Analytical Chemistry and Spectroscopy
Wiley InterScience Backfile Collection 1832-2000
Chemistry and Pharmacology
The use of thin-layer chromatography has demonstrated that incubations of indoleamines with 5-methyl[14C]tetrahydrofolic acid and an enzyme previously described as an N-methyltransferase, do not yield Nω, N1 or O-methylated products. Further elucidation by thin-layer chromatography, gas chromatography, mass spectrometry and selected ion monitoring enabled us to identify the reaction products as tetrahydroisoquinolines and tetrahydro-β-carbolines in mixtures incubated respectively with catecholamines and indoleamines in the presence of 5-methyl[14C]tetrahydrofolic acid and enzyme. The alkaloids have been shown to originate from a spontaneous condensation of the corresponding amines with formaldehyde, this latter being formed in the first stage of the reaction by enzymatic conversion from 5-methyltetrahydrofolic acid.
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