In situ formation of pyronin dyes for fluorescence protease sensing

Abstract : 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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Article dans une revue
Organic and Biomolecular Chemistry, Royal Society of Chemistry, 2017, 15 (12), pp.2575 - 2584. 〈http://pubs.rsc.org/en/content/articlelanding/2017/ob/c7ob00370f/unauth#!divAbstract〉. 〈10.1039/c7ob00370f〉
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https://hal-univ-bourgogne.archives-ouvertes.fr/hal-01522066
Contributeur : Icmub - Université de Bourgogne <>
Soumis le : vendredi 12 mai 2017 - 17:26:20
Dernière modification le : vendredi 8 juin 2018 - 14:50:12

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Sylvain Debieu, Anthony Romieu. In situ formation of pyronin dyes for fluorescence protease sensing. Organic and Biomolecular Chemistry, Royal Society of Chemistry, 2017, 15 (12), pp.2575 - 2584. 〈http://pubs.rsc.org/en/content/articlelanding/2017/ob/c7ob00370f/unauth#!divAbstract〉. 〈10.1039/c7ob00370f〉. 〈hal-01522066〉

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