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Carbon‐11 labelled analogs of alanine by the strecker synthesis
Author(s) -
Prenant Christian,
Theobald Annemarie,
Siegel Thilo,
Joachim Jürgen,
Weber Klaus,
Haberkorn Uwe,
Oberdorfer Franz
Publication year - 1995
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/jlcr.2580360609
Subject(s) - chemistry , strecker amino acid synthesis , methylamine , hydrochloride , alanine , amino acid , carbon 14 , aminoisobutyric acid , chemical synthesis , cyanide , nuclear chemistry , sodium cyanide , radiochemistry , organic chemistry , biochemistry , in vitro , physics , quantum mechanics , enantioselective synthesis , catalysis
Derivatives of alanine, α‐[2‐ 11 C]aminoisobutyric acid 1a and α‐(N‐methyl)‐[2‐ 11 C]aminoisobutyric acid 1b were prepared for the in ‐ vivo study of amino acid transport phenomena by positron‐emission‐tomography (PET). Compounds 1a and 1b were obtained by a Zelinski‐Stadnikoff variant of the Strecker α‐amino acid synthesis from in ‐ situ formed [ 11 C]acetone in presence of sodium cyanide and either ammonium sulfate (for 1a ) or methylamine hydrochloride (for 1b ). The complete preparation required 50 min from the end of [ 11 C]CO 2 production, and delivered 1.2 ‐ 2 GBq of labelled product for application (2.4 ‐ 4%; not corrected for decay; related to trapped [ 11 C]CO 2 ). The specific activity of the labelled products was 16 to 20 GBq·μmol −1 . The radiochemical and chemical purity of the preparations was greater than 98%.