A fluorescent chemosensor for Al3+ based on julolidine and tryptophan moieties. Issue 16 (21st April 2016)

• Record Type: Journal Article
• Authors: Choi, Ye Won; Lee, Jae Jun; Nam, Eunju; Lim, Mi Hee; Kim, Cheal
• Is Part Of: Tetrahedron. Volume 72:Issue 16(2016)
• Page Start: 1998
• Page End: 2005
• Publication Date: 2016-04-21
• Subjects: Fluorescent chemosensor -- Aluminum ion -- CN isomerization -- CHEF -- Cell imaging -- Theoretical calculations; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2016.02.066
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: A new and simple fluorescent chemosensor1, based on julolidine and tryptophan moieties, has been synthesized and characterized. The sensor1 displayed a selective and sensitive detecting ability for aluminum (III) ion by 'OFF–ON' fluorescent response in aqueous solution. This sensing mechanism might be due to the inhibition of CN isomerization, and the activation of chelation enhanced fluorescence (CHEF). This sensing mechanism of1 for Al 3+ was supported by theoretical calculations. Moreover, sensor1 had a low detection limit (6.4 μM), which is below than the WHO recommendation level (7.41 μM) for drinking water. Importantly, the chemosensor1 could be applied to living cells to detect Al 3+ . Therefore, the sensor1 can be employed as a practical fluorescent chemosensor for recognition of Al 3+ in aqueous solution. Graphical abstract: