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- W2015027720 abstract "The causes of carnitine deficiency syndromes are not completely understood, but decomposition of L-carnitine in vivo is likely to be involved. Carnitine is metabolized to γ-butyrobetaine, and crotonobetaine is probably an intermediate in this pathway. To validate experimentally the precursor-product relationship between the three physiologically occuring γ-betaines—L-carnitine, crotonobetaine, γ-butyrobetaine—labelling with stable or radioactive isotopes became necessary. Methyl-labelled carnitine isomers (L(−)-, D(+)- or DL-) or γ-butyrobetaine can be easily synthesized by methylation of 4-amino-3-hydroxybutyric acid isomers or 4-aminobutyric acid, respectively. Because of problems with the 4-aminocrotonic acid, we synthesized labelled crotonobetaine from labelled carnitine. Thus, DL-[methyl-14C]carnitine was dehydrated by reaction with concentrated sulfuric acid. After removal of the latter the products were separated and purified by ion exchange chromatography on DOWEX 50 WX8 (200–400 mesh) and gradient elution with hydrochloric acid. In addition to the labelled main product [methyl-14C]crotonobetaine (yield about 50 %), [methyl-14C]glycine betaine and [methyl-14C]acetonyltrimethylammonium (ATMA) were formed. The end products were identified by combined thin layer chromatography/autoradiography and quantified by liquid scintillation counting." @default.
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- W2015027720 date "1996-02-01" @default.
- W2015027720 modified "2023-10-17" @default.
- W2015027720 title "Synthesis of [methyl-14C]crotonobetaine from DL-[methyl-14C]carnitine" @default.
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- W2015027720 doi "https://doi.org/10.1002/(sici)1099-1344(199602)38:2<179::aid-jlcr825>3.0.co;2-x" @default.
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