Tetrahedron Letters p. 6606 - 6609 (2011)
Update date:2022-09-26
Topics: Kinetic Study Cysteine Glutathione
García-Beltrán, Olimpo
Mena, Natalia
Pérez, Edwin G.
Cassels, Bruce K.
Nu?ez, Marco T.
Werlinger, Francisca
Zavala, Daniel
Aliaga, Margarita E.
Pavez, Paulina
Two fluorescence probes for the detection of cysteine (Cys), glutathione (GSH) and other biothiols, such as homocysteine (Hcy) and cysteinyl-glycine (Cys-Gly), were developed. These molecular probes are coumarin-based derivatives containing a chalcone-like moiety that reacts with biothiols through a Michael addition reaction, leading to strong fluorescence enhancements. The reactivity of the tested biothiols toward both probes (ChC1 and ChC2) follows the order Cys > GSH > Hcy > Cys-Gly, ChC1 being less reactive than ChC2. Possible interference with other amino acids was assessed. ChC1 and ChC2 display a highly selective fluorescence enhancement with thiols, allowing these probes to be used for fluorimetric thiol determination in SH-SY5Y cells.
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