Separation of cis and trans double-bond isomers using capillary zone electrophoresis

Chadwick, Richard R.; Hsieh, J. C.

doi:10.1021/ac00020a032

Cited by 28 publications

(6 citation statements)

References 37 publications

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“…The nicotine related impurities cis-nicotine-1-oxide and trans-nicotine-1-oxide are conformational isomers. Isomer separation is an important analytical challenge, and was first reported for CE by Chadwick and Hsieh [20]. Conformational isomers carry the same charge but their electrophoretic mobilities differ due to their different hydrodynamic radii, allowing electrophoretic separation.…”

Section: Free-solution Cementioning

confidence: 99%

Orthogonal separations of nicotine and nicotine‐related alkaloids by various capillary electrophoretic modes

2004

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The migration behaviour of nicotine and related tobacco alkaloids was investigated using three different capillary electrophoretic (CE) modes. Novel separations were achieved both using microemulsion electrokinetic chromatography (MEEKC) and nonaqueous CE (NACE). Improved resolution compared to previous studies was obtained using free-solution CE (FSCE). Each technique resulted in different, orthogonal separation selectivity. The suitability of each method for application to the analysis of nicotine lozenges is discussed. The FSCE method was applied to the analysis of nicotine lozenges due to its compatibility with an established lozenge extraction solvent. The method used gave good injection precision and linearity. Good agreement of CE and high-performance liquid chromatography (HPLC) results was obtained. The CE method is therefore considered suitable for the quantitative determination of nicotine in nicotine lozenges.

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Section: Free-solution Cementioning

confidence: 99%

Orthogonal separations of nicotine and nicotine‐related alkaloids by various capillary electrophoretic modes

2004

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“…However, there are many examples of the separation of isomeric compounds with very similar shapes and identical charges, suggesting that the shape of the molecule also has an influence. Cis and trans isomers, such as fumaric and maleic acids, the retinoic acids, and pentenylpyridines, have been resolved. In addition, resolution has also been obtained for a number of positional aromatic isomers by Brumley and Brownrigg, including the hydroxy-, chloro-, and nitrobenzoic acids.…”

mentioning

confidence: 99%

Modeling and Prediction of Electrophoretic Mobilities in Capillary Electrophoresis: Separation of Alkylpyridines

McKillop¹,

Smith²,

Rowe³

et al. 1998

Anal. Chem.

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“…However, to our knowledge, there are no reports on the separation of long-chain trans-fatty acids by capillary electrophoresis so far. In 1991, Chadwick and Hsieh [20] demonstrated the separation of the retinoid isomers, alltrans-retinoic acid and 13-cis-retinoic acid using capillary electrophoresis in borate/acetonitrile buffers.…”

Section: Introductionmentioning

confidence: 99%

Method development for the analysis of trans‐fatty acids in hydrogenated oils by capillary electrophoresis

et al. 2003

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A novel capillary electrophoresis methodology using UV indirect detection (224 nm) for the analysis of trans-fatty acids in hydrogenated oils was proposed. The electrolyte consisted of a pH 7 phosphate buffer at 15 mmol x L(-1) concentration containing 4 mmol.L(-1) sodium dodecylbenzenesulfonate, 10 mmol x L(-1) polyoxyethylene 23 lauryl ether (Brij 35), 2% 1-octanol and 45% acetonitrile. Under the optimized conditions, ten fatty acids, C12:0, C13:0 (internal standard), C14:0, C16:0, C18:0, C18:1c, C18:1t, C18:2cc, C18:2tt and C18:3ccc were baseline-separated in less than 12 min. The proposed methodology was applied to monitor the formation of trans-fatty acids during hydrogenation of Brazilnut oil. A crude oil sample (42.1% linoleic acid, 37.3% oleic acid, 13.4% palmitic acid, and 7.0% stearic acid) was mixed with 0.25% of a nickel-based catalyst and submitted to two independent hydrogenation conditions: 175 degrees C, 3 atm, 545 rpm for 60 min (GH(1) sample), and 150 degrees C, 1 atm, 545 rpm for 30 min (GH(2) sample). For the most severe hydrogenation condition (higher temperature and pressure, under longer reactional period), a more complete conversion of linoleic and oleic acids into stearic acid occurred with concomitant formation of the trans-species, elaidic acid (C18:1t). For the milder hydrogenation procedure that generated sample GH(2), larger amounts of linoleic and oleic acids remained, in addition to the transformations already observed in the GH(1) sample.

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Separation of cis and trans double-bond isomers using capillary zone electrophoresis

Abstract: We gratefully acknowledge financial support from the Science and Engineering Research Council (U.K.) and the ICI Materials Research Centre.

Cited by 28 publications

References 37 publications

Orthogonal separations of nicotine and nicotine‐related alkaloids by various capillary electrophoretic modes

Orthogonal separations of nicotine and nicotine‐related alkaloids by various capillary electrophoretic modes

Modeling and Prediction of Electrophoretic Mobilities in Capillary Electrophoresis: Separation of Alkylpyridines

Method development for the analysis of trans‐fatty acids in hydrogenated oils by capillary electrophoresis

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