18F-Fluorosulfate for PET Imaging of the Sodium-Iodide Symporter: Synthesis and Biologic Evaluation In Vitro and In Vivo

18F-氟硫酸盐用于钠碘同向转运蛋白的PET成像:体外和体内合成及生物学评价

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Abstract

Anion transport by the human sodium-iodide symporter (hNIS) is an established target for molecular imaging and radionuclide therapy. Current radiotracers for PET of hNIS expression are limited to (124)I(-) and (18)F-BF(4)(-) We sought new (18)F-labeled hNIS substrates offering higher specific activity, higher affinity, and simpler radiochemical synthesis than (18)F-BF(4)(-) METHODS: The ability of a range of anions, some containing fluorine, to block (99m)TcO(4)(-) uptake in hNIS-expressing cells was measured. SO(3)F(-) emerged as a promising candidate. (18)F-SO(3)F(-) was synthesized by reaction of (18)F(-) with SO(3)-pyridine complex in MeCN and purified using alumina and quaternary methyl ammonium solid-phase extraction cartridges. Chemical and radiochemical purity and serum stability were determined by radiochromatography. Radiotracer uptake and efflux in hNIS-transduced HCT116-C19 cells and the hNIS-negative parent cell line were evaluated in vitro in the presence and absence of a known competitive inhibitor (NaClO(4)). PET/CT imaging and ex vivo biodistribution measurement were conducted on BALB/c mice, with and without NaClO(4) inhibition. RESULTS: Fluorosulfate was identified as a potent inhibitor of (99m)TcO(4)(-) uptake via hNIS in vitro (half-maximal inhibitory concentration, 0.55-0.56 μM (in comparison with 0.29-4.5 μM for BF(4)(-), 0.07 μM for TcO(4)(-), and 2.7-4.7 μM for I(-)). Radiolabeling to produce (18)F-SO(3)F(-) was simple and afforded high radiochemical purity suitable for biologic evaluation (radiochemical purity > 95%, decay-corrected radiochemical yield = 31.6%, specific activity ≥ 48.5 GBq/μmol). Specific, blockable hNIS-mediated uptake in HCT116-C19 cells was observed in vitro, and PET/CT imaging of normal mice showed uptake in thyroid, salivary glands (percentage injected dose/g at 30 min, 563 ± 140 and 32 ± 9, respectively), and stomach (percentage injected dose/g at 90 min, 68 ± 21). CONCLUSION: Fluorosulfate is a high-affinity hNIS substrate. (18)F-SO(3)F(-) is easily synthesized in high yield and very high specific activity and is a promising candidate for preclinical and clinical PET imaging of hNIS expression and thyroid-related disease; it is the first example of in vivo PET imaging with a tracer containing an S-(18)F bond.

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