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Tytuł:
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Stereoselective separation of dimethenamid by cyclodextrin electrokinetic chromatography using deep eutectic solvents.
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Autorzy:
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Ángeles García M; Universidad de Alcalá, Departamento de Química Analítica, Química Física e Ingeniería Química, Ctra. Madrid-Barcelona Km. 33.600, Alcalá de Henares (Madrid) 28871, Spain; Universidad de Alcalá, Instituto de Investigación Química Andrés M. del Río, Ctra. Madrid-Barcelona Km. 33.600, Alcalá de Henares (Madrid) 28871, Spain.
Jiménez-Jiménez S; Universidad de Alcalá, Departamento de Química Analítica, Química Física e Ingeniería Química, Ctra. Madrid-Barcelona Km. 33.600, Alcalá de Henares (Madrid) 28871, Spain.
Marina ML; Universidad de Alcalá, Departamento de Química Analítica, Química Física e Ingeniería Química, Ctra. Madrid-Barcelona Km. 33.600, Alcalá de Henares (Madrid) 28871, Spain; Universidad de Alcalá, Instituto de Investigación Química Andrés M. del Río, Ctra. Madrid-Barcelona Km. 33.600, Alcalá de Henares (Madrid) 28871, Spain. Electronic address: .
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Źródło:
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Journal of chromatography. A [J Chromatogr A] 2022 Jun 21; Vol. 1673, pp. 463114. Date of Electronic Publication: 2022 May 07.
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Typ publikacji:
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Journal Article
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Język:
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English
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Imprint Name(s):
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Original Publication: Amsterdam ; New York : Elsevier, 1993-
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MeSH Terms:
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Cyclodextrins*/chemistry
Ionic Liquids*
Acetanilides ; Chromatography ; Deep Eutectic Solvents ; Fructose ; Stereoisomerism
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Contributed Indexing:
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Keywords: Chiral separation; Cyclodextrin; Deep eutectic solvents; Electrokinetic chromatography; Ionic liquids
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Substance Nomenclature:
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0 (Acetanilides)
0 (Cyclodextrins)
0 (Deep Eutectic Solvents)
0 (Ionic Liquids)
30237-26-4 (Fructose)
8504Z6C4XZ (dimethenamid)
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Entry Date(s):
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Date Created: 20220514 Date Completed: 20220620 Latest Revision: 20220620
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Update Code:
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20240105
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DOI:
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10.1016/j.chroma.2022.463114
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PMID:
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35567816
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An Electrokinetic Chromatography (EKC) method was developed in this work enabling for the first time the separation of the four stereoisomers of the acetamide herbicide dimethenamid. A screening of different anionic cyclodextrins (CDs) revealed that the use of a single CD system did not allow the separation of the four dimethenamid stereoisomers while dual systems improved the chiral separation. The combination of 15 mM (2-carboxyethyl)-β-CD (CE-β-CD) with 10 mM methyl-γ-CD (M-γ-CD) originated the partial separation of dimethenamid stereoisomers. To obtain the baseline separation between all consecutive peaks, the effect of the addition of ionic liquids and deep eutectic solvents to the CDs dual system was investigated. While ionic liquids did not improve the chiral separation obtained with the CDs dual system, the addition of deep eutectic solvents showed generally beneficial effects on the separation in terms of resolution. The influence of the nature of the deep eutectic solvent was studied and the effects of the ready-made deep eutectic solvent and its components on the separation were compared. Choline chloride-D-fructose (ChCl-D-fructose) when added to the CDs dual system under optimized conditions (15 mM CE-β-CD, 10 mM M-γ-CD, 1.5 % ChCl-D-fructose (2:1) in a 100 mM borate buffer (pH 9.0), a separation voltage of 25 kV and a temperature of 20 ˚C) enabled separating the four stereoisomers of dimethenamid in 21 min with resolutions between consecutive peaks of 6.0, 2.1 and 1.5. The analytical characteristics of the developed method were evaluated and considered adequate to achieve the stereoselective analysis of dimethenamid-P in commercial agrochemical formulations. Results demonstrated the potential of the method to control the quality of these formulations and to determine the stereoisomeric purity of dimethenamid-P in these products.
Competing Interests: Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.
(Copyright © 2022. Published by Elsevier B.V.)
