Separation of cis and trans isomers of unsaturated fatty acids by high-performance liquid chromatography in the silver ion mode

Christie, William W.; Breckenridge, Grace

doi:10.1016/s0021-9673(01)96461-1

Cited by 105 publications

(32 citation statements)

References 29 publications

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“…To confirm that this was so, phenacyl derivatives of fatty acids were pr epared so that accurate quantification with UV detection was possible [30]. Fo rt u i t o u s ly, it now has become apparent that such derivatives give especially favourable sep a rations.…”

Section: Silver Ion High-performance Liquid Chromatographymentioning

confidence: 99%

Some recent advances in the chromatographic analysis of lipids

Christie¹

1998

Analusis

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Procedures for structural analysis of fatty acids and high-performance liquid chromatographic (silver ion, adsorption, reversed-phase and chiral) analysis of lipids are in the forefront of developments. Supercritical-fluid chromatography is making a lesser impact.A ny selection of the most interesting and va l u abl e a dvances in the ch ro m at ographic analysis of lipids over the last few ye a rs must be a subjective one, conditioned by the ex p e rience of the author. With this caveat, I suggest that procedures for structural analysis of fatty acids must be high on any list, and those involving gas chromatography-mass spectrometry in particular. Similarly, m e t h o d o l ogy involving high-perfo rmance liquid ch ro m at ography (HPLC) has been developing apace, especially in the area of silver ion chromatography, lipid class analysis and molecular species analysis. The increasing use of evaporative light-scattering detection has greatly assisted with the last. With such instruments, the mobile phase coming from the end of the HPLC column is evaporated in a stream of air in a heated chamber; the solute does not evaporate, but is nebulized and carried as minute droplets through a light beam, which is reflected and refracted. The amount of scattered light is measured by a photomultiplier tube and bears a relationship to the concentration of material eluted from the column. In that they will respond to any lipid that does not evaporate before passing through the light beam, such There has also been a great deal of interest in the application of supercritical-fluid chromatography to the analysis of lipids. However, in my opinion, there is still little that can be done by this technique that is not better accomplished by GC or HPLC. A comprehensive r eview of this methodology has also appeared [2]. Structural analysis of fatty acidsThe potential of mass spectrometry for identification of fatty acids of natural origin has been evident for many years, but there were few reports of structural analyses on real samples as opposed to model compounds until re l at ive ly re c e n t ly. The problem has been largely solved by the use of specific amide or ester derivatives, which following ionization in the mass spectrometer stabilize the charge on a nitrogen atom remote from the structural features of interest. Radical-induced cleavage predominates in the aliphatic chain and distinctive fragmentations are achieved according to the position of double bonds, b ra n ch-points or ring stru c t u res. In p a rt i c u l a r, the use fi rst of py rro l i d e, and subsequently of picolinyl ester or 2-alkenyl-4,4-dimethyloxazoline (DMOX) derivatives, of fatty acids permits GC-MS to be employed for the separation and characterisation of these compounds from natural lipids. The technique has been aided by the ava i l ability of improved cap i l l a ry columns. Indeed, s u ch derivatives only began to be used widely when GC columns of fused silica became available, although initially it was only possible to use non-polar stationary ph...

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Section: Silver Ion High-performance Liquid Chromatographymentioning

confidence: 99%

Some recent advances in the chromatographic analysis of lipids

Christie¹

1998

Analusis

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“…The retention behavior of polyunsaturated FAs containing trans-DB is given by the number and positions of trans-DB in the fatty acyl chain. Retention times of FAs decrease with the increasing number of trans-DB (Toschi et al, 1993;Adlof, 1994;Adlof and Lamm, 1998;Christie and Breckenridge, 1989;Phillips et al, 1997). The retention order of 18:3 FA isomers as methyl (Adlof, 1994) and phenacyl esters (Juaneda et al, 1994) is the following (Fig.…”

Section: Fatty Acids and Their Derivativesmentioning

confidence: 97%

Theory and Practice of UHPLC and UHPLC–MS

Guillarme

Veuthey

2017

Handbook of Advanced Chromatography /Mass Spectrometry Techniques

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“…Several attempts were conducted to adapt Ag-TLC to highperformance liquid chromatography (HPLC), the main problem being to obtain a stable and reproducible stationary phase with a controlled silver ion content and a reasonable working life [20,44,49,50]. Some practical considerations about Ag-HPLC of lipids were reviewed by NikolovaDamyanova [44].…”

Section: Argentation High-performance Liquid Chromatography (Ag-hplc)mentioning

confidence: 99%

“…Christie and Brickenbridge [49] coated their own columns using silver nitrate solution and obtained cis/trans 18:1 fatty acid separation comparable to Ag-TLC. Toschi et al [20] reported similar results with ChromSpherlipids (Chrompack) commercial column.…”

Section: Argentation High-performance Liquid Chromatography (Ag-hplc)mentioning

confidence: 99%

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Analytical methods for determination of trans-C18 fatty acid isomers in milk fat. A review

2000

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Abstract. This review describes analytical methods developed for the separation, identification and quantitation of trans-isomers of unsaturated fatty acids. Although these methods are applicable to a wide variety of food matrices, we have particularly emphasised the analysis of trans unsaturated fatty acids in milk fat. Various methods are described such as infrared spectroscopy, direct gas chromatography, gas chromatography in combination with either thin-layer chromatography or liquid chromatography both impregnated with silver nitrate and gas chromatography coupled with mass spectrometry. The field of application, the advantages and the drawbacks of each method are evaluated and discussed.

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Separation of cis and trans isomers of unsaturated fatty acids by high-performance liquid chromatography in the silver ion mode

Cited by 105 publications

References 29 publications

Some recent advances in the chromatographic analysis of lipids

Some recent advances in the chromatographic analysis of lipids

Theory and Practice of UHPLC and UHPLC–MS

Analytical methods for determination of trans-C18 fatty acid isomers in milk fat. A review

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