title: New repertoire of 'donor-two-acceptor' NIR fluorogenic dyes.
abstract: Dye molecules with various fluorescent wavelengths are widely used for diagnostic and optical imaging applications. Accordingly, there is a constant demand for fluorogenic dyes with new properties. We have recently developed a novel strategy for the design of long-wavelength fluorescent dyes with a turn-ON option. The design is based on a donor-two-acceptor π-electron system that can undergo an internal charge transfer to form a new fluorochrome with an extended π-conjugated system. Here, we describe a series of such dyes based on two novel latent donors, naphthol and hydroxycoumarin. One of the dyes has showed excellent near-infrared fluorescent characteristics and specifically was demonstrated as a mitochondrial imaging reagent in live cells. This unique strategy for fluorogenic dye design has opened new doors for further near-infrared fluorescence probe discovery.
authors.affiliation: Department of Organic Chemistry, School of Chemistry, Raymond and Beverly Sackler Faculty of Exact Sciences, Tel Aviv University, Tel Aviv 69978, Israel.
authors.forename: Einat
authors.initials: E
authors.lastname: Kisin-Finfer
authors.forename: Doron
authors.initials: D
authors.lastname: Shabat
mesh_terms: D015110:4-Hydroxycoumarins / Q000138:chemical synthesis / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D009284:Naphthols / Q000138:chemical synthesis / Q000737:chemistry*; D019265:Spectroscopy, Near-Infrared
chemical_list: D015110:4-Hydroxycoumarins; D005456:Fluorescent Dyes; D009284:Naphthols