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A Dimeric Bis(melamine)‐Substituted Bispidine for Efficient Transmembrane H + /Cl − Cotransport
Author(s) -
Shinde Sopan Valiba,
Talukdar Pinaki
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201700803
Subject(s) - protonation , chemistry , transmembrane protein , hydrogen bond , cotransporter , membrane , stereochemistry , transmembrane domain , medicinal chemistry , molecule , organic chemistry , receptor , ion , biochemistry , sodium
A 3,7‐diazabicyclo[3.3.1]nonane linking to two melamines is a unique transmembrane H + /Cl − carrier. In the solid state, the V‐shaped compound forms a HCl‐bound zig‐zag network through cooperative protonation and hydrogen bond interactions. In the lipid membrane, the receptor forms a dimeric self‐assembly involving multiple H + and Cl − leading to the efficient transport of the acid. The pH‐dependent Cl − efflux observed for the compound was rationalized based on a gradual protonation model that confers an active transmembrane carrier at physiological pH.
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