1. Visible Light Mediated Bidirectional Control over Carbonic Anhydrase Activity in Cells and in Vivo Using Azobenzenesulfonamides.
- Author
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Aggarwal K, Kuka TP, Banik M, Medellin BP, Ngo CQ, Xie D, Fernandes Y, Dangerfield TL, Ye E, Bouley B, Johnson KA, Zhang YJ, Eberhart JK, and Que EL
- Subjects
- Animals, Azo Compounds chemical synthesis, Carbonic Anhydrases chemistry, HeLa Cells, Humans, Hydrogen-Ion Concentration, Molecular Docking Simulation, Molecular Probes chemical synthesis, Molecular Structure, Sulfonamides chemical synthesis, Zebrafish embryology, Benzenesulfonamides, Azo Compounds chemistry, Carbonic Anhydrases metabolism, Light, Molecular Probes chemistry, Sulfonamides chemistry
- Abstract
Two azobenzenesulfonamide molecules with thermally stable cis configurations resulting from fluorination of positions ortho to the azo group are reported that can differentially regulate the activity of carbonic anhydrase in the trans and cis configurations. These fluorinated probes each use two distinct visible wavelengths (520 and 410 or 460 nm) for isomerization with high photoconversion efficiency. Correspondingly, the cis isomer of these systems is highly stable and persistent (as evidenced by structural studies in solid and solution state), permitting regulation of metalloenzyme activity without continuous irradiation. Herein, we use these probes to demonstrate the visible light mediated bidirectional control over the activity of zinc-dependent carbonic anhydrase in solution as an isolated protein, in intact live cells and in vivo in zebrafish during embryo development.
- Published
- 2020
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