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In\n                    <jats:italic>Escherichia coli<\/jats:italic>\n                    , DsbA (\n                    <jats:italic>Ec<\/jats:italic>\n                    DsbA) is essential for bacterial virulence, thus inhibitors have the potential to act as antivirulence agents. A fragment\u2010based screen was conducted against\n                    <jats:italic>Ec<\/jats:italic>\n                    DsbA and herein we describe the development of a series of compounds based on a phenylthiophene hit identified from the screen. A novel thiol reactive and \u201cclickable\u201d ethynylfluoromethylketone was designed for reaction with azide\u2010functionalized fragments to enable rapid and versatile attachment to a range of fragments. The resulting fluoromethylketone conjugates showed selectivity for reaction with the active site thiol of\n                    <jats:italic>Ec<\/jats:italic>\n                    DsbA, however unexpectedly, turnover of the covalent adduct was observed. A mechanism for this turnover was investigated and proposed which may have wider ramifications for covalent reactions with dithiol\u2010disulfide oxidoreducatases.\n                  <\/jats:p>","DOI":"10.1002\/cmdc.202300684","type":"journal-article","created":{"date-parts":[[2024,5,14]],"date-time":"2024-05-14T05:44:02Z","timestamp":1715665442000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":4,"title":["Fluoromethylketone\u2010Fragment Conjugates Designed as Covalent Modifiers of\n                    <i>Ec<\/i>\n                    DsbA are Atypical Substrates"],"prefix":"10.1002","volume":"19","author":[{"given":"Bradley C.","family":"Doak","sequence":"first","affiliation":[{"name":"Medicinal Chemistry ARC Centre for Fragment-Based Design Monash Institute of Pharmaceutical Sciences Monash University  381 Royal Parade Parkville VIC 3052 Australia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Rebecca 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