We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Synthesis of O-[2-[F]fluoro-3-(2-nitro-1 H-imidazole-1-yl)propyl]tyrosine ([F]FNT]) as a new class of tracer for imaging hypoxia.
- Authors
Malik, Noeen; Lin, Xian; Löffler, Dirk; Shen, Bin; Solbach, Christoph; Reischl, Gerald; Voelter, Wolfgang; Machulla, Hans-Jürgen
- Abstract
For detection of hypoxic tumor tissue, all radiotracers synthesized until now, are based on the concept that cellular uptake is being controlled by diffusion. As a new approach, we chose the concept to have the tracer hypothetically transported into the cells by well known carrier systems like the amino acid transporters. For this purpose, radiosynthesis of O-[2-[F]fluoro-3-(2-nitro-1 H-imidazole-1yl)propyl]tyrosine ([F]FNT]) was carried out from methyl 2-(benzyloxycarbonyl)-3-(4-3-(2-nitro-1 H-imidazol-1-yl)-2-(tosyloxy)propoxy) phenyl)propanoate via no-carrier-added nucleophilic aliphatic substitution. After labelling, 81 ± 0.9% of labelled intermediate i.e. methyl 2-(benzyloxycarbonyl)-3-(4-(2-[F]fluoro-3-(2-nitro-1 H-imidazole-1-yl)propoxy) phenyl)propanoate was obtained at 140 °C. At the end of radiosynthesis, [F]FNT was obtained in an overall radiochemical yield of 40 ± 0.9% (not decay corrected) within 90 min in a radiochemical purity of >98% in a formulation ready for application in the clinical studies for PET imaging of hypoxia.
- Subjects
ORGANIC synthesis; TYROSINE; HYPOXEMIA; IMAGING of cancer; DIFFUSION; RADIOACTIVE tracers in biology; NUCLEOPHILIC substitution reactions
- Publication
Journal of Radioanalytical & Nuclear Chemistry, 2012, Vol 292, Issue 3, p1025
- ISSN
0236-5731
- Publication type
Article
- DOI
10.1007/s10967-012-1683-4