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The inner leaflet of the mycomembrane consists of arabinogalactan\u2010linked mycolate (AGM), which is an enormous glycoconjugate comprising mycolic acids esterified to terminal D\u2010arabinofuranosyl residues of an underlying arabinogalactan\u2013peptidoglycan complex, also referred to as the mycoloyl\u2010arabinogalactan\u2013peptidoglycan (mAGP) complex. Whereas AGM biosynthesis is comparatively well characterized, less is known about AGM degradation by endogenous or exogenous factors. To facilitate studies on AGM breakdown by hydrolytic enzymes, here we synthesized fluorescence resonance energy transfer (FRET)\u2010based mono\u2010 and disaccharide probes that mimic fragments of AGM and are designed to fluoresce upon cleavage. We devised a synthetic route that established the glycolipid core with the desired regio\u2010 and stereochemistry and allowed late\u2010stage selective functionalization of the core with a FRET pair. Our data show that the intact FRET\u2010AGM probes exist in a fluorescence\u2010quenched state, but when exposed to lysin B (LysB), an AGM\u2010degrading mycobacteriophage hydrolase with therapeutic relevance, the probes were activated through lipid ester hydrolysis, thereby generating fluorescence signal. FRET\u2010AGM probes were activated by known mycomembrane glycolipid hydrolases, but not by several other types of hydrolases, demonstrating specificity. FRET\u2010AGM probes may be useful in the future for identifying novel AGM hydrolases and quantitatively monitoring the activity of AGM hydrolases, which could provide insights into mycomembrane degradative processes and aid in tuberculosis therapeutic development.\n                  <\/jats:p>","DOI":"10.1002\/cbic.202500845","type":"journal-article","created":{"date-parts":[[2026,3,25]],"date-time":"2026-03-25T15:07:16Z","timestamp":1774451236000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":2,"title":["Fluorescence\u2010Quenched Mycoloyl\u2010Arabinofuranoside Analogs: Fluorogenic Probes for Mycobacterial Outer Membrane\u2010Degrading Enzymes"],"prefix":"10.1002","volume":"27","author":[{"given":"Abdulai","family":"Zigli","sequence":"first","affiliation":[{"name":"Department of Chemistry and Biochemistry Central Michigan University  Mount Pleasant Michigan USA"},{"name":"Biochemistry, Cell, and Molecular Biology Graduate Program Central Michigan University  Mount Pleasant Michigan USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ulysses G.","family":"Johnson","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Biochemistry Central Michigan University  Mount Pleasant Michigan USA"},{"name":"Biochemistry, Cell, and Molecular Biology Graduate Program Central Michigan University  Mount Pleasant Michigan USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Douglas C.","family":"Wing","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Biochemistry Central Michigan University  Mount Pleasant Michigan USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Kyle J.","family":"Biegas","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Biochemistry Central Michigan University  Mount Pleasant Michigan USA"},{"name":"Biochemistry, Cell, and Molecular Biology Graduate Program Central Michigan University  Mount Pleasant Michigan USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Clinton","family":"Kabutey","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Biochemistry Central Michigan University  Mount Pleasant Michigan USA"},{"name":"Biochemistry, Cell, and Molecular Biology Graduate Program Central Michigan University  Mount Pleasant Michigan USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Rohith C.","family":"Suresh","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Biochemistry Central Michigan University  Mount Pleasant Michigan USA"},{"name":"Biochemistry, Cell, and Molecular Biology Graduate Program Central Michigan University  Mount Pleasant Michigan USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jeremiah A.","family":"Little","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Biochemistry Central Michigan University  Mount 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