Exceptional time response, stability and selectivity in doubly-activated phenyl selenium-based glutathione-selective platform
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- Exceptional time response, stability and selectivity in doubly-activated phenyl selenium-based glutathione-selective platform
- Youngsam Kim; Sandip V. Mulay; Choi, M.; Yu, S.B.; Jon, S.; David G. Churchill
- CHEMICAL SCIENCE, v.6, no.10, pp.5435 - 5439
- ROYAL SOC CHEMISTRY
- A phenyl-selenium-substituted coumarin probe was synthesized for the purpose of achieving highly selective and extremely rapid detection of glutathione (GSH) over cysteine (Cys)/homocysteine (Hcy) without background fluorescence. The fluorescence intensity of the probe with GSH shows a ∼100-fold fluorescent enhancement compared with the signal generated for other closely related amino acids, including Cys and Hcy. Importantly, the substitution reaction with the sulfhydryl group of GSH at the 4-position of the probe, which is doubly-activated by two carbonyl groups, occurs extremely fast, showing subsecond maximum fluorescence intensity attainment; equilibrium was reached within 100 ms (UV-vis). The probe selectivity for GSH was confirmed in Hep3B cells by confocal microscopy imaging. © 2015 Royal Society of Chemistry
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