PET영상용 미토콘드리아 막전위 감지기 (4-[18F]Fluorophenyl)triphenylphosphonium의 합성 (Synthesis of (4-[18F]Fluorophenyl)triphenylphosphonium as a Mitochondrial Voltage Sensor for PET) |
Author |
김동연1,2·유국현2·범희승1·민정준1, |
Dong Yeon Kim, B.S.1,2, Kook Hyun Yu, Ph.D.2, Hee-Seung Bom, M.D., Ph.D.1, and Jung-Joon Min, M.D., Ph.D.1 |
Affiliation |
전남대학교 의과대학 핵의학교실1, 동국대학교 화학과2 1Department of Nuclear Medicine, Chonnam National University Medical School, Gwangju, Korea; 2Department of Chemistry, Dongguk University, Seoul, Korea |
Abstract |
Purpose: Lipophilic cations including tetraphenylphosphonium (TPP) salts penetrate the hydrophobic barriers of the plasma and mitochondrial membranes, resulting in accumulation in mitochondria in response to the negative inner transmembrane potentials. The development of radiolabeled phosphonium cations as a noninvasive imaging agent may serve as a new molecular “voltage sensor” probe to investigate the role of mitochondria in the pathophysiology and diagnosis of cancer. Materials and Methods: We have synthesized a reference compound (4-fluorophenyl)triphenylphosphonium (TPP) and a labeled compound [18F]TPP via two step nucleophilic substitution of no-carrier-added [18F]fluoride with the precursor, 4-iodophenyltrimethylammonium iodide, in the presence of
Kryptofix-2.2.2 and K2CO3. Result: The reference compound (4-fluorophenyl)triphenylphosphonium (TPP) was synthesized in 60% yield. The radiolabeled compound [18F]TPP was synthesized in 10~15% yield. The radiochemical purity of the [18F]TPP was 95.57±0.51% (n=11). Conclusion: [18F]TPP was successfully synthesized that might have a potential to be utilized as a novel myocardial or cancer imaging agent for PET. However, it is required to improve the radiochemical yield to apply [18F]TPP in preclinical or clinical researches. (Nucl Med Mol Imaging 2007;41(6):561-565) |
Keyword |
phosphonium salts, tetraphenylphosphonium, mitochondrial membrane potential, PET, myocardial imaging, cancer imaging |
Full text Article |
4106565.pdf
|
|
|