Decacationic Pillar[5]arene: A New Scaffold for the Development of 129Xe MRI Imaging Agents

P U Ashvin I Fernando; Yurii Shepelytskyi; Paul T Cesana; Alanna Wade; Vira Grynko; Adriana M Mendieta; Lauren E Seveney; Joseph D Brown; Francis T Hane; Mitchell S Albert; Brenton DeBoef

doi:10.1021/acsomega.0c02565

Decacationic Pillar[5]arene: A New Scaffold for the Development of ¹²⁹Xe MRI Imaging Agents

ACS Omega. 2020 Oct 20;5(43):27783-27788. doi: 10.1021/acsomega.0c02565. eCollection 2020 Nov 3.

Authors

Affiliations

¹ Department of Chemistry, University of Rhode Island, 140 Flagg Road, Kingston, Rhode Island 02881, United States.
² U.S. Army Corps of Engineers, Engineer Research and Development Center, 3909 Halls Ferry Road, Vicksburg, Mississippi 39180, United States.
³ Department of Chemistry, Lakehead University, 955 Oliver Road, Thunder Bay, Ontario P7B 6V4, Canada.
⁴ United States Coast Guard Academy, 31 Mohegan Avenue, New London, Connecticut 06320, United States.
⁵ Thunder Bay Regional Research Institute, 980 Oliver Road, Thunder Bay, Ontario P7B 6V4, Canada.

Abstract

A decacationic water-soluble pillar[5]arene possessing a nonsolvated hydrophobic core has been designed and synthesized. This supramolecular host is capable of binding xenon, as evidenced by hyperCEST depletion experiments. Fluorescence-based studies also demonstrate that xenon binds into the cavity of the pillararene with an association constant of 4.6 × 10³ M^-1. These data indicate that the water-soluble pillararene is a potential scaffold for building contrast agents that can be detected by xenon-129 magnetic resonance imaging.