The development of a fluorescence turn-on sensor for cysteine, glutathione and other biothiols. A kinetic study
Author
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García Beltrán, Olimpo
Author
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Mena Jiménez, Natalia
Author
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Pérez, Edwin
Author
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Cassels Niven, Bruce
Author
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Núñez González, Marco
Author
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Werlinger, Francisca
Author
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Zavala, Daniel
Author
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Aliaga, Margarita E.
Author
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Pavez, Paulina
Admission date
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2018-12-20T14:13:19Z
Available date
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2018-12-20T14:13:19Z
Publication date
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2011
Cita de ítem
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Tetrahedron Letters 52 (2011) 6606–6609
Identifier
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00404039
Identifier
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18733581
Identifier
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10.1016/j.tetlet.2011.09.137
Identifier
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https://repositorio.uchile.cl/handle/2250/154956
Abstract
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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