Degradation of tryptamine in pig brain: identification of a new condensation product.
Incubation of tryptamine with pig brain homogenate led to the formation of a product which is not identical with other known tryptamine metabolites. The same results were observed with rat brain tissue and bovine brain tissue. The compound has been isolated and identified by NMR spectroscopy, fast atom bombardment mass spectroscopy, and by chemical synthesis as a thiazolidine derivative, (4R)-2-(3-indolylmethyl)-1,3-thiazolidine-4-carboxylic acid. It is formed by a condensation reaction of indole-3-acetaldehyde generated enzymatically from tryptamine and of free L-cysteine present in the tissue. The compound inhibited monoamine oxidase (preferentially type A) and the neuronal gamma-aminobutyric acid uptake.
Institut für Neuropsychopharmakologie, Freie Universität Berlin, F.R. Germany.
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Susilo
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Höfle
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Rommelspacher
D000447:Aldehydes; D000818:Animals; D001921:Brain / Q000378:metabolism*; D002417:Cattle; D055598:Chemical Phenomena; D002621:Chemistry; D002851:Chromatography, High Pressure Liquid; D003545:Cysteine; D009682:Magnetic Resonance Spectroscopy; D014363:Tryptamines / Q000378:metabolism*
D000447:Aldehydes; D014363:Tryptamines; C030820:tryptamine; D003545:Cysteine