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Synthesis of saturated fatty acids 11 C( 13 C)‐labelled in the ω‐methyl position
Author(s) -
Neu Henrik,
Kihlberg Tor,
Långström Bengt
Publication year - 1997
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/(sici)1099-1344(199706)39:6<509::aid-jlcr996>3.0.co;2-h
Subject(s) - chemistry , methyl iodide , labelling , trifluoroacetic acid , palmitic acid , iodide , fatty acid , lithium (medication) , iodine , methyl group , extraction (chemistry) , organic chemistry , chromatography , radiochemistry , biochemistry , medicine , alkyl , endocrinology
A method for the preparation of saturated fatty acids 11 C ( 13 C)‐labelled in the ω‐methyl position is described. A highly reactive zerovalent copper complex was prepared from lithium naphtalenide reduced lithium(2‐thienyl)iodocuprate. The labelling precursors were obtained by addition of tert ‐butyl ω‐iodocarboxylates to the organocuprate and these were reacted with [ 11 C]methyl iodide to form 11 C‐labelled, protected intermediates. The tert ‐butyl ester protecting group was rapidly removed with trifluoroacetic acid, affording fatty acids 11 C‐labelled in the ω‐methyl position. A solid phase extraction method was developed and preceded final HPLC purification. In a typical run starting with 2.75 GBq of [ 11 C]methyl iodide, 375 MBq (66%) [16‐ 11 C]palmitic acid was obtained within 46 min from the end of the radionuclide production. © 1997 John Wiley & Sons, Ltd.