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Novel synthesis of [ 13 C 4 , 15 N]1H‐pyrrole‐2,3,5‐tricarboxylic acid: an important biomarker for melatonin metabolism
Author(s) -
Skaddan Marc B.
Publication year - 2010
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.1704
Subject(s) - chemistry , tricarboxylic acid , citric acid cycle , pyrrole , yield (engineering) , metabolism , chemical synthesis , biochemistry , combinatorial chemistry , organic chemistry , in vitro , materials science , metallurgy
1H‐pyrrole‐2,3,5‐tricarboxylic acid is a breakdown product of melatonin. A labeled version of this compound would serve as a key biomarker for drug candidates which track this substance to monitor their effectiveness (e.g. hyperpigmentation drugs). A Hantzsch synthesis using readily available starting materials was used to generate [ 13 C 4 , 15 N]1H‐pyrrole‐2,3,5‐tricarboxylic acid in six steps (12% overall yield). Copyright © 2009 John Wiley & Sons, Ltd.