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It allows for the masking of a molecule's properties and precise deployment upon a single controllable release event. While numerous methodologies have been developed for amines, alcohols, and thiols, approaches for utilising amides as payload\u2010release handles are still in their early stages of development, despite the prevalence of amides in therapeutic compounds and materials. Herein, is presented a comprehensive strategy for the controlled and selective release of a diverse range of amides with stable linkers. The versatility of this approach is demonstrated by its successful application in the targeted release of various amide\u2010containing drugs in their natural form via the use of commonly used trigger motifs, such as dipeptides or glycosides. As a proof of concept, the FDA\u2010approved antibiotic linezolid has been successfully converted into a prodrug form and released selectively only in the presence of the trigger event. Significantly, in its prodrug state, no activity against\n                    <jats:italic>Mycobacterium tuberculosis<\/jats:italic>\n                    was exhibited. Linezolid's full potential was achieved only upon controlled release, where an equipotent efficacy to the free linezolid control was demonstrated, thus emphasising the immense potential of this method.\n                  <\/jats:p>","DOI":"10.1002\/anie.202402267","type":"journal-article","created":{"date-parts":[[2024,2,27]],"date-time":"2024-02-27T08:33:58Z","timestamp":1709022838000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":15,"title":["Unlocking Amides: A General Method for the Self\u2010Immolative Release of Amide\u2010Containing Molecules"],"prefix":"10.1002","volume":"63","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-9370-284X","authenticated-orcid":false,"given":"Thomas","family":"Wharton","sequence":"first","affiliation":[{"name":"Yusuf Hamied Department of Chemistry University of Cambridge  Lensfield Road Cambridge UK CB2 1EW"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0007-6150-5968","authenticated-orcid":false,"given":"Felicity","family":"Crawshay\u2010Williams","sequence":"additional","affiliation":[{"name":"University of Cambridge Molecular Immunity Unit MRC Laboratory of Molecular Biology  Cambridge UK CB2 0QH"},{"name":"Victor Phillip Dahdaleh Heart &amp; Lung Research Institute University of Cambridge  Cambridge UK CB2 0BB"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3003-6816","authenticated-orcid":false,"given":"Tim","family":"Schober","sequence":"additional","affiliation":[{"name":"Yusuf Hamied Department of Chemistry University of Cambridge  Lensfield Road Cambridge UK CB2 1EW"},{"name":"Enamine Germany  Industriepark Hoechst G837 65926 Frankfurt am Main Germany"},{"name":"Lumobiotics GmbH  Auerstrasse 2 76227 Karlsruhe Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2188-5659","authenticated-orcid":false,"given":"R. 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To improve this a partial optimisation was carried out and it was found that the use of DMF and 10\u2005mol\u2009% dibutyltin dilaurate greatly improved the yields and shortened the reaction time to 2\u2005hours overall."}],"container-title":["Angewandte Chemie International Edition"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.202402267","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2024,7,10]],"date-time":"2024-07-10T10:16:17Z","timestamp":1720606577000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/anie.202402267"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2024,3,27]]},"references-count":63,"journal-issue":{"issue":"18","published-print":{"date-parts":[[2024,4,24]]}},"alternative-id":["10.1002\/anie.202402267"],"URL":"https:\/\/doi.org\/10.1002\/anie.202402267","archive":["Portico"],"relation":{},"ISSN":["1433-7851","1521-3773"],"issn-type":[{"value":"1433-7851","type":"print"},{"value":"1521-3773","type":"electronic"}],"subject":[],"published":{"date-parts":[[2024,3,27]]},"assertion":[{"value":"2024-01-31","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2024-03-27","order":2,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e202402267"}}