Abstract
A simple probe for the detection of peroxynitrite was developed incorporating a benzyl boronic ester "protecting" unit. The "protecting" unit of the probe is removed by peroxynitrite to "turn-on" ESIPT fluorescence (4.5 fold enhancement). Furthermore, the probe was cell permeable and was used in cell imaging experiments showing an off-on response towards peroxynitrite, in HeLa and RAW 264.7 cells.
Highlights
A simple probe for the detection of peroxynitrite was developed incorporating a benzyl boronic ester ‘‘protecting’’ unit
The ‘‘protecting’’ unit of the probe is removed by peroxynitrite to ‘‘turn-on’’ excited state intramolecular proton transfer (ESIPT) fluorescence (4.5 fold enhancement)
As shown in Scheme 1 in its normal form 2 is weakly fluorescent but when excited it can isomerise via excited state intramolecular proton transfer (ESIPT), resulting in a large increase in fluorescence
Summary
Boronate based fluorescence (ESIPT) probe for peroxynitrite† A simple probe for the detection of peroxynitrite was developed incorporating a benzyl boronic ester ‘‘protecting’’ unit. The ‘‘protecting’’ unit of the probe is removed by peroxynitrite to ‘‘turn-on’’ ESIPT fluorescence (4.5 fold enhancement).
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