6533b872fe1ef96bd12d3981

RESEARCH PRODUCT

Design of new sensitive α,β-unsaturated carbonyl 1,8-naphtalimide fluorescent probes for thiol bioimaging

Franck BagalaMaria NikolantonakiRémi SaurelStéphane GuyotAnne-sophie ViauxFlorence HussonThanh Dat NguyenRégis D. GougeonNicolas SokYoann Rousselin

subject

1Biological thiolsThiol probes010402 general chemistryPhotochemistry01 natural sciencesTurn (biochemistry)Turn-on fluorescencechemistry.chemical_compoundMichael's additionLabelling[SDV.IDA]Life Sciences [q-bio]/Food engineeringMaterials ChemistryElectrical and Electronic EngineeringHomocysteineInstrumentationchemistry.chemical_classification010405 organic chemistry[ SDV.IDA ] Life Sciences [q-bio]/Food engineeringMetals and AlloysMaleic anhydrideGlutathioneKetonesCondensed Matter PhysicsBioimagingGlutathioneCarbonyl groupCombinatorial chemistryFluorescence4-addition0104 chemical sciences3. Good healthSurfaces Coatings and FilmsElectronic Optical and Magnetic MaterialschemistryThiolCysteine

description

International audience; We report herein an efficient synthesis of news naphtalimide-based fluorescent derivatives functionalized with an a,(3-unsaturated carbonyl group. Probes were synthesized from reaction of an amino-naphtalimide precursor with maleic anhydride. Photophysical study of fluorescent probes and cells labelling were performed, and showed that the reactive derivatives exhibit rich turn on fluorescence properties in presence of different biological thiol (Glutathione and Cysteine) making these systems a very promising way for thiol bioimaging.

https://doi.org/10.1016/j.snb.2016.09.171