A Synthetic Supramolecular Receptor for the Hydrosulfide Anion.
- Author(s): Hartle, Matthew D;
- Hansen, Ryan J;
- Tresca, Blakely W;
- Prakel, Samuel S;
- Zakharov, Lev N;
- Haley, Michael M;
- Pluth, Michael D;
- Johnson, Darren W
- et al.
Published Web Locationhttps://europepmc.org/articles/pmc5144539
Hydrogen sulfide (H2 S) has emerged as a crucial biomolecule in physiology and cellular signaling. Key challenges associated with developing new chemical tools for understanding the biological roles of H2 S include developing platforms that enable reversible binding of this important biomolecule. The first synthetic small molecule receptor for the hydrosulfide anion, HS(-) , using only reversible, hydrogen-bonding interactions in a series of bis(ethynylaniline) derivatives, is reported. Binding constants of up to 90 300±8700 m(-1) were obtained in MeCN. The fundamental science of reversible sulfide binding, in this case featuring a key CH⋅⋅⋅S hydrogen bond, will expand the possibility for discovery of sulfide protein targets and molecular recognition agents.