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Bai LH, Chen XX, Huang YP, et al. Chiral separation of racemic mandelic acids by use of an ionic liquid-mediated imprinted monolith with a metal ion as self-assembly pivot. Anal Bioanal Chem. 2013;405(27):8935-43doi: 10.1007/s00216-013-7304-4.
Bai, L. H., Chen, X. X., Huang, Y. P., Zhang, Q. W., & Liu, Z. S. (2013). Chiral separation of racemic mandelic acids by use of an ionic liquid-mediated imprinted monolith with a metal ion as self-assembly pivot. Analytical and bioanalytical chemistry, 405(27), 8935-43. https://doi.org/10.1007/s00216-013-7304-4
Bai, Li-Hong, et al. "Chiral separation of racemic mandelic acids by use of an ionic liquid-mediated imprinted monolith with a metal ion as self-assembly pivot." Analytical and bioanalytical chemistry vol. 405,27 (2013): 8935-43. doi: https://doi.org/10.1007/s00216-013-7304-4
Bai LH, Chen XX, Huang YP, Zhang QW, Liu ZS. Chiral separation of racemic mandelic acids by use of an ionic liquid-mediated imprinted monolith with a metal ion as self-assembly pivot. Anal Bioanal Chem. 2013 Nov;405(27):8935-43. doi: 10.1007/s00216-013-7304-4. Epub 2013 Sep 05. PMID: 24005602.
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Anal Bioanal Chem. 2013 Nov;405(27):8935-43. doi: 10.1007/s00216-013-7304-4. Epub 2013 Sep 05.

Chiral separation of racemic mandelic acids by use of an ionic liquid-mediated imprinted monolith with a metal ion as self-assembly pivot.

Analytical and bioanalytical chemistry

Li-Hong Bai, Xiu-Xiu Chen, Yan-Ping Huang, Qing-Wei Zhang, Zhao-Sheng Liu

Affiliations

  1. Tianjin Key Laboratory on Technologies Enabling Development of Clinical Therapeutics and Diagnostics (Theranostics), School of Pharmacy, Tianjin Medical University, Tianjin, 300070, China.

PMID: 24005602 DOI: 10.1007/s00216-013-7304-4

Abstract

A new chiral stationary phase based on molecularly imprinted polymers (MIP) was prepared in ionic liquid by use of the metal pivot concept. Imprinted monoliths were synthesized by use of a mixture of R-mandelic acid (template), 4-vinylpyridine, ethylene glycol dimethacrylate, and several metal ions as pivot between the template and functional monomer. A ternary mixture of dimethyl sulfoxide-dimethylformamide-[BMIM]BF4 containing metal ions was used as the porogenic system. Separation of the enantiomers of rac-mandelic acid was successfully achieved on the MIP thus obtained, with resolution of 1.87, whereas no enantiomer separation was observed on the imprinted monolithic column in the absence of metal ions. The effects of polymerization conditions, including the nature of the metal ion and the ratios of template to metal ions and template to functional monomer, on the chiral separation of mandelic acid were investigated. The results reveal that use of metal ions as a pivot, in combination with ionic liquid, is an effective method for preparation of a highly efficient MIP stationary phase for chiral separation.

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