PUBLICATION

Visible light mediated bidirectional control over carbonic anhydrase activity in cells and in vivo using azobenzene sulfonamides

Authors
Aggarwal, K., Kuka, T.P., Banik, M., Medellin, B.P., Ngo, C.Q., Xie, D., Fernandes, Y., Dangerfield, T.L., Ye, E., Bouley, B., Johnson, K.A., Zhang, Y.J., Eberhart, J.K., Que, E.L.
ID
ZDB-PUB-200708-1
Date
2020
Source
Journal of the American Chemical Society   142(34): 14522-14531 (Journal)
Registered Authors
Eberhart, Johann
Keywords
none
MeSH Terms
  • Animals
  • Azo Compounds/chemical synthesis
  • Azo Compounds/chemistry*
  • Carbonic Anhydrases/chemistry
  • Carbonic Anhydrases/metabolism*
  • HeLa Cells
  • Humans
  • Hydrogen-Ion Concentration
  • Light*
  • Molecular Docking Simulation
  • Molecular Probes/chemical synthesis
  • Molecular Probes/chemistry*
  • Molecular Structure
  • Sulfonamides/chemical synthesis
  • Sulfonamides/chemistry*
  • Zebrafish/embryology
PubMed
32623882 Full text @ J. Am. Chem. Soc.
Abstract
Two azobenzene sulfonamide 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 nm and 410 nm 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.
Genes / Markers
Figures
Expression
Phenotype
Mutations / Transgenics
Human Disease / Model
Sequence Targeting Reagents
Fish
Antibodies
Orthology
Engineered Foreign Genes
Mapping