0000000000969711

AUTHOR

Sylvain Debieu

showing 3 related works from this author

Synthèse in situ de fluorophores organiques : formation de liaisons covalentes par déclenchement enzymatique et applications en biodétection

2017

Fluorescence imaging is a growing field of biology over the past decades. Intensive works mainly focused on instrumental developments and chemistry of contrast agents (probes), were already done to improve such bioanalytical technique. The main goal of this Ph. D. thesis was to explore various fluorogenic molecular platforms responsive to various (bio)chemical stimuli and capable of releasing organic fluorophores in the biological medium to analyze. This approach named "in-situsynthesis" is based on domino reactions belonging to the repertoire of "covalent chemistry", triggered by the target (bio)analyte. This kind of process should provide advanced fluorogenic probes with high signal-to-no…

Porte logique moléculaireHybride DHX-hémicyanineMolecular logic gateSynthèse in-situ[CHIM.ORGA]Chemical Sciences/Organic chemistryDihydroxanthene-hemicyanine hybridCoumarineMulti-analytes detectionSonde fluorogéniqueCoumarin[CHIM.ORGA] Chemical Sciences/Organic chemistryFluorescenceIn-situ synthesisActivation enzymatiqueBenzophénoxazineDétection "multi-analytes"Fluorogenic probePyroninePro-fluorescencePyroninEnzymatic activation
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In situ formation of pyronin dyes for fluorescence protease sensing

2017

International audience; 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 furthe…

In situStereochemistrymedicine.medical_treatment010402 general chemistryalkaline-phosphatase activity01 natural sciencesBiochemistryAminopeptidaseFluorescenceMass SpectrometryIn vivo[ CHIM.ORGA ] Chemical Sciences/Organic chemistryhydrogen-sulfidemedicinePyronineturn-on chemodosimeterPhysical and Theoretical ChemistryChromatography High Pressure Liquidlarge stokes shiftFluorescent DyesProteaseMolecular Structure[CHIM.ORGA]Chemical Sciences/Organic chemistry010405 organic chemistryChemistryOrganic ChemistryFluorescence0104 chemical sciences3. Good healthselective detectionPenicillin G Acylasefluorogenic probesplacental leucine aminopeptidasesensitive detectioncascade reactionLeucineliving cellsPeptide Hydrolases
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Dual enzyme-responsive "turn-on" fluorescence sensing systems based on in situ formation of 7-hydroxy-2-iminocoumarin scaffolds.

2015

A new strategy for the simultaneous fluorogenic detection of two distinct enzyme activities namely hydrolase (amidase or esterase) and reductase is described. This innovative biosensing method is based on the powerful "covalent-assembly" principle that involves in situ synthesis of a fluorophore from a non-fluorescent caged precursor and through domino reactions triggered by the two analytes of interest. To establish this approach, penicillin G acylase (PGA) (or pig liver esterase (PLE)) and nitroreductase (NTR) were chosen as model enzymes, and original bis-O-protected 2,4-dihydroxycinnamonitrile derivatives acting as dual-reactive probes readily convertible to highly fluorescent 7-hydroxy…

In situFluorophoreMolecular StructureStereochemistryChemistryOrganic ChemistryEsterasesBiochemistryFluorescenceEsteraseFluorescenceAmidaseAmidohydrolasesNitroreductasechemistry.chemical_compoundCoumarinsHydrolasePhysical and Theoretical ChemistryOxidoreductasesBiosensorOrganicbiomolecular chemistry
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