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Rational Design of a Dual‐Reactivity‐Based Fluorescent Probe for Visualizing Intracellular HSNO
Author(s) -
Chen Wei,
Matsunaga Tetsuro,
Neill Deshka L.,
Yang Chuntao,
Akaike Takaaki,
Xian Ming
Publication year - 2019
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201908950
Subject(s) - rational design , fluorescence , chemical biology , chemistry , combinatorial chemistry , nanotechnology , reactivity (psychology) , intracellular , biophysics , selectivity , computational biology , biochemistry , biology , materials science , physics , medicine , alternative medicine , pathology , quantum mechanics , catalysis
Thionitrous acid (HSNO), the smallest S‐nitrosothiol, is emerging as a potential key intermediate in cellular redox regulation linking two signaling molecules H 2 S and NO. However, the chemical biology of HSNO remains poorly understood. A major hurdle is the lack of methods for selective detection of HSNO in biological systems. Herein, we report the rational design, synthesis, and evaluation of the first fluorescent probe TAP‐1 for HSNO detection. TAP‐1 showed high selectivity and sensitivity to HSNO in aqueous media and cells, providing a useful tool for understanding the functions of HSNO in biology.