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The designed cyclic bisarylmercury was based on the water tolerance of organomercurials, higher bond dissociation energy of Hg\u2212Ph to Hg\u2212S, and the experimental evidence that acyclic structures suffer significant cleavage of one of the Hg\u2212R bonds. The bispidine motif was chosen for its <jats:italic>in\u2005vivo<\/jats:italic> stability, chemical accessibility, and functionalization properties. Radionuclide production results in <jats:sup>197(m)<\/jats:sup>HgCl<jats:sub>2<\/jats:sub>(aq), so the desired mercury compound was formed via a water\u2010tolerant organotin transmetallation. The Hg\u2010bispidine compound showed high chemical stability in tests with an excess of sulfur\u2010containing competitors and high <jats:italic>in\u2005vivo<\/jats:italic> stability, without any observable protein interaction by human serum assay, and good organ clearance demonstrated by biodistribution and SPECT studies in rats. In particular, no retention in the kidneys was observed, typical of unstable mercury compounds. The <jats:sup>nat<\/jats:sup>Hg analogue allowed full characterization by NMR and HRMS.<\/jats:p>","DOI":"10.1002\/cmdc.202100131","type":"journal-article","created":{"date-parts":[[2021,5,5]],"date-time":"2021-05-05T06:56:34Z","timestamp":1620197794000},"page":"2645-2649","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":8,"title":["Radiolabelled Cyclic Bisarylmercury: High Chemical and in\u2005vivo Stability for Theranostics"],"prefix":"10.1002","volume":"16","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-5292-2272","authenticated-orcid":false,"given":"Ian Moore F.","family":"Gilpin","sequence":"first","affiliation":[{"name":"Institute of Radiopharmaceutical Cancer Research Helmholtz-Zentrum Dresden-Rossendorf  Bautzner Landstrasse 400 01328 Dresden Germany"},{"name":"Faculty of Chemistry and Food Chemistry School of Science Dresden University of Technology  Mommsenstrasse 9 01062 Dresden Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6104-6676","authenticated-orcid":false,"given":"Martin","family":"Ullrich","sequence":"additional","affiliation":[{"name":"Institute of Radiopharmaceutical Cancer Research Helmholtz-Zentrum Dresden-Rossendorf  Bautzner Landstrasse 400 01328 Dresden Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8709-094X","authenticated-orcid":false,"given":"Thomas","family":"W\u00fcnsche","sequence":"additional","affiliation":[{"name":"Institute of Radiopharmaceutical Cancer Research Helmholtz-Zentrum Dresden-Rossendorf  Bautzner Landstrasse 400 01328 Dresden Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7571-4732","authenticated-orcid":false,"given":"Kristof","family":"Zarschler","sequence":"additional","affiliation":[{"name":"Institute of Radiopharmaceutical Cancer Research Helmholtz-Zentrum Dresden-Rossendorf  Bautzner Landstrasse 400 01328 Dresden Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5810-1339","authenticated-orcid":false,"given":"Ond\u0159ej","family":"Lebeda","sequence":"additional","affiliation":[{"name":"Department of Radiopharmaceuticals Nuclear Physics Institute of the CAS  \u0158e\u017e 130 250 68 Husinec-\u0158e\u017e Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1610-1493","authenticated-orcid":false,"given":"Jens","family":"Pietzsch","sequence":"additional","affiliation":[{"name":"Institute of Radiopharmaceutical Cancer Research Helmholtz-Zentrum Dresden-Rossendorf  Bautzner Landstrasse 400 01328 Dresden Germany"},{"name":"Faculty of Chemistry and Food Chemistry School of Science Dresden University of Technology  Mommsenstrasse 9 01062 Dresden Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5286-4319","authenticated-orcid":false,"given":"Hans\u2010J\u00fcrgen","family":"Pietzsch","sequence":"additional","affiliation":[{"name":"Institute of Radiopharmaceutical Cancer Research Helmholtz-Zentrum Dresden-Rossendorf  Bautzner Landstrasse 400 01328 Dresden Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0474-8492","authenticated-orcid":false,"given":"Martin","family":"Walther","sequence":"additional","affiliation":[{"name":"Institute of Radiopharmaceutical Cancer Research Helmholtz-Zentrum Dresden-Rossendorf  Bautzner Landstrasse 400 01328 Dresden Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2021,6,16]]},"reference":[{"key":"e_1_2_2_1_1","doi-asserted-by":"publisher","DOI":"10.1053\/j.semnuclmed.2011.12.004"},{"key":"e_1_2_2_2_1","doi-asserted-by":"publisher","DOI":"10.3390\/ph12030114"},{"key":"e_1_2_2_3_1","first-page":"31","volume":"47","author":"Srivastava S. 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