Visible to NIR Light Photoactivation of Hydrogen Sulfide for Biological Targeting
Author(s) -
Peter Štacko,
Lucie Muchová,
Libor Vı́tek,
Petr Klán
Publication year - 2018
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/acs.orglett.8b02043
Subject(s) - thiocarbamate , chemistry , carbonyl sulfide , hydrogen sulfide , photochemistry , carbonic anhydrase , bodipy , visible spectrum , sulfide , in vitro , combinatorial chemistry , sulfur , biophysics , enzyme , biochemistry , organic chemistry , fluorescence , optoelectronics , physics , quantum mechanics , biology
The synthesis and photochemical properties of H 2 S-releasing BODIPY thiocarbamate photocage scaffolds activatable by visible-to-NIR (up to 700 nm) light to release carbonyl sulfide (COS), which is transformed to H 2 S using either isolated or natural carbonic anhydrase, is reported. The excellent uncaging cross section and high H 2 S release yields in in vitro experiments, including live-cell imaging, suggest that these photocages can serve as a platform for the bio-orthogonal phototriggered release within the tissue-transparent window.
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