Abstract
The peroxisome proliferator-activated receptor γ (PPARγ) is an important regulator of lipid metabolism and the differentiation of pre-adipocytes. Thus, imaging PPARγ in vivo using positron-emission tomography (PET) might be useful in assessing lipid metabolism disorders and identifying tumor cell differentiation. A fluorine-substituted PPARγ ligand from tyrosine-benzophenone class, compound 1, has a very high affinity for PPARγ receptor (Ki = 0.14 nM). To develop this compound as a PPARγ PET imaging agent, we investigated synthetic routes suitable for its labeling with the short-lived PET radionuclide fluorine-18 (t1/2 = 110 min). To obtain the high specific activity material needed for receptor imaging with this isotope, reactions need to proceed efficiently, within a short time, starting from fluoride ion at the tracer level. The most promising approach involves introduction of fluorine into a suitable benzophenone precursor, followed by efficient coupling of this intermediate with the heterocyclic tyrosine component using a copper-catalyzed Ullmann-type condensation.
Original language | English (US) |
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Pages (from-to) | 507-513 |
Number of pages | 7 |
Journal | Bioconjugate Chemistry |
Volume | 18 |
Issue number | 2 |
DOIs | |
State | Published - Mar 2007 |
ASJC Scopus subject areas
- Biotechnology
- Bioengineering
- Biomedical Engineering
- Pharmacology
- Pharmaceutical Science
- Organic Chemistry