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

Authors

    Authors

    B. L. Sui; X. L. Yue; M. G. Tichy; T. H. Liu;K. D. Belfield

    Comments

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    Abbreviated Journal Title

    Eur. J. Org. Chem.

    Keywords

    Potassium; Sensors; Cryptands; Fluorescence; Cell imaging; INTRACELLULAR POTASSIUM; CHANNELS; SENSOR; SODIUM; CANCER; PBFI; INDICATOR; APOPTOSIS; TRANSPORT; Chemistry, Organic

    Abstract

    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.

    Journal Title

    European Journal of Organic Chemistry

    Issue/Number

    6

    Publication Date

    1-1-2015

    Document Type

    Article

    Language

    English

    First Page

    1189

    Last Page

    1192

    WOS Identifier

    WOS:000349972700002

    ISSN

    1434-193X

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