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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.

SUBMITTER: Hartle MD

PROVIDER: S-EPMC5144539 | biostudies-literature | 2016 Sep

REPOSITORIES: biostudies-literature

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A Synthetic Supramolecular Receptor for the Hydrosulfide Anion.

Hartle Matthew D MD Hansen Ryan J RJ Tresca Blakely W BW Prakel Samuel S SS Zakharov Lev N LN Haley Michael M MM Pluth Michael D MD Johnson Darren W DW

Angewandte Chemie (International ed. in English) 20160811 38

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 ...[more]

PMID: 27510286

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