Coumarin-Based Thiol Chemosensor: Synthesis, Turn-On Mechanism, and Its Biological Application

  • Jung, Hyo Sung
  • Ko, Kyoung Chul
  • Kim, Gun-Hee
  • Lee, Ah-Rah
  • Na, Yun-Cheol
  • ... Kim, Jong Seung
  • 외 2명
Citations

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196
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203

초록

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.

키워드

FLUORESCENTCYSTEINEGLUTATHIONEPROBEHOMOCYSTEINERHODAMINEPLASMAWATERIONS
제목
Coumarin-Based Thiol Chemosensor: Synthesis, Turn-On Mechanism, and Its Biological Application
저자
Jung, Hyo SungKo, Kyoung ChulKim, Gun-HeeLee, Ah-RahNa, Yun-CheolKang, ChulhunLee, Jin YongKim, Jong Seung
DOI
10.1021/ol2001864
발행일
2011-03-18
유형
Article
저널명
Organic Letters
13
6
페이지
1498 ~ 1501