Liquid chromatography—mass spectrometry of hydroxy and non-hydroxy fatty acids as amide derivatives

Ikeda, Mitsunori; Kusaka, Takashi

doi:10.1016/0378-4347(92)80146-h

Cited by 25 publications

(15 citation statements)

References 5 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: 87%

“…Later, Kusaka and Ikeda (14) reported the APCI-mass spectra of hydroxy and hydroperoxy acids as Br-MB derivatives. The hydroxy-containing FA underwent dehydration, for a loss of 18 Da, to form a [M − H 2 O + H] + fragment (13,14). These spectra displayed abundant molecular ion, [M + H] + , but the fragment formed by dehydration was large, and was the base peak in some spectra.…”

Section: Oxygen Functional Group-containing Tagmentioning

confidence: 96%

“…Ikeda and Kusaka (13) first reported the APCI mass spectra of FA amides containing hydroxy groups. Later, Kusaka and Ikeda (14) reported the APCI-mass spectra of hydroxy and hydroperoxy acids as Br-MB derivatives.…”

Section: Oxygen Functional Group-containing Tagmentioning

confidence: 99%

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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: 87%

Section: Oxygen Functional Group-containing Tagmentioning

confidence: 96%

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Atmospheric pressure chemical ionization mass spectrometry for analysis of lipids

Byrdwell

2001

Lipids

245

134

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“…Atmospheric pressure chemical ionization (APCI) is a suitable method 36 for the ionization of middle or weakly polar low-molecular-weight molecules, and can be easily coupled to conventional highperformance liquid chromatography (HPLC), used at a flow rate of around 1 mL/min. [37][38][39][40][41][42][43][44][45][46][47][48] However, the number of articles concerning APCI have increased slowly, because most drugs developed recently contain polar groups which can be ionized without difficulty by the ESI technique. Japan This review focuses on biological and biomedical mass spectrometry, and covers a selection of publications in this area included in the MEDLINE database for the period 1987 -2001.…”

mentioning

confidence: 99%

“…Atmospheric pressure chemical ionization (APCI) is a suitable method 36 for the ionization of middle or weakly polar low-molecular-weight molecules, and can be easily coupled to conventional highperformance liquid chromatography (HPLC), used at a flow rate of around 1 mL/min. [37][38][39][40][41][42][43][44][45][46][47][48] However, the number of articles concerning APCI have increased slowly, because most drugs developed recently contain polar groups which can be ionized without difficulty by the ESI technique. not only be used to gently ionize high molecular weight biopolymers, such as protein, peptide, [4][5][51][52][53][54][55][56][57] and nucleic acid, but can also be used to ionize drugs and their metabolites, including highly polar entities, such as glucuronides, [58][59][60][61][62][63][64][65][66][67][68][69] sulfates, [70][71][72][73] and amino acid conjugates.…”

mentioning

confidence: 99%

Biomedical and Biological Mass Spectrometry

Mano

Goto

2003

ANAL. SCI.

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By the end of the 20th century, mass spectrometry (MS) had evolved drastically as a major analytical tool in biomedical and biological research. Recent mass spectrometers, designed for ease of handling, came into wide use in the 1990s. Soft ionization methods, which were made practical in the second half of the 1980s, allowed for the sensitive analysis of nonvolatile and thermolabile compounds by MS. Electrospray ionization (ESI) 1,2 and matrix-assisted laser desorption ionization (MALDI) 3 methods, made it possible to ionize large biomolecules and to transfer them to the gas phase, thereby becoming a valuable tool in both protein and peptide analysis [4][5][6] and in the study of drugs and their metabolites [7][8][9][10][11][12] in the human body. Many reviews of MS have recently been published, [13][14][15][16][17][18][19] and in particular, the number of reviews describing biochemical, biological, and biomedical MS have increased dramatically over the last ten years. Initially, there were many commentary reviews on new techniques, such as soft ionization methods and mass analyzers, 13-15 and more recently, review articles have focused on the biological and biomedical applications of MS. 18-21 Above all, two major fields, drug discovery and proteomics, have made marked advances based on MS.Articles in the MEDLINE database were searched, and the results are illustrated in Fig. 1 and Table 1. Over the last 15 years, a total of 79220 MS articles were placed in the database, with a 2.5-fold increase from 1987 to 1999. The number of articles using fast atom bombardment (FAB) as an ionization method remained almost constant during this period. This ionization method is a practical soft ionization procedure, which was applied to the analysis of peptides [22][23][24][25][26][27][28][29][30][31] and endogenous biological substances [32][33][34][35] in the 1980s. Atmospheric pressure chemical ionization (APCI) is a suitable method 36 for the ionization of middle or weakly polar low-molecular-weight molecules, and can be easily coupled to conventional highperformance liquid chromatography (HPLC), used at a flow rate of around 1 mL/min. [37][38][39][40][41][42][43][44][45][46][47][48] However, the number of articles concerning APCI have increased slowly, because most drugs developed recently contain polar groups which can be ionized without difficulty by the ESI technique. Japan This review focuses on biological and biomedical mass spectrometry, and covers a selection of publications in this area included in the MEDLINE database for the period 1987 -2001. Over the last 15 years, biological and biomedical mass spectrometry has progressed out of all recognition. The development of soft ionization methods, such as electrospray ionization and matrix-assisted laser desorption ionization, has mainly contributed to the remarkable progress, because they can easily produce gas-phase ions of large, polar, and thermally labile biomolecules, such as proteins, peptides, nucleic acids and others. The innovations of ionization meth...

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Ion trap mass spectrometry of trimethylsilylamides following gas chromatography

2000

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Fatty acid amides are a class of compounds with newly discovered biological activity. The ion trap mass spectrometric characteristics of silylated fatty acid amides were examined. Silylation of primary fatty acid amides is required prior to gas chromatography owing to thermal instability of the underivatized compound. The trimethylsilylated amides do not yield a molecular ion under normal electron ionization conditions (70 eV). With methane as a chemical ionization gas, the [M + H]+ ion appears. The [M + H]+ ion also appears when the helium buffer gas pressure is increased in the ion trap. There are three fragments other than the [M + H]+ peak that are predominant in the ion trap mass spectra of these compounds. Two of the fragments have been reported previously, namely the m/ z 59 and the [M − 71]+ fragments. The fragment of m/ z 72 was identified and is the result of a rearrangement. Isotopic labeling was used to confirm fragment identity and the composition of the rearrangement products. Fragmentation patterns were affected by the amide chain length and concentration. Copyright © 2000 John Wiley & Sons, Ltd.

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Liquid chromatography—mass spectrometry of hydroxy and non-hydroxy fatty acids as amide derivatives

Cited by 25 publications

References 5 publications

Atmospheric pressure chemical ionization mass spectrometry for analysis of lipids

Atmospheric pressure chemical ionization mass spectrometry for analysis of lipids

Biomedical and Biological Mass Spectrometry

Ion trap mass spectrometry of trimethylsilylamides following gas chromatography

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