BODIPY-derived piperazidine fluorescent near-neutral pH indicator and its bioimaging

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Abstract

Two new 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) dyes (1 and 2) with piperazine subunits on position 3 or 5 were synthesized. Their absorption and steady-state fluorescence properties were investigated as a function of solvent. In water/MeCN (9:1, V/V) solution, the dyes show fluorescent enhancement upon increasing the acidity of the solution. They can be used in water/MeCN (9:1, V/V) solution as fluorescent pH probes excitable with visible light, with pKa values near-neutral (around 6.5 and 6.8). Dyes 1 and 2 are readily taken up by biological cells in the cytosol where it has no obvious toxic effects.

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Deng, M., Yang, C., Gong, D., Iqbal, A., Tang, X. L., Liu, W. S., & Qin, W. W. (2016). BODIPY-derived piperazidine fluorescent near-neutral pH indicator and its bioimaging. Sensors and Actuators, B: Chemical, 232, 492–498. https://doi.org/10.1016/j.snb.2016.04.003

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