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Intramolecular substitution uncages fluorogenic probes for detection of metallo-carbapenemase-expressing bacteria† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c7sc02416a
- Source :
- Chemical Science
- Publication Year :
- 2017
- Publisher :
- Royal Society of Chemistry, 2017.
-
Abstract
- This work reports a novel caging strategy for designing fluorogenic probes to detect the activity of β-lactamases.<br />This work reports a novel caging strategy for designing fluorogenic probes to detect the activity of β-lactamases. The caging strategy uses a thiophenyl linker connected to a fluorophore caged by a good leaving group—dinitrophenyl. The uncaging proceeds in two steps through the sulfa-releasing and subsequent intramolecular substitution. The length of the linker has been examined and optimized to maximize the rate of intramolecular reaction and thus the rate of fluorescence activation. Finally based on this strategy, we prepared a green fluorogenic probe CAT-7 and validated its selectivity for detecting metallo-carbapenemases (VIM-27, IMP-1, NDM-1) in carbapenem-resistant Enterobacteriaceae (CRE) lysates.
- Subjects :
- Chemistry
Subjects
Details
- Language :
- English
- ISSN :
- 20416539 and 20416520
- Volume :
- 8
- Issue :
- 11
- Database :
- OpenAIRE
- Journal :
- Chemical Science
- Accession number :
- edsair.pmid..........d4cde3d517bcc199a18d53e698a72fca