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Article Dans Une Revue Organic & Biomolecular Chemistry Année : 2017

In situ formation of pyronin dyes for fluorescence protease sensing

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Résumé

We report a reaction-based strategy for the fluorogenic detection of protease activity. Based on the "covalent-assembly" probe design principle recently put forward by the Yang group for detection of Sarin related threats (J. Am. Chem. Soc., 2014, 136, 6594-6597), we have designed two unusual nonfluorescent caged precursors (mixed bis-aryl ethers) which are readily converted into a fluorescent unsymmetrical pyronin dye through a domino cyclisation-aromatisation reaction triggered by penicillin G acylase (PGA) or leucine aminopeptidase (LAP). Fluorescence-based in vitro assays and HPLCfluorescence/- MS analyses support the claimed activation mechanism whose the further implementation to "smart" imaging agents for the study of protease function in vivo is expected.
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Dates et versions

hal-01522066 , version 1 (15-12-2021)

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Sylvain Debieu, Anthony Romieu. In situ formation of pyronin dyes for fluorescence protease sensing. Organic & Biomolecular Chemistry, 2017, 15 (12), pp.2575 - 2584. ⟨10.1039/c7ob00370f⟩. ⟨hal-01522066⟩
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