Aminocyclodextrin Ion Channels: Development of a Model for Ligand Gating and Investigations of the Effects of Channel Structure on *Transport Properties and Ion Selectivity

Sanders, Rachel Sarah

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Description

Title

Aminocyclodextrin Ion Channels: Development of a Model for Ligand Gating and Investigations of the Effects of Channel Structure on *Transport Properties and Ion Selectivity

Author(s)

Sanders, Rachel Sarah

Issue Date

2006

Doctoral Committee Chair(s)

Mary S. Gin

Department of Study

Chemistry

Discipline

Chemistry

Degree Granting Institution

University of Illinois at Urbana-Champaign

Degree Name

Ph.D.

Degree Level

Dissertation

Keyword(s)

Chemistry, Organic

Language

eng

Abstract

While it was previously shown that a heptaaminopentabutylene glycol beta-cyclodextrin ion channel was highly active and selectively transported anions, the requirements for the number of aminopentabutylene glycol substitutions were not known. beta-Cyclodextrin channels with four and two aminopentabutylene glycol chains and beta-cyclodextrins substituted with a glycine-pentabutylene glycol conjugate were synthesized. Their ion transport properties were assessed with a fluorescence assay using the pH sensitive dye HPTS. The amino acid containing channel showed little activity, while the di- and tetraamino channels showed increasing activity with increasing substitution. The tetraamino channel showed selectivity for anion transport that followed the trend ClO4- > I- > NO3- > Br- > Cl-. The preferences for ClO4-, I-, NO3-, and Br- transport were roughly 32, 16, 7, and 2 times that of Na+, respectively. The rate of transport of Cl- was roughly equivalent to the rate of Na + transport.

Graduation Semester

2006

Type of Resource

text

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http://hdl.handle.net/2142/84234

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