期刊
BIOPHYSICAL JOURNAL
卷 100, 期 8, 页码 2063-2072出版社
CELL PRESS
DOI: 10.1016/j.bpj.2011.02.050
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类别
资金
- National Institute of Biomedical Imaging and Bioengineering [RO1EB007276]
- National Institutes of Health [R01 EB008111, R01 EB001430, R01 EB008458, R01 CA 109754, R33 CA 123537, R21 CA 149814]
- NIH Roadmap for Medical Research
- Eunice Shriver NICHD
We report what we believe to be the first near-infrared pH-sensitive fluorescence lifetime molecular probe suitable for biological applications in physiological range. Specifically, we modified a known fluorophore skeleton, hexamethylindotricarbocyanine, with a tertiary amine functionality that was electronically coupled to the fluorophore, to generate a pH-sensitive probe. The pK(a) of the probe depended critically on the location of the amine. Peripheral substitution at the 5-position of the indole ring resulted in a compound with pK(a) similar to 4.9 as determined by emission spectroscopy. In contrast, substitution at the meso-position shifted the pK(a) to 5.5. The resulting compound, LS482, demonstrated steady-state and fluorescence-lifetime pH-sensitivity. This sensitivity stemmed from distinct lifetimes for protonated (similar to 1.16 ns in acidic DMSO) and deprotonated (similar to 1.4 ns in basic DMSO) components. The suitability of the fluorescent dyes for biological applications was demonstrated with a fluorescence-lifetime tomography system. The ability to interrogate cellular processes and subsequently translate the findings in living organisms further augments the potential of these lifetime-based pH probes.
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