Enantioseparation of amino acids by micellar capillary electrophoresis using binary chiral selectors and determination of <scp>D</scp>-glutamic acid and <scp>D</scp>-aspartic acid in rice wine

Miao, Yanni; Liu, Qi; Wang, Wei; Liu, Li; Wang, Li

doi:10.1080/10826076.2017.1364263

Cited by 10 publications

(3 citation statements)

References 38 publications

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“…CDs were used as CS in EKC together with non-chiral pseudophases, i.e., micelles [53] and liposomes [54]. The additional pseudophase (non-chiral) could enhance enantioselectivity of CDs and allow additional retention of the analytes.…”

Section: Macromoleculesmentioning

confidence: 99%

“…The additional pseudophase (non-chiral) could enhance enantioselectivity of CDs and allow additional retention of the analytes. β-CD was evaluated as a CS together with hydroxypropyl-β-CD for the separation of six pairs of d,l -amino acids in micellar EKC (MEKC) with sodium dodecyl sulphate (SDS) [53]. Baseline separation was not achieved with β-CD alone but was improved with hydroxypropyl-β-CD.…”

Section: Macromoleculesmentioning

confidence: 99%

“…[80]. Finally, the dual CS β-CD and hydroxypropyl-β-CD was used in the analysis of D-glutamate and D-aspartate in rice wine [53]. These d -amino acids may serve as biomarkers of rice wine quality.…”

Section: Applications To Real Samplesmentioning

confidence: 99%

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Chiral Selectors in Capillary Electrophoresis: Trends during 2017–2018

Quirino

2019

Molecules

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Chiral separation is an important process in the chemical and pharmaceutical industries. From the analytical chemistry perspective, chiral separation is required for assessing the fit-for-purpose and the safety of chemical products. Capillary electrophoresis, in the electrokinetic chromatography mode is an established analytical technique for chiral separations. A water-soluble chiral selector is typically used. This review therefore examines the use of various chiral selectors in electrokinetic chromatography during 2017–2018. The chiral selectors were both low and high (macromolecules) molecular mass molecules as well as molecular aggregates (supramolecules). There were 58 papers found by search in Scopus, indicating continuous and active activity in this research area. The macromolecules were sugar-, amino acid-, and nucleic acid-based polymers. The supramolecules were bile salt micelles. The low molecular mass selectors were mainly ionic liquids and complexes with a central ion. A majority of the papers were on the use or preparation of sugar-based macromolecules, e.g., native or derivatised cyclodextrins. Studies to explain chiral recognition of macromolecular and supramolecular chiral selectors were mainly done by molecular modelling and nuclear magnetic resonance spectroscopy. Demonstrations were predominantly on drug analysis for the separation of racemates.

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Section: Macromoleculesmentioning

confidence: 99%

Section: Macromoleculesmentioning

confidence: 99%

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Chiral Selectors in Capillary Electrophoresis: Trends during 2017–2018

Quirino

2019

Molecules

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Amino Acids in Foods, Feeds, and Nutrition

Aristoy¹,

Toldrá²

2021

Kirk-Othmer Encyclopedia of Chemical Technology

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Amino acids are organic compounds which are essential for all living organisms because they play a double role in cells, either connected to each other as building blocks of proteins or free as intermediates in metabolism. This article summarizes the relationship between the structure of the different amino acids and their function and metabolism in living organisms. It deals with the importance of essential amino acids in human and animal nutrition, based on their availability, and their role as taste‐active compounds in food. The amino acid profile and digestibility are important determinants of the quality of dietary proteins. All methods available for the estimation of the nutritional value of food and feed and their amino acids bioavailability are based on the analysis of amino acids, especially the essential ones, or those that are indicators of the nutritional value (reactive lysine or methionine), or possible damages derived from food processing or preservation. Thus, the main methodologies for the analysis of total and free amino acids, which include extraction procedures, deproteinization, protein hydrolysis, derivatization, separation, and quantification of amino acids by means of liquid or gas chromatography or capillary electrophoresis, are discussed.

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Nuclear magnetic resonance to study the interactions acting in the enantiomeric separation of homocysteine by capillary electrophoresis with a dual system of γ‐cyclodextrin and the chiral ionic liquid EtCholNTf₂

et al. 2019

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The enantiomeric separation of 9‐fluorenylmethoxycarbonyl chloride (FMOC)‐homocysteine (Hcy) by CE was investigated using γ‐CD and the chiral ionic liquid (R)‐(1‐hydroxybutan‐2‐yl)(trimethyl)azanium‐bis(trifluoromethanesulfon)imidate (also called (R)‐N,N,N‐trimethyl‐2‐aminobutanol‐bis(trifluoromethane‐sulfon)imidate) (EtCholNTf2) as chiral selectors. Using 2 mM γ‐CD and 5 mM EtCholNTf2 in 50 mM borate buffer (pH 9), FMOC‐Hcy enantiomers were separated with a resolution value of 3.8. A reversal in the enantiomer migration order in comparison with the single use of γ‐CD in the separation buffer was obtained. Then, NMR experiments were carried out to elucidate the interactions taking place in the enantiomeric separation of FMOC‐Hcy. NMR analyses highlighted the formation of an inclusion complex since the hydrophobic group of FMOC‐Hcy was inserted into the γ‐CD cavity. Moreover, interactions between EtCholNTf2 and γ‐CD were also observed, suggesting that the chiral ionic liquid would also enter the cavity of the γ‐CD.

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Enantioseparation of amino acids by micellar capillary electrophoresis using binary chiral selectors and determination of D-glutamic acid and D-aspartic acid in rice wine

Cited by 10 publications

References 38 publications

Chiral Selectors in Capillary Electrophoresis: Trends during 2017–2018

Chiral Selectors in Capillary Electrophoresis: Trends during 2017–2018

Amino Acids in Foods, Feeds, and Nutrition

Nuclear magnetic resonance to study the interactions acting in the enantiomeric separation of homocysteine by capillary electrophoresis with a dual system of γ‐cyclodextrin and the chiral ionic liquid EtCholNTf₂

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Enantioseparation of amino acids by micellar capillary electrophoresis using binary chiral selectors and determination of D-glutamic acid and D-aspartic acid in rice wine

Cited by 10 publications

References 38 publications

Chiral Selectors in Capillary Electrophoresis: Trends during 2017–2018

Chiral Selectors in Capillary Electrophoresis: Trends during 2017–2018

Amino Acids in Foods, Feeds, and Nutrition

Nuclear magnetic resonance to study the interactions acting in the enantiomeric separation of homocysteine by capillary electrophoresis with a dual system of γ‐cyclodextrin and the chiral ionic liquid EtCholNTf2

Contact Info

Product

Resources

About

Nuclear magnetic resonance to study the interactions acting in the enantiomeric separation of homocysteine by capillary electrophoresis with a dual system of γ‐cyclodextrin and the chiral ionic liquid EtCholNTf₂