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A Ratiometric Fluorescent Probe for Imaging of the Activity of Methionine Sulfoxide Reductase A in Cells
Author(s) -
Makukhin Nikolai,
Tretyachenko Vyacheslav,
Moskovitz Jackob,
Míšek Jiří
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201605833
Subject(s) - msra , methionine sulfoxide reductase , chemistry , methionine sulfoxide , fluorescence , bathochromic shift , sulfoxide , biochemistry , in vivo , enzyme , dimethyl sulfoxide , methionine , biology , organic chemistry , amino acid , physics , microbiology and biotechnology , quantum mechanics
Methionine sulfoxide reductase A (MsrA) is an enzyme involved in redox balance and signaling, and its aberrant activity is implicated in a number of diseases (for example, Alzheimer's disease and cancer). Since there is no simple small molecule tool to monitor MsrA activity in real time in vivo, we aimed at developing one. We have designed a BODIPY‐based probe called ( S )‐Sulfox‐1, which is equipped with a reactive sulfoxide moiety. Upon reduction with a model MsrA ( E. coli ), it exhibits a bathochromic shift in the fluorescence maximum. This feature was utilized for the real‐time ratiometric fluorescent imaging of MsrA activity in E. coli cells. Significantly, our probe is capable of capturing natural variations of the enzyme activity in vivo.