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Coumarin-based thiol chemosensor: synthesis, turn-on mechanism, and its biological application.
- Source :
-
Organic letters [Org Lett] 2011 Mar 18; Vol. 13 (6), pp. 1498-501. Date of Electronic Publication: 2011 Feb 16. - Publication Year :
- 2011
-
Abstract
- A new chemodosimetric probe (1) is reported that selectively detects thiols over other relevant biological species by the turning on of its fluorescence through a Michael type reaction. The fluorogenic process upon its reaction was revealed to be mediated by intramolecular charge transfer, as confirmed by time-dependent density functional theory calculations. The application of probe 1 to cells is also examined by confocal microscopy, and its cysteine preference was observed by an ex vivo LC-MS analysis of the cellular metabolite.
Details
- Language :
- English
- ISSN :
- 1523-7052
- Volume :
- 13
- Issue :
- 6
- Database :
- MEDLINE
- Journal :
- Organic letters
- Publication Type :
- Academic Journal
- Accession number :
- 21323377
- Full Text :
- https://doi.org/10.1021/ol2001864