title: A Synthetic Supramolecular Receptor for the Hydrosulfide Anion.
abstract: 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.
authors: Department of Chemistry & Biochemistry, Materials Science Institute, and Institute of Molecular Biology, University of Oregon, Eugene, OR, 97403-1253, USA.
authors: Matthew D
authors: MD
authors: Hartle
authors: Department of Chemistry & Biochemistry, Materials Science Institute, and Institute of Molecular Biology, University of Oregon, Eugene, OR, 97403-1253, USA.
authors: Ryan J
authors: RJ
authors: Hansen
authors: Department of Chemistry & Biochemistry, Materials Science Institute, and Institute of Molecular Biology, University of Oregon, Eugene, OR, 97403-1253, USA.
authors: Blakely W
authors: BW
authors: Tresca
authors: Department of Chemistry & Biochemistry, Materials Science Institute, and Institute of Molecular Biology, University of Oregon, Eugene, OR, 97403-1253, USA.
authors: Samuel S
authors: SS
authors: Prakel
authors: Department of Chemistry & Biochemistry, Materials Science Institute, and Institute of Molecular Biology, University of Oregon, Eugene, OR, 97403-1253, USA.|CAMCOR-Center for Advanced Materials Characterization in Oregon, University of Oregon, Eugene, OR, 97403-1443, USA.
authors: Lev N
authors: LN
authors: Zakharov
authors: Department of Chemistry & Biochemistry, Materials Science Institute, and Institute of Molecular Biology, University of Oregon, Eugene, OR, 97403-1253, USA. haley@uoregon.edu.
authors: Michael M
authors: MM
authors: Haley
authors: Department of Chemistry & Biochemistry, Materials Science Institute, and Institute of Molecular Biology, University of Oregon, Eugene, OR, 97403-1253, USA. pluth@uoregon.edu.
authors: Michael D
authors: MD
authors: Pluth
authors: Department of Chemistry & Biochemistry, Materials Science Institute, and Institute of Molecular Biology, University of Oregon, Eugene, OR, 97403-1253, USA. dwj@uoregon.edu.
authors: Darren W
authors: DW
authors: Johnson
mesh_terms: D000838:Anions / Q000737:chemistry; D006860:Hydrogen Bonding; D006862:Hydrogen Sulfide / Q000737:chemistry* / Q000378:metabolism; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D062165:Receptors, Artificial / Q000737:chemistry* / Q000378:metabolism; D013056:Spectrophotometry, Ultraviolet
chemical_list: D000838:Anions; D062165:Receptors, Artificial; D006862:Hydrogen Sulfide
keywords: anion binding; gasotransmitters; molecular recognition; sulfide; supramolecular chemistry