biostudies-literatureFarjallah ANational Institute of Allergy and Infectious DiseasesMinistero dell?Istruzione, dell?Universit? e della RicercaUniversit? degli Studi di PaviaUniversit? de SfaxNIAID NIH HHSMinisterstvo ?kolstva, vedy, v?skumu a ?portu Slovenskej republikyAgent?ra na Podporu V?skumu a V?vojaCentre National de la Recherche ScientifiqueUniversit? de Toulouse552-565https://www.ebi.ac.uk/biostudies/studies/S-EPMC8022203biostudies-literatureUnknown7(3)A novel coumarin-based molecule, designed as a fluorescent surrogate of a thiacetazone-derived antitubercular agent, was quickly and easily synthesized from readily available starting materials. This small molecule, coined <b>Coum-TAC</b>, exhibited a combination of appropriate physicochemical and biological properties, including resistance toward hydrolysis and excellent antitubercular efficiency similar to that of well-known thiacetazone derivatives, as well as efficient covalent labeling of HadA, a relevant therapeutic target to combat <i>Mycobacterium tuberculosis</i>. More remarkably, <b>Coum-TAC</b> was successfully implemented as an imaging probe that is capable of labeling <i>Mycobacterium tuberculosis</i> in a selective manner, with an enrichment at the level of the poles, thus giACS infectious diseasesA Coumarin-Based Analogue of Thiacetazone as Dual Covalent Inhibitor and Potential Fluorescent Label of HadA in <i>Mycobacterium tuberculosis</i>.PMC8022203APVV-15-0515VEGA 1/0301/18AI130929R21 AI130929Fumagalli MJackson MChassaing SCarayon CFarjallah ADanel MVega EAbid SGrzegorzewicz AChiarelli LRKordulakova JForbak MPasca MRSeguin CDegiacomi GGoncalves FLherbet CPeixoto AZahorszka MfalseA Coumarin-Based Analogue of Thiacetazone as Dual Covalent Inhibitor and Potential Fluorescent Label of HadA in <i>Mycobacterium tuberculosis</i>.A novel coumarin-based molecule, designed as a fluorescent surrogate of a thiacetazone-derived antitubercular agent, was quickly and easily synthesized from readily available starting materials. This small molecule, coined <b>Coum-TAC</b>, exhibited a combination of appropriate physicochemical and biological properties, including resistance toward hydrolysis and excellent antitubercular efficiency similar to that of well-known thiacetazone derivatives, as well as efficient covalent labeling of HadA, a relevant therapeutic target to combat <i>Mycobacterium tuberculosis</i>. More remarkably, <b>Coum-TAC</b> was successfully implemented as an imaging probe that is capable of labeling <i>Mycobacterium tuberculosis</i> in a selective manner, with an enrichment at the level of the poles, thus gi2021-01-01T00:00:00Z2021 Mar2025-06-01T12:30:36.791Z2024-11-20T17:45:21.771ZS-EPMC80222033361723510.1021/acsinfecdis.0c00325