Chiral capillary electrophoresis with cationic pyrrolidinium-β- cyclodextrin derivatives as chiral selectors

Y Xiao; Y Wang; T T Ong; L Ge; S N Tan; David James Young; T T Y Tan; S C Ng

doi:10.1002/jssc.200900732

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Chiral capillary electrophoresis with cationic pyrrolidinium-β- cyclodextrin derivatives as chiral selectors

Journal article

Peer reviewed

Chiral capillary electrophoresis with cationic pyrrolidinium-β- cyclodextrin derivatives as chiral selectors

Y Xiao, Y Wang, T T Ong, L Ge, S N Tan, David James Young, T T Y Tan and S C Ng

Journal of Separation Science, Vol.33(12), pp.1797-1805

2010

DOI: https://doi.org/10.1002/jssc.200900732

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Abstract

capillary electrophoresis

enantioseparation

positively charged b-cyclodextrin

New single-isomer, cationic β-cyclodextrins, including mono-6-deoxy-6-pyrrolidine-β-cyclodextrin chloride (pyCDCl), mono-6-deoxy-6-(N-methyl-pyrrolidine)-β-cyclodextrin chloride (N-CH <lnf>3</inf>-pyCDCl), mono-6-deoxy-6-(N-(2-hydroxyethyl)-pyrrolidine)-β- cyclodextrin chloride (NEtOH-pyCDCl), mono-6-deoxy-6-(2-hydroxymethyl- pyrrolidine)-β-cyclodextrin chloride (2-MeOH-pyCDCl) were synthesized and used as chiral selectors in capillary electrophoresis for the enantioseparation of carboxylic and hydroxycarboxylic acids and dansyl amino acids. The unsubstituted pyCDCl exhibited the greatest resolving ability. Most analytes were resolved over a wide range of pH from 6.0 to 9.0 with this chiral selector. In general, increasing pH led to a decrease in resolution. The effective mobilities of all the analytes were found to decrease with increasing CD concentration. The optimal concentration for most carboxylic acids and dansyl amino acid was in the range 5-7.5mM and >15mM for hydroxycarboxylic acids. 1H NMR experiments provided direct evidence of inclusion in the CD cavity. ©2010 Wiley-VCH Verlag GmbH & Co. KGaA.

Details

Title: Chiral capillary electrophoresis with cationic pyrrolidinium-β- cyclodextrin derivatives as chiral selectors
Authors: Y Xiao (Author) - Nanyang Technological University, Singapore
Y Wang (Author) - Nanyang Technological University, Singapore
T T Ong (Author) - Nanyang Technological University, Singapore
L Ge (Author) - Nanyang Technological University, Singapore
S N Tan (Author) - Nanyang Technological University, Singapore
David James Young (Author) - Griffith University
T T Y Tan (Author) - Nanyang University, Singapore
S C Ng (Author) - Nanyang University, Singapore
Publication details: Journal of Separation Science, Vol.33(12), pp.1797-1805
Publisher: Wiley - V C H Verlag GmbH & Co. KGaA
Date published: 2010
DOI: 10.1002/jssc.200900732
ISSN: 1615-9306
Organisation Unit: University of the Sunshine Coast, Queensland
Language: English
Record Identifier: 99449819602621
Output Type: Journal article

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Collaboration types: Domestic collaboration; International collaboration
Web Of Science research areas: Chemistry, Analytical

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