Deoxyribonucleoside-Modified Squaraines as Near-IR Viscosity Sensors

    Authors

    Y. W. Zhang; X. Yue; B. Kim; S. Yao;K. D. Belfield

    Comments

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    Abbreviated Journal Title

    Chem.-Eur. J.

    Keywords

    aggregation; deoxyribonucleosides; near-IR imaging; squaraine dyes; viscosity sensors; LANGMUIR-BLODGETT-FILMS; LIVE CELLS; VISCOELASTIC PROPERTIES; 2-PHOTON; ABSORPTION; CELLULAR-VISCOSITY; SERUM-ALBUMIN; AGGREGATION; DYE; DNA; MICROTUBULES; Chemistry, Multidisciplinary

    Abstract

    Deoxyribonucleoside-modified squaraines were synthesized by Sonogashira coupling reactions using an unsymmetrical, terminal alkynylated benzothiazolium squaraine dye. These non-natural nucleosides exhibited fluorescent 'turn-on' properties in viscous conditions with an enhancement of > 300-fold. The viscosity-dependent fluorescence enhancement was attributed to a combination of hampering both molecular aggregation and intramolecular bond rotation of the squaraine probe. Fluorescence microscopy allowed visualization of highly viscous regions during various stages of cellular mitosis.

    Journal Title

    Chemistry-a European Journal

    Volume

    20

    Issue/Number

    24

    Publication Date

    1-1-2014

    Document Type

    Article

    Language

    English

    First Page

    7249

    Last Page

    7253

    WOS Identifier

    WOS:000337617500009

    ISSN

    0947-6539

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