Journal
CHIRALITY
Volume 26, Issue 3, Pages 160-165Publisher
WILEY
DOI: 10.1002/chir.22286
Keywords
chiral ionic liquids; ligand exchange chromatography; chiral separation; tryptophan enantiomers
Funding
- National Natural Science Foundation of China [21176262]
- Science and Technology Research Project of Hunan [2010WK3029]
Ask authors/readers for more resources
Chiral ionic liquids (CILs) with amino acids as cations have been applied as novel chiral ligands coordinated with Cu2+ to separate tryptophan enantiomers in ligand exchange chromatography. Four kinds of amino acid ionic liquids, including [L-Pro][CF3COO], [L-Pro][NO3], [L-Pro](2)[SO4], and [L-Phe][CF3COO] were successfully synthesized and used for separation of tryptophan enantiomers. To optimize the separation conditions, [L-Pro][CF3COO] was selected as the model ligand. Some factors influencing the efficiency of chiral separation, such as copper ion concentration, CILs concentration, methanol ratio (methanol/H2O, v/v), and pH, were investigated. The obtained optimal separation conditions were as follows: 8.0 mmol/L Cu(OAc)(2), 4.0 mmol/L [L-Pro][CF3COO] ,and 20% (v/v) methanol at pH 3.6. Under the optimum conditions, acceptable enantioseparation of tryptophan enantiomers could be observed with a resolution of 1.89. The results demonstrate the good applicability of CILs with amino acids as cations for chiral separation. Furthermore, a comparative study was also conducted for exploring the mechanism of the CILs as new ligands in ligand exchange chromatography. Chirality 26:160-165, 2014. (c) 2014 Wiley Periodicals, Inc.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available