6533b7cffe1ef96bd12584d7

RESEARCH PRODUCT

A FRET-​based probe for fluorescence sensing of sulfide​/sulfite analytes, using a novel long-​wavelength water-​soluble 7-​hydroxycoumarin as reporter fluorophore

Benoît RoubinetAnthony RomieuAnthony RomieuEmilie PetitPierre-yves RenardLaetitia Bailly

subject

FluorophoreSulfideCarboxylic acidInorganic chemistry[CHIM.THER]Chemical Sciences/Medicinal Chemistry010402 general chemistry01 natural sciencesBiochemistrychemistry.chemical_compoundSulfite[CHIM.ANAL]Chemical Sciences/Analytical chemistryDrug DiscoveryMoietychemistry.chemical_classification010405 organic chemistryChemistry[CHIM.ORGA]Chemical Sciences/Organic chemistryOrganic Chemistry[CHIM.CATA]Chemical Sciences/CatalysisFluorescenceCombinatorial chemistry0104 chemical sciences[CHIM.THEO]Chemical Sciences/Theoretical and/or physical chemistryFörster resonance energy transferLinker[CHIM.CHEM]Chemical Sciences/Cheminformatics

description

International audience; A FRET-based fluorescent probe for the detection of sulfide and/or sulfite in aqueous buffer, was constructed by connecting the quencher moiety nitrobenzofurazan (7-nitro-1,2,3-benzoxadiazole, NBD) to a water-soluble 3-(2-benzimidazolyl)-7-hydroxycoumarin carboxylic acid through a piperazine linker. This probe exhibits good selectivity and high sensitivity for sulfite and sulfide over cysteine and other potential analytes. Furthermore, this is one of the few examples of fluorogenic coumarins whose solubility in water is maintained upon its conversion into reaction-based fluorescent probes.

10.1016/j.tetlet.2015.01.042https://hal.archives-ouvertes.fr/hal-01150270