A fluorescent probe based on tetrahydro[5]helicene derivative with large Stokes shift for rapid and highly selective recognition of hydrogen sulfide
Abstract
In this work, we have designed and synthesized a dinitrobenzene-sulfonate tetrahydro[5]helicene (H-DNP) as an effective fluorescent probe for detection of hydrogen sulfide (H2S). Upon the addition of H2S, a significant fluorescence enhancement (75-fold) at 495 nm can be observed with a distinct color change from colorless to yellow. Additionally, H-DNP shows low background spectroscopic signal, large Stokes Shift up to 140 nm, good sensitivity, rapid response time less than 2 min, low detection limit (48 nM) and high selectivity toward common bio-thiols (Cysteine, Homocysteine and Glutathione). Compared with the previous dinitrophenoxy tetrahydro[5]helicene, this probe has shorter response time and lower detection limit. Most importantly, this probe H-DNP has low toxicity to cells and excellent cell permeability, which can be applied to visualize H2S in living cells.
- Publication:
-
Spectrochimica Acta Part A: Molecular Spectroscopy
- Pub Date:
- May 2019
- DOI:
- 10.1016/j.saa.2019.02.079
- Bibcode:
- 2019AcSpA.214..487W
- Keywords:
-
- Probe;
- Fluorescence;
- Helicene;
- 2;
- 4-dinitrobenzene;
- Hydrogen sulfide;
- Cell imaging