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Synthesis of oleyl-4[131I]-iodobenzoate for long-term cell trafficking

  • Jeon, Hak Rim (Department of Molecular Medicine, BK21 Plus KNU Biomedical Convergence Program, School of Medicine, Kyungpook National University) ;
  • Lee, Woonghee (Department of Molecular Medicine, BK21 Plus KNU Biomedical Convergence Program, School of Medicine, Kyungpook National University) ;
  • Oh, Jieun (Department of Molecular Medicine, BK21 Plus KNU Biomedical Convergence Program, School of Medicine, Kyungpook National University) ;
  • Lee, Yong Jin (Department of RI-Convergence Research, Korea Institute of Radiological and Medical Sciences) ;
  • Yoo, Jeongsoo (Department of Molecular Medicine, BK21 Plus KNU Biomedical Convergence Program, School of Medicine, Kyungpook National University)
  • Received : 2018.11.27
  • Accepted : 2018.12.18
  • Published : 2018.12.30

Abstract

Great efforts are currently devoted to the development of new approaches for the labeling of cells using appropriate radionuclides. While fluoride-18 and copper-64 have been extensively studied as short-term and intermediate-term trafficking agents, iodide was studied less intensely. Here, we report a new cell labeling agent labeled with $^{131}I$, $[^{131}I]$oleyl-4-iodobenzoate ($[^{131}I]$OIB) for long-term cell trafficking. A precursor of $[^{131}I]$OIB was obtained in two steps, with the yield of 35%. The radiochemical yield of $[^{131}I]$OIB was over 50%. While $[^{131}I]$OIB could label different cells, L6 cells showed the highest cell-labeling efficiency. The $[^{131}I]$OIB-labeled L6 cells were imprinted into a rat heart, and then monitored noninvasively for 2 weeks by gamma camera imaging. We conclude that $[^{131}I]$OIB is a good candidate molecule for a long-term cell trafficking agent.

Keywords

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Scheme 1. Synthesis of OIB and precursor oleyl-4-tributyltinbenzoate.

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Scheme 2. Radiochemical synthesis of [131I]OIB

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Figure 1. Radio–thin-layer chromatogram of [131I]OIB (left: radiolabeling mixture; right: sample after HPLC purification).

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Figure 2. Cell labeling yield of L6, H9C2, and HeLa cells with [131I]OIB.

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Figure 3. Gamma camera images of L6 cells labeled with [131I]OIB after injection into an open rat heart. The images were acquired on days 1 (A), 3 (B), 4 (C), 5 (D), 6 (E), and 14 (F) after the injection. Red arrow, the heart; yellow arrow, fiducial markers

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