Coumarin-based thiol chemosensor: Synthesis, turn-on mechanism, and its biological application

Hyo Sung Jung, Kyoung Chul Ko, Gun Hee Kim, Ah Rah Lee, Yun Cheol Na, Chulhun Kang, Jin Yong Lee, Jong Seung Kim

Research output: Contribution to journalArticlepeer-review

179 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)1498-1501
Number of pages4
JournalOrganic Letters
Volume13
Issue number6
DOIs
Publication statusPublished - 2011 Mar 18

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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