Chemistry & Biochemistry Research Works
Permanent URI for this collectionhttp://hdl.handle.net/1903/15
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Item Insoluble Acyclic Cucurbit[n]uril-Type Receptors Capture Iodine from the Vapor Phase(Wiley: Chemistry European Journal, 2024-09-27) Perera, Suvenika; Shaurya, Alok; Zeppuhar, Andrea; Chen, Fu; Zavalij, Peter Y.; Gaskell, Karen; Isaacs, Lyle; Isaacs, LyleNuclear energy makes large contributions toward meeting global energy needs, but societal concerns remain high given the impacts of the intended release of radioactive materials including 129I and 131I. In this paper we explore the use of a homologous series of acyclic CB[n] type hosts (H1–H4) as adsorbents of iodine from the vapor phase. We find that H2–H4, but not H1 – perform well in this application with uptake capacities of 2.2 g g−1, 1.5 g g−1, and 1.9 g g−1, respectively. The chemisorptive uptake process involves partial oxidation of catechol walled H2 to quinone walled host and capture of I3− and I5−. Solid H2 can be regenerated by treatment with Na2S2O4 and reused at least five times. The x-ray crystal structure of H2 is also reported.Item Anthracene-Walled Acyclic CB[n] Receptors: in vitro and in vivo Binding Properties toward Drugs of Abuse(Wiley, 2022-03-03) DiMaggio, Delaney; Brockett, Adam T.; Shuster, Michael; Murkli, Steven; Zhai, Canjia; King, David; O'Dowd, Brona; Cheng, Ming; Brady, Kimberly; Briken, Volker; Roesch, Matthew R.; Isaacs, LyleWe report studies of the interaction of six acyclic CB[n]-type receptors toward a panel of drugs of abuse by a combination of isothermal titration calorimetry and 1H NMR spectroscopy. Anthracene walled acyclic CB[n] host (M3) displays highest binding affinity toward methamphetamine (Kd=15 nM) and fentanyl (Kd=4 nM). Host M3 is well tolerated by Hep G2 and HEK 293 cells up to 100 μM according to MTS metabolic and adenylate kinase release assays. An in vivo maximum tolerated dose study with Swiss Webster mice showed no adverse effects at the highest dose studied (44.7 mg kg−1). Host M3 is not mutagenic based on the Ames fluctuation test and does not inhibit the hERG ion channel. In vivo efficacy studies showed that pretreatment of mice with M3 significantly reduces the hyperlocomotion after treatment with methamphetamine, but M3 does not function similarly when administered 30 seconds after methamphetamine.