Journal
BIOORGANIC & MEDICINAL CHEMISTRY
Volume 21, Issue 12, Pages 3602-3608Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2013.02.049
Keywords
Fluorescence assay; NIR fluorescence; Turn-ON probes
Funding
- Israel Science Foundation (ISF)
- Binational Science Foundation (BSF)
- German Israeli Foundation (GIF)
- Israeli National Nanotechnology Initiative
- Helmsley Charitable Trust
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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 pi-electron system that can undergo an internal charge transfer to form a new fluorochrome with an extended pi-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. (C) 2013 Elsevier Ltd. All rights reserved.
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