Preparation of amino acid chiral ionic liquid and visual chiral recognition of glutamine and phenylalanine enantiomers
Luzheng Dong
College of Chemistry and Chemical Engineering, Guangling College, Yangzhou University, Yangzhou, China
Contribution: Investigation, Methodology, Writing - original draft
Search for more papers by this authorJun Wu
College of Chemistry and Chemical Engineering, Guangling College, Yangzhou University, Yangzhou, China
Contribution: Validation
Search for more papers by this authorCorresponding Author
Xiashi Zhu
College of Chemistry and Chemical Engineering, Guangling College, Yangzhou University, Yangzhou, China
Correspondence
Xiashi Zhu, College of Chemistry and Chemical Engineering, Guangling College, Yangzhou University, Yangzhou, 225002, China.
Email: [email protected]
Contribution: Conceptualization, Methodology, Writing - review & editing, Funding acquisition
Search for more papers by this authorLuzheng Dong
College of Chemistry and Chemical Engineering, Guangling College, Yangzhou University, Yangzhou, China
Contribution: Investigation, Methodology, Writing - original draft
Search for more papers by this authorJun Wu
College of Chemistry and Chemical Engineering, Guangling College, Yangzhou University, Yangzhou, China
Contribution: Validation
Search for more papers by this authorCorresponding Author
Xiashi Zhu
College of Chemistry and Chemical Engineering, Guangling College, Yangzhou University, Yangzhou, China
Correspondence
Xiashi Zhu, College of Chemistry and Chemical Engineering, Guangling College, Yangzhou University, Yangzhou, 225002, China.
Email: [email protected]
Contribution: Conceptualization, Methodology, Writing - review & editing, Funding acquisition
Search for more papers by this authorAbstract
In this paper, the amino acid chiral ionic liquid (AACIL) was prepared with L-phenylalanine and imidazole. It was characterized by CD, FT-IR, 1H NMR, and 13C NMR spectrum. The chiral recognition sensor was constructed with AACIL and Cu(II), which exhibited different chiral visual responses (solubility or color difference) to the enantiomers of glutamine (Gln) and phenylalanine (Phe). The effects of solvent, pH, time, temperature, metal ions, and other amino acids on visual chiral recognition were optimized. The minimum concentrations of Gln and Phe for visual chiral recognition were 0.20 mg/ml and 0.28 mg/ml, respectively. The mechanism of chiral recognition was investigated by FT-IR, TEM, SEM, TG, XPS, and CD. The location of the host-guest inclusion or molecular placement has been conformationally searched based on Gaussian 09 software.
Open Research
DATA AVAILABILITY STATEMENT
All relevant data are within the paper.
Supporting Information
| Filename | Description |
|---|---|
| chir23665-sup-0001-Supp_Info.docxWord 2007 document , 821.2 KB |
Figure S1. The 1H NMR spectra of [EMIM][L-Phe]. Figure S2. The 13C NMR spectra of [EMIM][L-Phe]. |
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