Preparation and Enantiomeric Separation of l-Pro-l-Phe-l-Val-l-Leu Peptide Stationary Phases

This study presents the development of three new chiral stationary phases. Three new peptide chiral stationary phases with a main chain of l- proline, l- phenylalanine, l- valine and l- leucine and different terminals of l- citrulline, l- lysine and l- tryptophan immobilized on 3-aminopropyltrimetho...

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Bibliographic Details
Published in:Chromatographia 2023-07, Vol.86 (7), p.541-551
Main Authors: Guo, Xinyuan, Shang, Panpan, Wei, Benben, Du, Wenrong, Lan, Yong, Bai, Ligai, Qiao, Xiaoqiang, Ma, Zhengyue
Format: Article
Language:English
Subjects:
Analytical Chemistry
Benzoin
Chemistry
Chemistry and Materials Science
Chromatography
Enantiomers
Fourier transforms
High performance liquid chromatography
Infrared analysis
Infrared spectra
Laboratory Medicine
Leucine
Lysine
Original
Pharmacy
Phases
Phenylalanine
Proteomics
Reproducibility
Separation
Silica gel
Thermogravimetric analysis
Tryptophan
Valine
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Summary:This study presents the development of three new chiral stationary phases. Three new peptide chiral stationary phases with a main chain of l- proline, l- phenylalanine, l- valine and l- leucine and different terminals of l- citrulline, l- lysine and l- tryptophan immobilized on 3-aminopropyltrimethoxysilane modified silica gel were prepared; furthermore, successful analyses and characterizations were conducted using Fourier transform infrared spectra, elemental analysis, and thermogravimetric analysis. After this, the enantioselective performance of the three peptide stationary phases columns was evaluated. The evaluation used nine racemic compounds under normal-phase high-performance liquid chromatography mode. Optimized enantiomeric separation conditions were established. Under these conditions, the resolutions of flurbiprofen, naproxen, benzoin, 1 ,1ʹ-bi-2-naphthol and ketoprofen on the CSP-1 column were 1.61, 2.0, 0.62, 0.52 and 1.20, respectively. In addition, the reproducibility of the CSP-1 column was also investigated. The results of the investigation illustrated that the stationary phases have good reproducibility (RSD = 0.12%, n  = 5).
ISSN:0009-5893
1612-1112
DOI:10.1007/s10337-023-04267-y