A Synthetic Supramolecular Receptor for the Hydrosulfide Anion

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• 作者：Matthew D. Hartle ; Ryan J. Hansen ; Dr. Blakely W. Tresca ; Samuel S. Prakel ; Lev N. Zakharov ; Prof. Michael M. Haley ; Prof. Michael D. Pluth and Prof. Darren W. Johnson
• 刊名：Angewandte Chemie International Edition
• 出版年：2016
• 出版时间：September 12, 2016
• 年：2016
• 卷：55
• 期：38
• 页码：11480-11484
• 全文大小：1868K
• ISSN：1521-3773

文摘

Hydrogen sulfide (H₂S) 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 H₂S 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.