A Rationally Designed Reversible ‘Turn-Off’ Sensor for Glutathione
Abstractγ-Glutamyl-cysteinyl-glycine (GSH) plays a critical role in maintaining redox homeostasis in biological systems and a decrease in its cellular levels is associated with diseases. Existing fluorescence-based chemosensors for GSH acts as irreversible reaction-based probes that exhibit a maximum fluorescence (‘turn-on’) once the reaction is complete, regardless of the actual concentration of GSH. A reversible, reaction-based ‘turn-off’ probe (1) is reported here to sense the decreasing levels of GSH, a situation known to occur at the onset of various diseases. The more fluorescent merocyanine (MC) isomer of 1 exists in aqueous solution and this reacts with GSH to induce formation of the ring-closed spiropyran (SP) isomer, with a measurable decrease in absorbance and fluorescence (‘turn-off’). Sensor 1 has good aqueous solubility and shows an excellent selectivity for GSH over other biologically relevant metal ions and aminothiol analytes. The sensor permeates HEK 293 cells and an increase in fluorescence is observed on adding buthionine sulfoximine, an inhibitor of GSH synthesis. View Full-Text
- Supplementary File 1:
Supplementary (PDF, 1095 KB)
Share & Cite This Article
Heng, S.; Zhang, X.; Pei, J.; Abell, A.D. A Rationally Designed Reversible ‘Turn-Off’ Sensor for Glutathione. Biosensors 2017, 7, 36.
Heng S, Zhang X, Pei J, Abell AD. A Rationally Designed Reversible ‘Turn-Off’ Sensor for Glutathione. Biosensors. 2017; 7(3):36.Chicago/Turabian Style
Heng, Sabrina; Zhang, Xiaozhou; Pei, Jinxin; Abell, Andrew D. 2017. "A Rationally Designed Reversible ‘Turn-Off’ Sensor for Glutathione." Biosensors 7, no. 3: 36.
Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.