Mass spectrometry, a powerful tool for lipid research

53) Lemieux, R. U.; Bock, K.; Delbaere, L. T. J.; Koto, S.; Rao, V. S. (54) Maggio, B.; Cumar F. A,; Caputto, R.Abstract: Major diagnostic peaks in desorption chemical ionization (D/CI) and fast atom bombardment (FAB) mass spectra of various model synthetic phospholipids and related compounds are reported in conjunction with our ongoing research on marine phospholipids. Similarities and differences with some previous studies are presented. Commercially available or partially synthesized, saturated or unsaturated fatty acid containing phospholipids with different head groups such as choline, ethanolamine, mono-and dimethylethanolamine, serine, and glycerol were investigated. For identification purposes, 1,2-diacetylglycerol, 1,2-diacetyl-sn-glycero-3-phosphocholine, and 1 ,2-dipalmitoyl-sn-glycero-3-phosphocholine-d9 were also prepared and their mass spectral behavior studied. In terms of diagnostically useful fragmentations ammonia proved to be superior to methane as reagent gas for chemical ionization. The use of deuterated ammonia shed light on the nature of several fragmentations. In most cases, both chemical ionization and fast atom bombardment techniques exhibited molecular ions and/or related peaks. Desorption chemical ionization with ammonia provided more information about fatty acyl moieties, while fast atom bombardment gave diagnostic peaks about various head groups. These two techniques thus offer complementary information about the structures of intact phospholipids.Phospholipids, together with sterols, are among the main classes While electron-impact mass spectrometry has proved to be a very powerful technique in the structure elucidation of sterols, difficulties of lipids in the cell membranes of living organisms.

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“…"For abbreviations see ref 2. *See Figures 1, 2, and 4 and the text for the explanation of the ions. "Average intensities in parentheses.…”

Section: Methodsmentioning

confidence: 99%

Mass spectrometry of phospholipids. Some applications of desorption chemical ionization and fast atom bombardment

Ayanoğlu¹,

Wegmann²,

PILET³

et al. 1984

J. Am. Chem. Soc.

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“…Fatty acid methyl esters were obtained from Sigma Chemical Co. and used without further purification. The methyl esters of C20,4-A5,8,11,14 and c 2 0 5 -A5, 8,11,14,17 as well as C22,6-h4, 7,10,13,16,19 were used as examples of biologically occurring methyleneinterrupted systems. The two esters derived from insect pheromone alcohols, methyl dodecadienoate ( C12:2-transA-8,lO) and tetradecadienoate (C14:2-fransA-9,1 1) were used as examples of conjugated trans dienes.…”

Section: Methodsmentioning

confidence: 99%

Double bond location in fatty acids. A critical analysis of the feasibility of using specifically deuterated pyrrolidides for mass spectral analysis

Klein

Schmitz

1986

Biol. Mass Spectrom.

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The feasibility of using specifically deuterated polyunsaturated fatty acyl pyrrolidides for the mass spectrometric localization of double bonds is analysed in detail. Two separate isotopic effects are considered, which affect the analysis: first, the chemical isotope effect that occurs during deuteration with 2H2-diimine; and second, 2H/H isotope effects that take place within the mass spectrometer. An unusual four-carbon-unit elimination reaction has been identified in long-chain pyrrolidides (>Cm), and this may give rise to confusing sequence fragment ion data.We conclude that this method may give correct results for up to six double bonds under certain circumstances, but that the variables that need to be considered include spectrometer geometry and thus the type of instrument used.

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Quantitative analysis of disaturated lecithins in human plasma by ammonia chemical ionization mass spectrometry

Yergey¹,

Kody²,

Gershfeld³

1981

Biol. Mass Spectrom.

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Mass spectrometry, a powerful tool for lipid research

Cited by 10 publications

References 147 publications

Mass spectrometry of phospholipids. Some applications of desorption chemical ionization and fast atom bombardment

Mass spectrometry of phospholipids. Some applications of desorption chemical ionization and fast atom bombardment

Double bond location in fatty acids. A critical analysis of the feasibility of using specifically deuterated pyrrolidides for mass spectral analysis

Quantitative analysis of disaturated lecithins in human plasma by ammonia chemical ionization mass spectrometry

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