Liquid Chromatography/Mass Spectrometry of Fatty Acids as Their Anilides

Kusaka, Takashi; Ikeda, Mitsunori; Nakano, Hiroyuki; Numajiri, Yōko

doi:10.1093/oxfordjournals.jbchem.a122497

Cited by 20 publications

(8 citation statements)

References 4 publications

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“…The SFC system was attached to a Sciex API III tandem mass spectrometer via a lab-built column restrictor/interface system. Their results showed the separation of a FA methyl ester (FAME: either pentacosanoic acid methanoate or stearic acid methanoate), a TAG ( (12,13). Spectra of other molecules containing a hydroxy group [prostaglandin F 2α isopropanoate and bis(α-epoxyacrylate)] similarly exhibited loss of water from the protonated molecular mass.…”

Section: Triacylglycerols (Tag)mentioning

confidence: 99%

Atmospheric pressure chemical ionization mass spectrometry for analysis of lipids

Byrdwell

2001

Lipids

245

134

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Atmospheric pressure chemical ionization (APCI) mass spectrometry (MS) has proven to be a very valuable technique for analysis of lipids from a variety of classes. This instrumental method readily produces useful ions with gentle fragmentation from large neutral molecules such as triacylglycerols and carotenoids, which are often difficult to analyze using other techniques. Molecules that are easily ionized, such as phospholipids, produce molecular ions and diagnostically useful fragment ions that are complementary to those produced by methods such as electrospray ionization MS with collision-induced dissociation. The simplicity and versatility of APCI-MS make it an ideal tool for use in solving hitherto very difficult analytical problems.

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Section: Triacylglycerols (Tag)mentioning

confidence: 99%

Atmospheric pressure chemical ionization mass spectrometry for analysis of lipids

Byrdwell

2001

Lipids

245

134

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“…Work over the last decade has proved that HPLC combined with atmospheric pressure chemical ionization (APCI) MS is an instrumental technique capable of accomplishing qualitative and quantitative analyses of complex mixtures of many classes of lipids. HPLC/APCI-MS is useful for qualitative and/or quantitative analysis of FA (1)(2)(3)(4), TAG (5)(6)(7)(8)(9)(10)(11), phospholipids (12)(13)(14)(15)(16), ceramides (17), carotenoids (18)(19)(20)(21)(22), steroids (23)(24)(25), and others. Reviews of the applications of APCI-MS for lipid analysis have been published in recent years (26)(27)(28)(29).…”

mentioning

confidence: 99%

“…An equation of the line that approximately describes the [AA] + /[AB] + ratio for any combination of TAG positional isomers can be constructed from these two end points. If one puts the line in Figure 1 This equation can be seen to be in the general form: [1] To get a line with a positive slope, the y values, ([AA] + /[AB] + ), can be arranged from lowest to highest, which means that the x values should be put in terms of % LLO to make x also go from low to high as ([AA] + /[AB] + ) goes from low to high. The This equation can be written in a general form as: [2] One can solve Equations 1 and 2 for the following relationships.…”

mentioning

confidence: 99%

The bottom‐up solution to the triacylglycerol lipidome using atmospheric pressure chemical ionization mass spectrometry

Byrdwell

2005

Lipids

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Presented here is an approach to representing the data from atmospheric pressure chemical ionization (APCI) mass spectrometry (MS) of triacylglycerols (TAG) using a set of one, two, or three Critical Ratios. These Critical Ratios may be used directly to provide structural information concerning the regioisomeric composition of the triacylglycerols (TAG), and about the degree of unsaturation in the TAG. An AAA-type, or Type I, TAG has only one Critical Ratio, the ratio of the protonated molecule, [M + H]+, to the DAG fragment ion, [AA]+. The Critical Ratio for a Type I TAG is [MH]+/Z[DAG]+, and the mass spectrum of a Type I TAG can be reproduced from only this one ratio. An ABA/AAB/BAA, or Type II, TAG has two Critical Ratios, the [MH]+/sigma[DAG]+ ratio and the [AA]+/[AB]+ ratio. The [AA]+/[AB]+ ratio for a single TAG or TAG mixture can be compared with the [AA]+/[AB]+ ratios of pure regioisomeric standards, and the percentage of each regioisomer can be estimated. The abundance of the protonated molecule and the abundances of the two [DAG]+ fragment ions can be calculated from the two Critical Ratios for a Type II TAG. To calculate the abundances, the Critical Ratios are processed through the Bottom-Up Solution to the TAG lipidome. First, Critical Limits are calculated from the Critical Ratios, and then the Critical Ratios are classified into Cases by comparison with the Critical Limits. Once the Case classification is known, the equation for the abundance of each ion in the mass spectrum is given by the Bottom-Up Solution. A Type III TAG has three different FA and three Critical Ratios. The [MH]+/Z[DAG]+ ratio is the first Critical Ratio, the [AC]+/([AB]+ + [BC]+) ratio is the second Critical Ratio, and the [BC]+/[AB]+ ratio is the third Critical Ratio. The second critical ratio for a Type III TAG can be compared with regioisomeric standards to provide an estimate of the percentage composition of the regioisomers. The three Critical Ratios for a Type III TAG can be processed through the Bottom-Up Solution to calculate the four ion abundances that make up the APCI-MS mass spectrum. The Critical Ratios constitute a reduced data set that provides more information in fewer values than the raw abundances.

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“…Atmospheric Pressure Chemical Ionization (APCI) is a robust and dependable interface for LC-MS. Kusaka et al used anilide derivatives of fatty acids for LC/APCI-MS of fatty acids [310]. Yamamoto et al reported the LC/APCI-MS analysis of FFAs [311] and Rezanka demonstrated that PUFAs could be successfully analyzed by LC/APCI-MS as methyl esters although this work was not combined with UV detection [312].…”

Section: Food Lipidsmentioning

confidence: 99%

Recent trends in the advanced analysis of bioactive fatty acids

Ruiz-Rodrı́guez

Reglero

Ibáñez

2010

Journal of Pharmaceutical and Biomedical Analysis

119

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The consumption of dietary fats have been long associated to chronic diseases such as obesity, diabetes, cancer, arthritis, asthma, and cardiovascular disease; although some controversy still exists in the role of dietary fats in human health, certain fats have demonstrated their positive effect in the modulation of abnormal fatty acid and eicosanoid metabolism, both of them associated to chronic diseases. Among the different fats, some fatty acids can be used as functional ingredients such as alpha-linolenic acid (ALA), arachidonic acid (AA), eicosapentaenoic acid (EPA), docosahexaenoic acid (DHA), gamma-linolenic acid (GLA), stearidonic acid (STA) and conjugated linoleic acid (CLA), among others. The present review is focused on recent developments in FAs analysis, covering sample preparation methods such as extraction, fractionation and derivatization as well as new advances in chromatographic methods such as GC and HPLC. Special attention is paid to trans fatty acids due its increasing interest for the food industry.

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Liquid Chromatography/Mass Spectrometry of Fatty Acids as Their Anilides

Cited by 20 publications

References 4 publications

Atmospheric pressure chemical ionization mass spectrometry for analysis of lipids

Atmospheric pressure chemical ionization mass spectrometry for analysis of lipids

The bottom‐up solution to the triacylglycerol lipidome using atmospheric pressure chemical ionization mass spectrometry

Recent trends in the advanced analysis of bioactive fatty acids

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