S1 Supporting Information Chloride Transport through Supramolecular Barrel-Rosette Ion Channels: Lipophilic Control and Apoptosis-Inducing Activity Tanmoy Saha, † Amitosh Gautam, † Arnab Mukherjee, † Mayurika Lahiri, ‡ and Pinaki Talukdar* † † Department of Chemistry, Indian Institute of Science Education and Research Pune, Pune 411008, Maharashtra, India. ‡ Department of Biology, Indian Institute of Science Education and Research Pune, Pune 411008, Maharashtra, India. Table of contents Contents Page Number I. General methods S2 II. Physical measurements S2-S3 III Synthesis S3-S9 IV. V. VI. VII VIII. IX. Ion transport experiments Evidence of ion channel formation Molecular modelling of channel structure Biological studies NMR spectra References S9-S20 S20-S21 S21-S22 S23-S28 S28-S36 S37-S38