Chiral electromigration methods in food analysis

Simó, Carolina; Barbas, Coral; Cifuentes, Alejandro

doi:10.1002/elps.200305442

Cited by 69 publications

(54 citation statements)

References 85 publications

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“…Although chiral separations by CE have been recently reviewed in food analysis [7], drugs [4,5], peptides [8], in nonaqueous media [9,10], etc., few articles have reviewed the chiral separation of pollutants [11][12][13]. The most recent of these articles [13] reports the chiral resolution of some environmental pollutants, mainly pesticides, without compiling the published articles concerning this topic (in that paper, special emphasis was put on the influence of different parameters as type of chiral selector, pH of BGE, applied voltage, temperature, etc., on the chiral resolution).…”

Section: Introductionmentioning

confidence: 99%

Chiral analysis of pollutants and their metabolites by capillary electromigration methods

et al. 2005

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Chiral analysis of pollutants and their metabolites by capillary electromigration methodsChiral separation of enantiomers is one of the most challenging tasks for any analytical technique including CE. Since the first report in 1985 showing the great possibilities of CE for the separation of chiral compounds, the amount of publications concerning this topic has quickly increased. Although chiral electromigration methods have mainly been used for enantioseparation of drugs and pharmaceuticals, they have also been applied to analyze chiral pollutants. This article intends to provide an updated overview, including works published till January 2005, on the principal applications of CE to the chiral analysis of pollutants and their metabolites, with especial emphasis on articles published in the last 10 years. The main advantages and drawbacks regarding the use of CE for chiral separation of pollutants are addressed including some discussion on the foreseen trends of electromigration procedures applied to chiral analysis of contaminants. IntroductionSeparation of chiral compounds is an interesting and challenging topic of research in many analytical chemistry areas, especially in the biomedical, pharmaceutical, and environmental fields where pure enantiomeric forms are widely required. It is already well-known that enantiomers, in spite of their very similar structure, when exposed to an identical biological environment can show very different biological activity. Furthermore, as a general rule, when the toxicological effect of an active substance is directly related to its desired biological activity, the most active isomer is usually the most toxic one Abbreviations: Allyl-TER, 1-allylterguride; ANDSA, 7-aminonaphthalene-1,3-disulfonic acid; ANSA, 5-aminonaphthalene-1-sulfonic acid; ANTS, 8-aminonaphthalene-1,3,6-trisulfonic acid; CA, chrysanthemic acid; CM-ª-CD, carboxymethylated-g-CD; CMBA, 2-(4-chlorophenyl)-3-methylbutanoic acid; 2,2-CPPA, 2-(2-chlorophenoxy)-propionic acid; 2,3-CPPA, 2-(3-chlorophenoxy)-propionic acid; 2,4-CPPA, 2-(4-chlorophenoxy)-propionic acid; â-CD-NH 2 , 6-monodeoxy-6-monoamino-b-CD; â-CD- (NH 3 )

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Section: Introductionmentioning

confidence: 99%

Chiral analysis of pollutants and their metabolites by capillary electromigration methods

et al. 2005

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“…It is well known that amino acids in nature occur in L-forms. However, D-forms in foods may occur during food processing (high temperatures or pHs) or fermentation processes [3]. Thus, the presence of D-amino acids has been found in wines [4][5][6][7].…”

Section: Introductionmentioning

confidence: 99%

Development of an in‐capillary derivatization method by CE for the determination of chiral amino acids in dietary supplements and wines

et al. 2009

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A fast in-capillary derivatization method by CE with 6-aminoquinolyl-N-hydroxysuccinimidyl carbamate was developed for the first time for the determination of amino acid enantiomers (arginine, lysine, and ornithine) in dietary supplements and wines. Because of the initial current problems due to the formation of precipitates into the capillary during the derivatization reaction, a washing step with an organic solvent as DMSO between injections was necessary. Different approaches were also investigated to enhance the sensitivity of detection. A derivatization procedure, where plugs of ACN, derivatizing agent (10 mM 6-aminoquinolyl-N-hydroxysuccinimidyl carbamate), and sample in borate (1:1 v/v) were injected in tandem (2, 3, and 6 s, respectively, at 50 mbar), was selected because it enabled to obtain the most sensitive and reproducible results. Appropriate analytical characteristics (linearity, LOD and LOQ, precision, absence of matrix interferences, and accuracy) were obtained for this method. Finally, the optimized method was successfully applied to the determination of the enantiomers of arginine, lysine, and ornithine in food samples of different complexities (dietary supplements and wines).

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“…Although amino acids in nature occur in l-forms, several investigations have demonstrated high levels of d-amino acids in diverse foods as products formed during food processing or as a consequence of heat treatment (roasting, pasteurization, etc. ), the use of alkaline conditions or fermentation processes [3]. Fermentation can produce different degrees of racemization from free amino acids conversing l enantiomers in d forms through substrate-specific enzymes contained in microorganisms [3][4][5].…”

Section: Introductionmentioning

confidence: 99%

“…), the use of alkaline conditions or fermentation processes [3]. Fermentation can produce different degrees of racemization from free amino acids conversing l enantiomers in d forms through substrate-specific enzymes contained in microorganisms [3][4][5].…”

Section: Introductionmentioning

confidence: 99%

Enantiomeric separation of ornithine in complex mixtures of amino acids by EKC with off-line derivatization with 6-aminoquinolyl-N-hydroxysuccinimidyl carbamate

Martínez‐Girón

Domínguez‐Vega

García-Ruiz

et al. 2008

Journal of Chromatography B

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a b s t r a c tA new analytical methodology was developed by EKC enabling the fast enantiomeric separation of Ornithine in complex mixtures of amino acids. A previous derivatization step with 6-aminoquinolyl-Nhydroxysuccinimidyl carbamate (AQC) was achieved to enable the sensitive UV detection of amino acids as well as to make possible their interaction with the CDs employed as chiral selectors. A dual CD system containing an anionic and a neutral CD in phosphate buffer at acid pH showed a high resolving power allowing the enantiomeric separation of 18 protein amino acids and Orn. The method was applied to the analysis of fermented foods to investigate the extent of the presence of Orn enantiomers.

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Chiral electromigration methods in food analysis

Cited by 69 publications

References 85 publications

Chiral analysis of pollutants and their metabolites by capillary electromigration methods

Chiral analysis of pollutants and their metabolites by capillary electromigration methods

Development of an in‐capillary derivatization method by CE for the determination of chiral amino acids in dietary supplements and wines

Enantiomeric separation of ornithine in complex mixtures of amino acids by EKC with off-line derivatization with 6-aminoquinolyl-N-hydroxysuccinimidyl carbamate

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