Synthesis of charged cyclodextrin highly soluble in organic solvents for enantiomer separations in capillary electrophoresis

Synthesis of charged cyclodextrin highly soluble in organic solvents was made by exchanging the inorganic counter ion (Na+) of heptakis (2,3-di-Omethyl- 6-O-sulfo)-β-CD (Na7HDMS) with tetrabutylammonium (TBA+), to produce TBA7HDMS. The same ion exchange was used to synthesize the TBA salts of the...

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Bibliographic Details
Main Author: Maldonado, Omar
Other Authors: Vigh, Gyula
Format: Others
Language:en_US
Published: Texas A&M University 2006
Subjects:
Online Access:http://hdl.handle.net/1969.1/4211
Description
Summary:Synthesis of charged cyclodextrin highly soluble in organic solvents was made by exchanging the inorganic counter ion (Na+) of heptakis (2,3-di-Omethyl- 6-O-sulfo)-β-CD (Na7HDMS) with tetrabutylammonium (TBA+), to produce TBA7HDMS. The same ion exchange was used to synthesize the TBA salts of the analogous CDs TBA6HxDMS and TBA8ODMS. Indirect-UV detection capillary electrophoresis (CE) and 1H NMR were used as the characterization methods. Separations of thirteen pharmaceuticals were made using TBA7HDMS as the chiral resolving agent in aqueous CE. On the other hand, a set of twenty pharmaceuticals was used for the enantiomer separations in non-aqueous CE (NACE). Comparison between the results obtained with TBA7HDMS in aqueous and non-aqueous CE were made. In addition, comparison between the results obtained with TBA7HDMS and Na7HDMS in aqueous and non-aqueous CE were made as well.