  Google Scholar 

  • Ostro, M.J., Bessinger, B., Summers, J., and Dray, S., 1980, Effect of membrane lipid composition on mobility of lymphocyte surface immunoglobulins. in: Membrane Fluidity. Biochemical Techniques and Cellular Regulation, (M. Kates, and A. Kuksis eds.), pp. 105–117, The Humana Press Inc., Clifton.

    Chapter  Google Scholar 

  • Predtetchenski, V.J., Borovskaja, V.A., and Margolina, L.T., 1950, Handbook of Clinical and Laboratory Investigation, Medgiz, Moscw.

    Google Scholar 

  • Rossi, P., Stevenson, M., Khaksar, P., and Bellet, S., 1961, Coronary arteriosclerosis in youg dogs after prolonged intra-aortic infusions of serotonin, Circulation Res., 9:439–440.

    Article  Google Scholar 

  • Rudzite, V., 1973, Tryptophan, p. 1–169, Medicine, Leningrd.

    Google Scholar 

  • Rudzite, V., 1981, Metabolites of tryptophan in the development of Diabetes mellitus, p. 1–83, Zinatne, Riga, (Russ.).

    Google Scholar 

  • Rudzite, V. and Jurika, E., 1991, Kynurenine and lipid metabolism, Adv. Exp. Med. Biol., 294:663–667.

    Article  PubMed  CAS  Google Scholar 

  • Rudzite, V., Jirgensons, J., Jurika, E., Sileniece, G., Zirne, R., and Jirgensone, S., 1988, Besonderheiten der Nikotinsäurebildung bei koronarer Herzkrankheit unter Berücksichtigung von Herzrhythmusstörungen, Z. gesamte inn. Med., 43:60–65.

    CAS  Google Scholar 

  • Rudzite, V., Jurika, E., Jirgensons, J., Herpfer, I., Weiss, G., and Wachter, H., 1997, The influence of kynurenine and its metabolites on lipid metabolism, Pteridines, 8:201–205.

    Article  CAS  Google Scholar 

  • Rudzite, V., Jurika, E., Reibnegger, G., Weiss, G., and Wachter, H., 1993, Influence of kynurenine, neopterin, noradrenaline and pyridoxal-5-phosphate on cholesterol and phospholipid content and phospholipid biosynthesis in vitro, Pteridines, 4:126–130.

    CAS  Google Scholar 

  • Rudzite, V., Jurika, E., Reibnegger, G., and Wachter, H., 1994, The influence of kynurenine, neopterin and pyridoxal-5-phosphate/P-5-P/on cholesterol content and phospholipid biosynthesis in vitro, in: L-Tryptophan Current Prospects in Medicine and Drug Safety, (W Kochen, and H. Steinhart eds.), pp. 165–170, Walter de Gruyter, Berlin; New York.

    Google Scholar 

  • Rudzite, V., Sileniece, G., Jirgensons, J., Dalmane, A., Zirne, R., Jurika, E., and Skards, J.I., 1994, The significance of increased kynurenine level in blood to the development of cardiovascular pathology, Acta Medica Baltica, 1:4–19.

    Google Scholar 

  • Sidransky, H., Kurl, R.N., Verney, E., Cosgrove, J.W., and Schwartz, M., 1994, Tryptophan binding to a nuclear membrane receptor, in: L-Tryptophan Current Prospects in Medicine and Drug Safety, (W. Kochen and H. Steinhart eds.), pp. 31–39, Walter de Gruyter, Berlin; New York.

    Google Scholar 

  • Veriso, L., Soleti, A., Radzioch, D., Pulkki, K., Brooks, A., Gusella, G.L., Bosco, M.C., and Forni, G., 1994, Picolinic acid and its influence on the immune system, in: L-Tryptophan Current Prospects in Medicine and Drug safety, (W. Kochen and H. Steinhart eds.), pp. 99–110, Walter de Gruyter, Berlin; New York.

    Google Scholar 

  • Weber, E., 1957, Grundriss der biologischen Statistik für Naturwissenschaftler, Landwirte und Mediziner, Gustav Fischer Verlag, Jea.

    Google Scholar 

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Rudzite, V., Jurika, E., Jirgensons, J. (1999). Changes in Membrane Fluidity Induced by Tryptophan and its Metabolites. In: Huether, G., Kochen, W., Simat, T.J., Steinhart, H. (eds) Tryptophan, Serotonin, and Melatonin. Advances in Experimental Medicine and Biology, vol 467. Springer, Boston, MA. https://doi.org/10.1007/978-1-4615-4709-9_46

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  • DOI: https://doi.org/10.1007/978-1-4615-4709-9_46

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4613-7133-5

  • Online ISBN: 978-1-4615-4709-9

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