L-Proline chiral stationary phase for ligand exchange chromatography was prepared in the following steps. First, the particles were completely hydrolyzed. Second, the hydrolyzed particles reacted with epichlorhydrin to obtain chlorinated beads. Third, the chlorinated beads reacted with L-proline. The chiral stationary phase was characterized by elemental analysis. Chromatographic resolutions of DL-amino acids were achieved on the chiral stationary phases by using 0.1 mol/L NaAc with 0.1 mmol/L Cu(Ac)2 solution as mobile phase and detection at 254 nm. The elution order of D-isomer before L-isomer was observed for all the DL-amino acids resolved except DL-proline. For DL-proline the elution order was different from the others because of its five membered ring structure. The influences of the mobile phase pH, concentration of Cu(II), flow rate of eluent and temperature of column on the resolution of DL-amino acids by ligand exchange chromatography were investigated for the optimization of chromatographic conditions. The results showed that enantioseparation of some DL-amino acids was performed by ligand exchange chromatography on this chiral stationary phase with satisfactory results.
Download full-text PDF |
Source |
---|
Biomed Chromatogr
December 2024
Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee, 247667, India.
TLC is used globally, yet less attention has been paid to TLC (in enantioseparation) despite its advantages. The present paper describes/reviews successfully practiced direct approaches of 'chiral additive in achiral stationary phase' (as an application of in-home thought out, prepared, tested, and modified chiral stationary phase), 'pre-mixing of chiral reagent with the enantiomeric mixture' (an approach using both achiral phases during chromatographic separation) and 'chiral additive in mobile phase', and chiral ligand exchange for enantioseparation of DL-amino acids, their derivatives, and some active pharmaceutical ingredients. It provided efficient enantioseparation, quantitative determination, and isolation of native forms via in-situ formation of non-covalent diastereomeric pair.
View Article and Find Full Text PDFJ Pharm Biomed Anal
December 2024
Key Laboratory of Natural Medicines of the Changbai Mountain, Ministry of Education, Department of Pharmaceutical Analysis, College of Pharmacy, Yanbian University, Department of Orthopaedics, Yanbian University Hospital, Yanji, Jilin Province 133002, China. Electronic address:
Human hair is a non-invasive biological sample that is easy to collect and store and can reflect long-term body health. However, the correlation between DL-amino acids and metabolic diseases in hair samples has not been studied. Therefore, we propose a novel UHPLC-HRMS method for analyzing seven free chiral amino acids (DL-Thr, DL-Glu, DL-Ala, DL-Val, DL-Pro, DL-Leu, and DL-Phe) simultaneously in hair samples by derivatization of chiral probe 4-(N,N-dmethylaminosulfonyl)-2,1,3-benzoxadiazole-trans-2-methyl-L-proline (DBD-M-Pro) labeled with targeted amino functional groups.
View Article and Find Full Text PDFJ Chromatogr B Analyt Technol Biomed Life Sci
August 2024
Nacalai Tesque, Inc., Ishibashi Kaide-cho, Muko-shi, Kyoto 617-0004, Japan. Electronic address:
Amino acids with various functions are abundant in living organisms and foods. Recent advances in analytical technology show that trace amounts of D-amino acids exist in living organisms and foods. In addition, studies show that these amino acids are involved in various physiological functions that differ from those of L-amino acids.
View Article and Find Full Text PDFJ Vet Med Sci
August 2024
Analytical Science Research Laboratories, Kao Corporation, Wakayama, Japan.
Chronic kidney disease (CKD) is highly prevalent in domestic cats. This study aimed to compare urinary D-amino acid levels between control and CKD-afflicted cats as a novel noninvasive method for assessing CKD. Cats were divided into control and CKD stage II groups in accordance with the International Renal Interest Society guidelines.
View Article and Find Full Text PDFChem Pharm Bull (Tokyo)
November 2023
Research and Development Department, Purification Section, Nacalai Tesque, Inc.
D-Amino acids, which are present in small amounts in living organisms, are responsible for a variety of physiological functions. Some bioactive/biomolecular peptides also contain D-amino acids in their sequences; such peptides express different functions than peptides composed only of L-form amino acids. Among the 20 amino acids that make up proteins, threonine (Thr) and isoleucine (Ile) have two chiral carbons and thus have two enantiomers and diastereomers.
View Article and Find Full Text PDFEnter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!