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It is demonstrated that the powerful thiol\u2010specific labeling reagent vinyltetrazine activates prodrugs and enables\n                    <jats:sup>18<\/jats:sup>\n                    F and near\u2010infrared dual\u2010modality imaging. It is predicted that substitutions at the 3\u2010position of tetrazine can affect the labeling efficiency, bioorthogonal kinetics, and stability. Six vinyltetrazines with different 3\u2010position modifications exhibit rapid labeling and, subsequently, bioorthogonal kinetics and excellent stability. Vinyltetrazine labeling modifies the charge characteristics and lipophilicity of target peptides, thereby improving cellular uptake. This research on tuning tetrazine substituents will aid in the construction of a comprehensive vinyltetrazine library, leading to the development of new peptide conjugates and pretargeted immuno\u2010positron emission tomography (immune\u2010PET) imaging.\n                  <\/jats:p>","DOI":"10.1002\/cbic.202500067","type":"journal-article","created":{"date-parts":[[2025,3,31]],"date-time":"2025-03-31T06:27:42Z","timestamp":1743402462000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Tuning Tetrazine Substituents to Enhance Vinyltetrazine Labeling Performance"],"prefix":"10.1002","volume":"26","author":[{"given":"Xinxin","family":"Liang","sequence":"first","affiliation":[{"name":"Department of Radiology and Huaxi MR Research Center (HMRRC) Functional and Molecular Imaging Key Laboratory of Sichuan Province and Frontiers Science Center for Disease Related Molecular Network West China Hospital Sichuan University  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Functional and Molecular Imaging Key Laboratory of Sichuan Province and Frontiers Science Center for Disease Related Molecular Network West China Hospital Sichuan University  Chengdu 610041 China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Tingyu","family":"Chen","sequence":"additional","affiliation":[{"name":"Department of Radiology and Huaxi MR Research Center (HMRRC) Functional and Molecular Imaging Key Laboratory of Sichuan Province and Frontiers Science Center for Disease Related Molecular Network West China Hospital Sichuan University  Chengdu 610041 China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0009-0002-2232-0032","authenticated-orcid":false,"given":"Shiyi","family":"Zhou","sequence":"additional","affiliation":[{"name":"Department of Pharmacy The Second Affiliated Hospital of Chongqing Medical University  Chongqing 400010 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