Coumarin-Based Thiol Chemosensor: Synthesis, Turn-On Mechanism, and Its Biological Application
Organic Letters2011Vol. 13(6), pp. 1498–1501
Citations Over TimeTop 1% of 2011 papers
Hyo Sung Jung, Kyoung Chul Ko, Gun-Hee Kim, Ah-Rah Lee, Yun‐Cheol Na, Chulhun Kang, Jin Yong Lee, Jong Seung Kim
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.
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