Formation of a new biogenic aldehyde adduct by incubation of tryptamine with rat brain tissue

作者: Rudy Susilo , Henning Damm , Hans Rommelspacher

DOI: 10.1111/J.1471-4159.1988.TB02483.X

关键词:

摘要: Tryptamine was degraded by incubation with rat brain homogenate to an unknown product. The reaction stimulated the nonionic detergents Triton X-100 and Lubrol PX less zwitterionic detergent 3-[(3-cholamidopropyl)dimethylammonio]1-propanesulfonate (CHAPS). same results were obtained pig bovine brain. monoamine oxidase inhibitor pargyline inhibited strongly, indicating participation of enzyme on reaction. Addition 17,000 g supernatant from increased formation effectively whereas phospholipids or chloroform/methanol (7:3) extract showed only little no effect. Chromatographic electrophoretic properties as well chemical product specific reagents suggest that compound consists indole part amino acid part. could be identified fast atom bombardment mass spectrometry comparison synthetic substance (4R)-2-(3-indolylmethyl)-1,3-thiazolidine-4-carboxylic acid. It is formed enzymatic oxidation tryptamine producing indole-3-acetaldehyde which spontaneously cyclizes free L-cysteine tissue. biogenic aldehydes macromolecules may proceed via analogous

参考文章(23)
Caecilia Elisabeth Mary Pugh, Juda Hirsch Quastel, Oxidation of amines by animal tissues. Biochemical Journal. ,vol. 31, pp. 2306- 2321 ,(1937) , 10.1042/BJ0312306
Cosmo G. Mackenzie, Joseph Harris, N-formylcysteine synthesis in mitochondria from formaldehyde and L-cysteine via thiazolidinecarboxylic acid. Journal of Biological Chemistry. ,vol. 227, pp. 393- 406 ,(1957) , 10.1016/S0021-9258(18)70824-7
Irwin J. Kopin, Julius Axelrod, Louis Lemberger, The disposition and metabolism of tryptamine and the in vivo formation of 6-hydroxytryptamine in the rabbit. Journal of Pharmacology and Experimental Therapeutics. ,vol. 177, pp. 169- 176 ,(1971)
D. Cavallini, C. De Marco, B. Mondovì, F. Trasarti, Studies of the metabolism of thiazolidine carboxylic acid by rat liver homogenate. Biochimica et Biophysica Acta. ,vol. 22, pp. 558- 564 ,(1956) , 10.1016/0006-3002(56)90068-3
Kenneth J. Kellar, Caren S. Cascio, [3H]Tryptamine: High affinity binding sites in rat brain European Journal of Pharmacology. ,vol. 78, pp. 475- 478 ,(1982) , 10.1016/0014-2999(82)90492-7
V.E. Vaskovsky, E.Y. Kostetsky, I.M. Vasendin, A universal reagent for phospholipid analysis. Journal of Chromatography A. ,vol. 114, pp. 129- 141 ,(1975) , 10.1016/S0021-9673(00)85249-8
T. L. Perry, K. Berry, S. Hansen, S. Diamond, C. Mok, Regional distribution of amino acids in human brain obtained at autopsy. Journal of Neurochemistry. ,vol. 18, pp. 513- 519 ,(1971) , 10.1111/J.1471-4159.1971.TB11979.X
Richard J. Wurtman, Julius Axelrod, A SENSITIVE AND SPECIFIC ASSAY FOR THE ESTIMATION OF MONOAMINE OXIDASE. Biochemical Pharmacology. ,vol. 12, pp. 1439- 1441 ,(1963) , 10.1016/0006-2952(63)90215-6