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Specific deuteromethylation by the eschweiler—clarke reaction. Synthesis of differently labelled variants of trimethylamine and their use for the preparation of labelled choline and acetylcholine
Author(s) -
Lindeke Björn,
Anderson Elisabet,
Jenden Donald J.
Publication year - 1976
Publication title -
biomedical mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0306-042X
DOI - 10.1002/bms.1200030514
Subject(s) - trimethylamine , choline , formic acid , acetylcholine , chemistry , formaldehyde , choline oxidase , deuterium , chromatography , organic chemistry , biochemistry , pharmacology , biology , acetylcholinesterase , quantum mechanics , enzyme , physics
Reductive methylation (the Eschweiler–Clarke reaction) was used as a route for the synthesis of differently deuterium labelled variants of trimethylamine with the ultimate aim of preparing labelled variants of choline and acetylcholine. Combinations of unlabelled and labelled formaldehyde and formic acid yielded symmetrically labelled trimethylamines of high isotopic purity. The labelled congerers to acetylcholine and choline that were prepared subsequently provide suitable internal standards and tracers to be used in mass spectral analysis and in the evaluation of the pharmacokinetics of the parent compounds.