Rhodamine-based chemodosimeter for fluorescent determination of Hg(2+) in 100% aqueous solution and in living cells.

A rhodamine spirolactam derivative (1) bearing a hydrophilic carboxylic acid group is developed as a fluorescent chemodosimeter for bivalent mercury ions (Hg(2+)) in 100% aqueous solution. It exhibits a highly sensitive "turn-on" fluorescent response toward Hg(2+) with a 42-fold fluorescence intensity enhancement under 1 equiv. of Hg(2+) added. The chemodosimeter can be applied to the quantification of Hg(2+) with a linear range covering from 3.0 × 10(-7) to 1.0 × 10(-5) M and a detection limit of 9.7 × 10(-8) M. Most importantly, the fluorescence changes of the chemodosimeter are remarkably specific for Hg(2+) in the presence of other metal ions, which meet the selective requirements for practical application. Moreover, the experiment results show that the response behavior of 1 towards Hg(2+) is pH independent in neutral condition (pH 5.0-8.0) and the response is fast (response time less than 3 min). Furthermore, the ring-opening mechanism of the rhodamine spirolactam induced by Hg(2+) was supported by NMR, MS, and DFT theoretical calculations. In addition, the proposed chemodosimeter has been used to detect Hg(2+) in water samples and image Hg(2+) in living cells with satisfying results.