Stereoselective separation of 4-hydroxyproline by electrokinetic chromatography
Authors
Bernardo Bermejo, Samuel; Adámez Rodríguez, Sandra; Sánchez López, Elena; Castro Puyana, María; Marina Alegre, María LuisaIdentifiers
Permanent link (URI): http://hdl.handle.net/10017/60305DOI: 10.1016/j.microc.2022.108279
ISSN: 0026-265X
Date
2023Affiliation
Universidad de Alcalá. Departamento de Química Analítica, Química Física e Ingeniería QuímicaBibliographic citation
Microchemical Journal, 2023, v. 185, n. 108279, p. 1-6
Keywords
Electrokinetic Chromatography
Chiral separation
Cyclodextrin
Amino acids
Hydroxyproline
Nutricosmetic supplements
Document type
info:eu-repo/semantics/article
Version
info:eu-repo/semantics/publishedVersion
Rights
© The Authors
Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0)
Access rights
info:eu-repo/semantics/openAccess
Abstract
A chiral methodology was developed in this work enabling for the first time the separation of the four stereoisomers of the amino acid 4-hydroxyproline (4-Hyp) in the format of capillary electrophoresis (CE). After a screening of different neutral cyclodextrins (CDs) in the electrokinetic chromatography (EKC) mode, methyl-?-CD was selected as chiral selector to stereoselectively separate 4-Hyp (previously derivatized with 9-fluorenylmethyloxycarbonyl chloride (FMOC-Cl)) in a 75 mM phosphate buffer at pH 7.0. The effect of the concentration of the CD, the separation voltage, and the temperature on the chiral separation was investigated. A concentration of 10 mM for methyl-?-CD, a voltage of 30 kV, and a temperature of 15 ºC allowed the separation of the four stereoisomers of 4-Hyp in less than 21 min with resolutions between consecutive peaks of 1.5, 2.7, and 3.6. The injection of individual standard solutions of each stereoisomer enabled peak identification and the methodology was able to detect up to 0.1 % of each stereoisomer. Analytical characteristics of the developed methodology were adequate to be applied to the analysis of nutricosmetic supplements. A good agreement was observed between the content determined for trans-4-L-Hyp and that indicated in the label for the product. No enantiomeric impurities were detected what shows the great potential of this method in the quality control of these products
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