Improved Synthesis of the Triazacryptand (TAC) and its Application in the Construction of a Fluorescent TAC‐BODIPY Conjugate for K +  Sensing in Live Cells | Zendy

Sui Binglin | Zendy; Yue Xiling | Zendy; Tichy Michael G. | Zendy; Liu Taihong | Zendy; Belfield Kevin D. | Zendy

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Improved Synthesis of the Triazacryptand (TAC) and its Application in the Construction of a Fluorescent TAC‐BODIPY Conjugate for K + Sensing in Live Cells

Author(s) -

Sui Binglin,

Yue Xiling,

Tichy Michael G.,

Liu Taihong,

Belfield Kevin D.

Publication year - 2015

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201403600

Subject(s) - bodipy , chemistry , conjugate , fluorescence , cryptand , selectivity , yield (engineering) , combinatorial chemistry , nanotechnology , organic chemistry , catalysis , ion , materials science , mathematical analysis , physics , mathematics , metallurgy , quantum mechanics

In this report, a vastly improved method for the synthesis of [2.2.3]‐triazacryptand (TAC), an excellent K + ‐selective cryptand, is disclosed, which provides a shorter synthetic route with > fivefold higher overall yield. On the basis of the improved synthesis, a TAC‐BODIPY conjugate was developed for K + sensing. TAC‐BODIPY is a fluorescence turn‐on K + sensor exhibiting high selectivity toward K + over other biologically relevant metal cations. Cell imaging studies are presented and demonstrate that TAC‐BODIPY is suitable for dynamic K + sensing in live cells.

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