한빛사논문
- 조회3,094
Abstract
Eun Joung Choi1, Dr. Eunha Kim1,3, Youngjun Lee1, Ala Jo1, Prof. Seung Bum Park1,2,*
1 Department of Chemistry/Bio-MAX Institute, Seoul National University, Seoul 151-747 (Korea)
2 Department of Biophysics and Chemical Biology, Seoul National University, Seoul 151-747 (Korea)
3 Current address: The Center for Systems Biology, Massachusetts General Hospital/Harvard Medical School, 185 Cambridge Street, CPZN 5206, Boston, MA (USA)
*To whom correspondence may be addressed.
Abstract
Fluorescence imaging enables the uniquely sensitive observation of functional- and molecular-recognition events in living cells. However, only a limited range of biological processes have been subjected to imaging because of the lack of a design strategy and difficulties in the synthesis of biosensors. Herein, we report a facile synthesis of emission-tunable and predictable Seoul-Fluors, 9-aryl-1,2-dihydrolopyrrolo[3,4-b]indolizin-3-ones, with various R1 and R2 substituents by coinage-metal-catalyzed intramolecular 1,3-dipolar cycloaddition and subsequent palladium-mediated C-H activation. We also showed that the quantum yields of Seoul-Fluors are controlled by the electronic nature of the substituents, which influences the extent of photoinduced electron transfer. On the basis of this understanding, we demonstrated our design strategy by the development of a Seoul-Fluor-based chemosensor 20 for reactive oxygen species that was not accessible by a previous synthetic route.
Keywords: C-H activation; fluorescence; fluorophore design; quantum yield; switchable sensors
논문정보
TOP52014년 선정
- Research article
- 2014년 01월 (BRIC 등록일 2014-02-04)
- 국내 연구진
- 생명과학 > 분자생물학
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