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Preparation of folic acid specifically labeled with deuterium at the 3′,5′‐positions
Author(s) -
Gregory Jesse F.,
Toth John P.
Publication year - 1988
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.2580251209
Subject(s) - chemistry , deuterium , halogenation , mass spectrometry , folic acid , catalysis , palladium , sephadex , chromatography , organic chemistry , enzyme , medicine , physics , quantum mechanics
A method was devised for the synthesis of 3′,5′‐[ 2 H 2 ]folic acid (d 2 ‐folic acid) for use in studies of folate metabolism in human beings. Labeling was accomplished by catalytic dehalogenation of 3′,5′‐dibromofolate with deuterium gas and palladium/carbon catalyst. d 2 ‐Folic acid was separated from reduced forms and residual 3′‐monobromofolate by chromatography on DEAE‐Sephadex. Analysis by proton NMR and mass spectrometry indicated 70–75% deuteration of the 3′,5′‐positions and lack of deuteration at other carbons.