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Synthesis of dl‐glutamine‐2,5‐ 15 N 2
Author(s) -
Lagna William M.,
Callery Patrick S.
Publication year - 1984
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.2580210408
Subject(s) - chemistry , glutamine , yield (engineering) , hydrazine (antidepressant) , derivative (finance) , mass spectrum , ammonia , stereochemistry , medicinal chemistry , mass spectrometry , organic chemistry , chromatography , amino acid , biochemistry , materials science , economics , financial economics , metallurgy
Abstract A two step synthesis of dl‐glutamine‐2,5‐ 15 N 2 is described. 2‐Oxapentanedioic acid was reacted with hydrazine sulfate‐ 15 N 2 to yield 6‐carboxy‐(2H)‐pyridazin‐3‐one‐1,2‐ 15 N 2 , which was then reduced with hydrogen over 10% Pd/C catalyst to dl‐glutamine‐2,5‐ 15 N 2 . Gas chromatography of the trimethylsilylated derivative of the labeled glutamine was used to establish purity. Mass spectra for dl‐glutamine‐ 15 N 2 , dl‐glutamine and their intermediates, 6‐carboxy‐(2H)‐pyridazin‐3‐one‐1,2‐ 15 N 2 and 6‐carboxy‐(2H)‐pyridazin‐3‐one were consistent with assigned structures.