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Preparation of deuterated pteroyl glutamic acid by acid catalyzed exchange with deuterium oxide


, : Preparation of deuterated pteroyl glutamic acid by acid catalyzed exchange with deuterium oxide. Journal of Labelled Compounds and Radiopharmaceuticals 14(4): 479-486

Pteroylglutamic acid was labeled with 2H by trifluoroacetic acid-catalyzed exchange with deuterium oxide. The product, pteroylglutamic acid-3',5'-2H2, was selectively labeled with 2H in the 4-aminobenzoyl portion of the molecule; there was no evidence for isotope incorporation at C7 or C9 of the pteridine ring or at the glutamate residue. Isotope composition of the pteroylglutamates was determined by chemical ionization mass spectrometry following a base-catalyzed, oxidative cleavage to either 4-aminobenzoic acid or 4-aminobenzoylglutamic acid. Products from the exchange reaction typically contained 1% 2H0, 9% 2H1 and 90% 2H2 isotopic species.

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