Synthesis of N-acetyl-L-aspartyl-L-glutamic acid, [3H]NAAG

0559559 - ÚOCHB 2023 RIV GB eng J - Journal Article
Kriegelstein, Michal - Marek, Aleš
Synthesis of N-acetyl-L-aspartyl-L-glutamic acid, [3H]NAAG.
Journal of Labelled Compounds and Radiopharmaceuticals. Roč. 65, č. 9 (2022), s. 244-253. ISSN 0362-4803. E-ISSN 1099-1344
Institutional support: RVO:61388963
Keywords : [2H]Glu * [3H]Glu * [3H]NAAG * labeled amino acid * microscale synthesis * tritium labeling
OECD category: Analytical chemistry
Impact factor: 1.8, year: 2022
Method of publishing: Limited access
https://doi.org/10.1002/jlcr.3991

[3H]NAAG,N-acetyl-L-aspartyl-L-glutamic acid, has been widely used as a sub-strate in glutamate carboxypeptidase II (GCPII) reactions, either to determinethe inhibitory constants at 50% inhibition (IC50) of novel compounds or tomeasure GCPII activities in different tissues harvested from various diseasemodels. The importance of [3H]NAAG, combined with its current commercialunavailability, prompted the development of a reliable eight-step synthetic pro-cedure towards [3H2]NAAG starting from commercially available pyrogluta-mate. Pure [3H]NAAG of high molar activity (49.8 Ci/mmol) and desiredstereochemistry was isolated in high radiochemical yield (67 mCi) and radio-chemical purity (>99%). The identity was confirmed by mass spectrometry andco-injection with unlabeled reference.
Permanent Link: https://hdl.handle.net/11104/0332825