title: Fluorescent push-pull pH-responsive probes for ratiometric detection of intracellular pH.
abstract: A family of fluorescent push-pull pH-responsive probes based on 2-dicyanomethylidene-3-cyano-4,5,5-trimethyl-2,5-dihydrofuran as a strong electron acceptor group is described. Small structural variations allow obtaining pK(a) ranging from 4.8 to 8.6, underlining the role of the substituent in modulating the acidic properties. Remarkable changes in the optical properties (in particular the fluorescence intensity ratios) were observed as a function of pH. The most interesting probes with pK(a) close to neutrality were used for ratiometric imaging of intracellular pH.
authors.affiliation: Laboratoire de Chimie de l'ENS de Lyon, CNRS UMR 5182, Ecole Normale Supérieure de Lyon, Université Lyon I, 46 allée d'Italie, 69364 Lyon cedex 07, France. yann.bretonniere@ens-lyon.fr.
authors.forename: Martin
authors.initials: M
authors.lastname: Ipuy
authors.forename: Cyrielle
authors.initials: C
authors.lastname: Billon
authors.forename: Guillaume
authors.initials: G
authors.lastname: Micouin
authors.forename: Jacques
authors.initials: J
authors.lastname: Samarut
authors.forename: Chantal
authors.initials: C
authors.lastname: Andraud
authors.forename: Yann
authors.initials: Y
authors.lastname: Bretonnière
mesh_terms: D005456:Fluorescent Dyes / Q000378:metabolism*; D006367:HeLa Cells; D006801:Humans; D006863:Hydrogen-Ion Concentration; D042541:Intracellular Space / Q000378:metabolism*; D018613:Microscopy, Confocal; D015336:Molecular Probe Techniques; D013050:Spectrometry, Fluorescence
chemical_list: D005456:Fluorescent Dyes