The mass spectrometry of large molecules I. The triglycerides of straight chain fatty acids.

Barber, M.; Merren, T.O.; Kelly, William T.

doi:10.1016/s0040-4039(00)90430-1

Cited by 87 publications

(42 citation statements)

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“…These characteristic triacylglycerol fragmentation ions, as described by Barber et al . [31] and Christie [32], correspond unambiguously to 1,2‐dihexanoyl 3‐oleyl glycerol.…”

Section: Methodsmentioning

confidence: 99%

Expression in yeast and tobacco of plant cDNAs encoding acyl CoA:diacylglycerol acyltransferase

Bouvier-Navé

Benveniste

Oelkers

et al. 2000

European Journal of Biochemistry

230

171

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During the course of a search for cDNAs encoding plant sterol acyltransferases, an expressed sequence tag clone presenting substantial identity with yeast and animal acyl CoA:cholesterol acyltransferases was used to screen cDNA libraries from Arabidopsis and tobacco. This resulted in the isolation of two full-length cDNAs encoding proteins of 520 and 532 amino acids, respectively. Attempts to complement the yeast double-mutant are1 are2 defective in acyl CoA:cholesterol acyltransferase were unsuccessful, showing that neither gene encodes acyl CoA:cholesterol acyltransferase. Their deduced amino acid sequences were then shown to have 40 and 38% identity, respectively, with a murine acyl CoA:diacylglycerol acyltransferase and their expression in are1 are2 or wild-type yeast resulted in a strong increase in the incorporation of oleyl CoA into triacylglycerols. Incorporation was 2±3 times higher in microsomes from yeast transformed with these plant cDNAs than in yeast transformed with the void vector, clearly showing that these cDNAs encode acyl CoA:diacylglycerol acyltransferases. Moreover, during the preparation of microsomes from the Arabidopsis DGAT-transformed yeast, a floating layer was observed on top of the 100 000 g supernatant. This fraction was enriched in triacylglycerols and exhibited strong acyl CoA:diacylglycerol acyltransferase activity, whereas almost no activity was detected in the corresponding clear fraction from the control yeast. Thanks to the use of this active fraction and dihexanoylglycerol as a substrate, the de novo synthesis of 1,2-dihexanoyl 3-oleyl glycerol by AtDGAT could be demonstrated. Transformation of tobacco with AtDGAT was also performed. Analysis of 19 primary transformants allowed detection, in several individuals, of a marked increase (up to seven times) of triacylglycerol content which correlated with the AtDGAT mRNA expression. Furthermore, light-microscopy observations of leaf epidermis cells, stained with a lipid-specific dye, showed the presence of lipid droplets in the cells of triacylglycerol-overproducer plants, thus illustrating the potential application of acyl CoA:diacylglycerol acyltransferase-transformed plants.

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“…These characteristic triacylglycerol fragmentation ions, as described by Barber et al . [31] and Christie [32], correspond unambiguously to 1,2‐dihexanoyl 3‐oleyl glycerol.…”

Section: Methodsmentioning

confidence: 99%

Expression in yeast and tobacco of plant cDNAs encoding acyl CoA:diacylglycerol acyltransferase

Bouvier-Navé

Benveniste

Oelkers

et al. 2000

European Journal of Biochemistry

230

171

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“…EI mass spectra of triacylglycerols typically exhibit several fragment ions useful for structure elucidation, such as [3][4][5]. Further separation within each ACN group of triacylglycerols according to differences in unsaturation can be achieved on medium-polar stationary phases.…”

Section: Gas Chromatographymass Spectrometry (Gc-ms)mentioning

confidence: 99%

“…The first studies of triacylglycerols by mass spectrometry were carried out by direct introduction of a sample with a probe into the ion source of a mass spectrometer without chromatographic separation [3,4,43]. Nowadays direct sample introduction techniques provide time-saving tools for fast analysis of small sample amounts.…”

Section: Direct Sample Introduction Into the Mass Spectrometermentioning

confidence: 99%

Mass spectrometry of triacylglycerols

Laakso

2002

Eur. J. Lipid Sci. Technol.

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“…The acyl group derived from decanoic acid occurs at m/e 155; at m/e 297 the intact eight-plus ten-carbon acyl fragment occurs; and at 267 the acyl group originating from stearic acid is found. In mass spectra of triglycerides (Barber et al, 1964) fragments are observed which have mass numbers 74 and 128 units higher than each acyl group which is split directly from the glycerol. The peaks at m/e 341 and 395 correspond to the fragments 74 and 128 mass numbers higher than the acyl group derived from stearic acid.…”

Section: B I O C H E M I S T R Ymentioning

confidence: 99%

Structure of an Optically Active Allene-containing Tetraester Triglyceride Isolated from the Seed Oil of Sapium sebiferum^*

Sprecher¹,

Maier²,

Barber³

et al. 1965

Biochemistry

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The optically active lipid isolated from the seed oil of the Chinese tallow tree, Sapium sebiferum, previously considered to be a triglyceride containing 2,4-decadienoic acid esterified on one of the primary hydroxyls of glycerol, is shown to be tetraester triglycerides (I). Mass spectral analysis showed that in the completely hydrogenated I stearic acid is esterified to one primary and the secondary hydroxyl group of glycerol. The other primary hydroxyl of glycerol is esterified to 8-hydroxyoctanoic acid, and its w-hydroxyl group, in turn, is esterified to decanoic acid. In I the predominant common fatty acids are linoleic and linolenic acids. The eight-carbon hydroxy acid is 8-hydroxy-5,6-octadienoic acid (11). Three derivatives of compound I1 were prepared and were found to be optically active at 580 mp and showed increased rota-

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The mass spectrometry of large molecules I. The triglycerides of straight chain fatty acids.

Cited by 87 publications

References 1 publication

Expression in yeast and tobacco of plant cDNAs encoding acyl CoA:diacylglycerol acyltransferase

Expression in yeast and tobacco of plant cDNAs encoding acyl CoA:diacylglycerol acyltransferase

Mass spectrometry of triacylglycerols

Structure of an Optically Active Allene-containing Tetraester Triglyceride Isolated from the Seed Oil of Sapium sebiferum^*

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The mass spectrometry of large molecules I. The triglycerides of straight chain fatty acids.

Cited by 87 publications

References 1 publication

Expression in yeast and tobacco of plant cDNAs encoding acyl CoA:diacylglycerol acyltransferase

Expression in yeast and tobacco of plant cDNAs encoding acyl CoA:diacylglycerol acyltransferase

Mass spectrometry of triacylglycerols

Structure of an Optically Active Allene-containing Tetraester Triglyceride Isolated from the Seed Oil of Sapium sebiferum*

Contact Info

Product

Resources

About

Structure of an Optically Active Allene-containing Tetraester Triglyceride Isolated from the Seed Oil of Sapium sebiferum^*