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However, the toxicity mechanisms of CS<jats:sub>2<\/jats:sub> are still unclear due to the scarcity of biocompatible donors, which can release CS<jats:sub>2<\/jats:sub> in cells. Here we developed the first bioorthogonal CS<jats:sub>2<\/jats:sub> delivery system based on the \u201cclick\u2010and\u2010release\u201d reactions between mesoionic 1,3\u2010thiazolium\u20105\u2010thiolates (TATs) and strained cyclooctyne <jats:italic>exo<\/jats:italic>\u2010BCN\u2010OH. We successfully realized intracellular CS<jats:sub>2<\/jats:sub> release and investigated the causes of CS<jats:sub>2<\/jats:sub>\u2010induced hepatotoxicity, including oxidative stress, proteotoxic stress and copper\u2010dependent cell death. It is found that CS<jats:sub>2<\/jats:sub> can be copper vehicles bypassing copper transporters after reacting with nucleophiles in cytoplasm, and extra copper supplementation will exacerbate the loss of homeostasis of cells and ultimately cell death. These findings inspired us to explore the anticancer activity of CS<jats:sub>2<\/jats:sub> in combination with copper by introducing a copper chelating group in our CS<jats:sub>2<\/jats:sub> delivery system.<\/jats:p>","DOI":"10.1002\/anie.202400020","type":"journal-article","created":{"date-parts":[[2024,5,16]],"date-time":"2024-05-16T10:19:27Z","timestamp":1715854767000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":10,"title":["Bioorthogonal Delivery of Carbon Disulfide in Living Cells"],"prefix":"10.1002","volume":"63","author":[{"given":"Ruohan","family":"Zhao","sequence":"first","affiliation":[{"name":"State Key Laboratory of Coordination Chemistry Jiangsu Key Laboratory of Advanced Organic Materials Chemistry and Biomedicine Innovation Center School of Chemistry and Chemical Engineering Nanjing University  Nanjing 210023 China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yinghan","family":"Chen","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Coordination Chemistry Jiangsu Key Laboratory of Advanced Organic Materials Chemistry and Biomedicine Innovation Center School of Chemistry and Chemical Engineering Nanjing University  Nanjing 210023 China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5026-6710","authenticated-orcid":false,"given":"Yong","family":"Liang","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Coordination Chemistry Jiangsu Key Laboratory of Advanced Organic Materials Chemistry and Biomedicine Innovation Center School of Chemistry and Chemical Engineering Nanjing University  Nanjing 210023 China"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2024,6,25]]},"reference":[{"key":"e_1_2_7_1_1","unstructured":"\u00a0"},{"key":"e_1_2_7_2_2","doi-asserted-by":"publisher","DOI":"10.3109\/10408440903133770"},{"key":"e_1_2_7_3_2","doi-asserted-by":"publisher","DOI":"10.1039\/C6CS00585C"},{"key":"e_1_2_7_4_1","unstructured":"\u00a0"},{"key":"e_1_2_7_5_2","doi-asserted-by":"publisher","DOI":"10.1186\/s40557-017-0208-6"},{"key":"e_1_2_7_6_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.envpol.2020.115959"},{"key":"e_1_2_7_7_2","doi-asserted-by":"publisher","DOI":"10.3109\/10408448309128255"},{"key":"e_1_2_7_8_1","unstructured":"\u00a0"},{"key":"e_1_2_7_9_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.chemosphere.2014.01.081"},{"key":"e_1_2_7_10_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.cbi.2014.05.016"},{"key":"e_1_2_7_11_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tox.2016.08.013"},{"key":"e_1_2_7_12_2","doi-asserted-by":"publisher","DOI":"10.1007\/s11064-016-2113-8"},{"key":"e_1_2_7_13_1","doi-asserted-by":"publisher","DOI":"10.1039\/C7SC02727C"},{"key":"e_1_2_7_14_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.2c02819"},{"key":"e_1_2_7_15_1","unstructured":"\u00a0"},{"key":"e_1_2_7_16_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.0c01013"},{"key":"e_1_2_7_17_2","doi-asserted-by":"publisher","DOI":"10.1038\/s43586-021-00028-z"},{"key":"e_1_2_7_18_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202101502"},{"key":"e_1_2_7_18_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.202101502"},{"key":"e_1_2_7_19_2","author":"Hartung K. 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