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A Flexible Solution to Anion Transport: Powerful Anionophores Based on a Cyclohexane Scaffold
Author(s) -
Cooper James A.,
Street Steven T. G.,
Davis Anthony P.
Publication year - 2014
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201311071
Subject(s) - thiourea , cyclohexane , chemistry , transmembrane protein , scaffold , ion , flexibility (engineering) , combinatorial chemistry , molecule , nanotechnology , materials science , computer science , organic chemistry , biochemistry , receptor , statistics , mathematics , database
Transmembrane anion carriers (anionophores) have potential for biological activity, including the treatment of channelopathies such as cystic fibrosis. A new family of anionophores has been synthesized, in which three thiourea groups are mounted on a cyclohexane‐based scaffold. Though conceptually related to earlier polycyclic systems, these molecules are simpler and far more accessible. Preorganization is somewhat reduced compared to earlier systems, and anion affinities are correspondingly lower. However, transport activities set new records. This surprising performance suggests a role for controlled flexibility in the design of transmembrane anion carriers.