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RSS donors can enhance our understanding of RSS chemical biology and open new avenues for treating RSS\u2010associated diseases. Nevertheless, general strategies for the controllable release of distinct RSS remain lacking. Herein, we present the first general platform for controllable release of RSS with sulfur oxidation states ranging from \u22122 to +4, based on the intramolecular thiol\u2010promoted decomposition of cysteine ester (\n                    <jats:bold>ITPDC<\/jats:bold>\n                    ). We first rationally designed\n                    <jats:bold>ITPDC<\/jats:bold>\n                    \u2010based hydrogen sulfide (H\n                    <jats:sub>2<\/jats:sub>\n                    S) donors that avoid electrophilic byproducts and exhibit high H\n                    <jats:sub>2<\/jats:sub>\n                    S release efficiencies (&gt;50%). Mechanistic investigations and density functional theory calculations elucidated the detailed pathways of pH\u2010controllable H\n                    <jats:sub>2<\/jats:sub>\n                    S release from\n                    <jats:bold>ITPDC<\/jats:bold>\n                    , and computational studies also predicted other H\n                    <jats:sub>2<\/jats:sub>\n                    S\u2010related RSS release from the\n                    <jats:bold>ITPDC<\/jats:bold>\n                    \u2010based motifs. Importantly, we developed a series of\n                    <jats:bold>ITPDC<\/jats:bold>\n                    \u2010based donors capable of releasing various RSS, including persulfide, hydrogen persulfide, sulfenic acid, sulfinic acid, and sulfur dioxide (SO\n                    <jats:sub>2<\/jats:sub>\n                    ). Moreover, fluorescent imaging demonstrated the successful cellular delivery of H\n                    <jats:sub>2<\/jats:sub>\n                    S, persulfide, and SO\n                    <jats:sub>2<\/jats:sub>\n                    from these donors, and the\n                    <jats:bold>ITPDC<\/jats:bold>\n                    \u2010based motif was employed to create a light\u2010triggered donor. We anticipate that these innovative chemistries will provide valuable tools for studying sulfur biology and for developing new RSS donors and bio\u2010orthogonal cleavage techniques.\n                  <\/jats:p>","DOI":"10.1002\/anie.202422087","type":"journal-article","created":{"date-parts":[[2025,4,17]],"date-time":"2025-04-17T04:02:46Z","timestamp":1744862566000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":11,"title":["Intramolecular Thiol\u2010Promoted Decomposition of Cysteine Ester (ITPDC): A General Platform for Controllable Release of Reactive Sulfur Species"],"prefix":"10.1002","volume":"64","author":[{"given":"Yalun","family":"Dong","sequence":"first","affiliation":[{"name":"State Key Laboratory of Organic\u2010Inorganic Composites and Beijing Key Lab of Bioprocess Beijing University of Chemical Technology  Beijing 100029 P.R. 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