| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 175776 | Dyes and Pigments | 2015 | 6 Pages |
•Two coumarin-based fluorescence probes containing a methoxy oxalyl group were developed.•These probes displayed an instant turn-on fluorescence response specific towards Pi.•The proposed sensing mechanism was supported by NMR and mass spectrometry data.•Probe 1 was successfully used to image endogenous and exogenous Pi in living cells.•Probe 1 could trace Pi released from ATP by apyrase in Caenorhabditis elegans.
Two coumarin-based fluorescence probes, 1 and 2, containing a methoxy oxalyl group as a reaction site were developed. These two novel probes displayed an instant turn-on fluorescence response specific towards Pi without interference from ATP and PPi. A selective 23-fold increase in fluorescence for 1 (in DMSO–HEPES) and a 20-fold increase for 2 (in DMSO) were observed. The proposed sensing mechanism for these compounds is Pi-triggered acetamide bond cleavage leading to release of the blue fluorophore coumarin, which was supported by 1H NMR and mass spectrometry data. Probe 1 was successfully used to image endogenous and exogenous Pi in living cells and to trace Pi released from ATP by apyrase in Caenorhabditis elegans.
Graphical abstractA coumarin-based fluorescence probe 1 displayed selective turn-on fluorescence with Pi and was successfully used to image endogenous and exogenous Pi in living cells and to trace Pi released from ATP by apyrase in Caenorhabditis elegans.Figure optionsDownload full-size imageDownload as PowerPoint slide
