title: One-photon and two-photon sensing of biothiols using a bis-pyrene-Cu(II) ensemble and its application to image GSH in the cells and tissues.
abstract: Glutathione (GSH), cysteine (Cys), and homocysteine (Hcy) are three major biothiols, which play key roles in various biological systems. Accordingly, the development of imaging probes has been actively studied. We report a new pyrene derivative 1, which showed large fluorescence quenching with Cu(2+) at pH 7.4. The ensemble 1-Cu(2+) was applied to detect biothiols. Among the various amino acids, GSH, Cys, and Hcy induced distinct turn-on fluorescence changes. The 1-Cu(2+) ensemble was further applied for GSH detection in living cells.
authors: †Department of Chemistry and Nano Science, Ewha Womans University, Global Top5 Research Program, Seoul 120-750, Korea.
authors: Ying
authors: Y
authors: Hu
authors: ‡Department of Energy Systems Research, Ajou University, Suwon, Gyeonggi-do 443-749, Korea.
authors: Cheol Ho
authors: CH
authors: Heo
authors: †Department of Chemistry and Nano Science, Ewha Womans University, Global Top5 Research Program, Seoul 120-750, Korea.
authors: Gyoungmi
authors: G
authors: Kim
authors: †Department of Chemistry and Nano Science, Ewha Womans University, Global Top5 Research Program, Seoul 120-750, Korea.
authors: Eun Jin
authors: EJ
authors: Jun
authors: §Key Laboratory of Pesticide and Chemical Biology of the Ministry of Education, College of Chemistry, Central China Normal University, Wuhan 430079, China.
authors: Jun
authors: J
authors: Yin
authors: ‡Department of Energy Systems Research, Ajou University, Suwon, Gyeonggi-do 443-749, Korea.
authors: Hwan Myung
authors: HM
authors: Kim
authors: †Department of Chemistry and Nano Science, Ewha Womans University, Global Top5 Research Program, Seoul 120-750, Korea.
authors: Juyoung
authors: J
authors: Yoon
mesh_terms: D000818:Animals; D003300:Copper / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000737:chemistry; D005978:Glutathione / Q000737:chemistry / Q000378:metabolism*; D006367:HeLa Cells; D006801:Humans; D036641:Microscopy, Fluorescence, Multiphoton / Q000379:methods*; D057054:Molecular Imaging / Q000379:methods*; D009942:Organometallic Compounds / Q000737:chemistry*; D011721:Pyrenes / Q000737:chemistry*; D051381:Rats; D013438:Sulfhydryl Compounds / Q000737:chemistry / Q000378:metabolism*
chemical_list: D005456:Fluorescent Dyes; D009942:Organometallic Compounds; D011721:Pyrenes; D013438:Sulfhydryl Compounds; D003300:Copper; C030984:pyrene; D005978:Glutathione