Article (Scientific journals)
Comparative evaluation of a one-pot strategy for the preparation of beta-cyclodextrin-functionalized monoliths: Effect of the degree of amino substitution of beta-cyclodextrin on the column performance.
Zhang, Qiaoxuan; Guo, Jialiang; Xiao, Yuan et al.
2015In Journal of Separation Science, 38 (11), p. 1813-21
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Keywords :
Cyclodextrin; Degree of substitution; Enantioseparation; Monolithic columns; One-pot strategy
Abstract :
[en] To further evaluate the feasibility and applicability of the one-pot strategy in monolithic column preparation, two novel beta-cyclodextrin-functionalized organic polymeric monoliths were prepared using two beta-cyclodextrin derivatives, i.e. mono(6-amino-6-deoxy)-beta-cyclodextrin and heptakis(6-amino-6-deoxy)-beta-cyclodextrin. In this improved method, mono(6-amino-6-deoxy)-beta-cyclodextrin or heptakis(6-amino-6-deoxy)-beta-cyclodextrin reacted with glycidyl methacrylate to generate the corresponding functional monomers and were subsequently copolymerized with ethylene dimethacrylate. The polymerization conditions for both monoliths were carefully optimized to obtain satisfactory column performance with respect to column efficiency, reproducibility, permeability, and stability. The obtained poly(glycidyl methacrylate-mono(6-amino-6-deoxy)-beta-cyclodextrin-co-ethylene dimethacrylate) and poly(glycidyl methacrylate-heptakis(6-amino-6-deoxy)-beta-cyclodextrin-co-ethylene dimethacrylate) monoliths exhibited a uniform structure, good permeability, and mechanical stability as indicated by scanning electron microscopy and micro-high-performance liquid chromatography experimental results. Because of the probable existence of multi-glycidyl methacrylate linking spacers on the poly(glycidyl methacrylate-heptakis(6-amino-6-deoxy)-beta-cyclodextrin-co-ethylene dimethacrylate) monolith, the effect of the ratio of glycidyl methacrylate/heptakis(6-amino-6-deoxy)-beta-cyclodextrin was especially studied, and satisfactory reproducibility could still be achieved by strictly controlling the composition of the polymerization mixture. To investigate the effect of the degree of amino substitution of beta-cyclodextrin on column performance, a detailed comparison of the two monoliths was also carried out using series of analytes including small peptides and chiral acids. It was found that the beta-cyclodextrin-functionalized monolith with mono-glycidyl methacrylate linking spacers demonstrated better chiral separation performance than that with multi-glycidyl methacrylate linking spacers.
Research center :
Centre Interfacultaire de Recherche du Médicament - CIRM
Disciplines :
Pharmacy, pharmacology & toxicology
Author, co-author :
Zhang, Qiaoxuan
Guo, Jialiang
Xiao, Yuan
Crommen, Jacques ;  Université de Liège > Département de pharmacie > Département de pharmacie
Jiang, Zhengjin
Language :
English
Title :
Comparative evaluation of a one-pot strategy for the preparation of beta-cyclodextrin-functionalized monoliths: Effect of the degree of amino substitution of beta-cyclodextrin on the column performance.
Publication date :
2015
Journal title :
Journal of Separation Science
ISSN :
1615-9306
eISSN :
1615-9314
Publisher :
Wiley, Weinheim, Germany
Volume :
38
Issue :
11
Pages :
1813-21
Peer reviewed :
Peer Reviewed verified by ORBi
Commentary :
(c) 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Available on ORBi :
since 24 October 2015

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