title: pH-Gated Chloride Transport by a Triazine-Based Tripodal Semicage.
abstract: Triazine-based preorganized tripodal receptors are reported as efficient transmembrane Cl-carriers. These receptors were designed based on triazine core and 3,7-diazabicyclo[3.3.1]nonane arms to facilitate preorganized cavity formation. Each bicyclic arm was further functionalized to control protonation and lipophilicity, which are crucial for their efficient anion binding and effective transport through liposomal membranes. The benzyl-substituted receptor was the most effective ion transporter followed by the pentafluorobenzyl-substituted derivative. The nonsubstituted receptor was least active owing to its high polarity. Two active transporters were found to function as mobile carriers for Cl-via an antiport exchange mechanism. Molecular dynamic simulations with the most active receptor show a strong Cl-binding within the cavity by direct and water-mediated H-bonds with its N-H groups.
authors.affiliation: Department of Chemistry, Indian Institute of Science Education and Research Pune, Dr. Homi Bhabha Road, Pashan, Pune, 411008, Maharashtra, India.
authors.forename: Arundhati
authors.initials: A
authors.lastname: Roy
authors.affiliation: Department of Chemistry, Indian Institute of Science Education and Research Pune, Dr. Homi Bhabha Road, Pashan, Pune, 411008, Maharashtra, India.
authors.forename: Debasis
authors.initials: D
authors.lastname: Saha
authors.affiliation: Department of Chemistry, Institute of Chemical Technology, Matunga, Mumbai-, 400019, Maharashtra, India.
authors.forename: Prashant Sahebrao
authors.initials: PS
authors.lastname: Mandal
authors.affiliation: Department of Chemistry, Indian Institute of Science Education and Research Pune, Dr. Homi Bhabha Road, Pashan, Pune, 411008, Maharashtra, India.
authors.forename: Arnab
authors.initials: A
authors.lastname: Mukherjee
authors.affiliation: Department of Chemistry, Indian Institute of Science Education and Research Pune, Dr. Homi Bhabha Road, Pashan, Pune, 411008, Maharashtra, India.
authors.forename: Pinaki
authors.initials: P
authors.lastname: Talukdar
keywords: antiport mechanism; chloride selectivity; preorganization; protonation; tripodal receptors