Bestimmung aromatischer Fettsäuren in hydrierten cyclischen Fettsäuren

Eckert, Werner

doi:10.1002/lipi.19680700502

Cited by 3 publications

(2 citation statements)

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“…In addition, they are formed during the thermal oxidation in the laboratory of pure triglycerides containing oleic (12) and linoleic (13) acids. Furthermore cyclic monomers have been isolated as byproducts from the hydrogenation of fats and oils (14,15). The field of cyclic compounds in fats and oils has recently been reviewed comprehensively by Artman (I 6).…”

Section: Introductionmentioning

confidence: 99%

Purification of cyclic fatty acid esters: a GC‐MS study

Perkins

Iwaoka

1973

J Americ Oil Chem Soc

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Gas chromatographic analysis of cyclic monomeric concentrates and fractions from argentation chromatography on packed columns containing SE-30, OV-25 and Apiezon L stationary phases yielded incompletely separated peaks representing the various isomers present in the mixture. Somewhat better separation was achieved using a 6 flx I/8 in. column packed with 15% EGS on Chromosorb W. This column, when coupled to a mass spectrometer, yielded information concerning the composition of each of the isomeric components. Comparable results were obtained using a 50 ftx 0.02 in. S.C.O.T. column with DEGS stationary phase and a 150 ft x 0.01 in. capillary column coated with Apiezon L. While argentation thin layer chromatography proved useful, an argentation column method using silicic acid coated with 10% AgNO 3 proved more efficient for larger scale preparations. Elution of the column with 2% diethyl ether in petroleum ether yielded material essentially free of conjugated linolenate. A comparison of the behavior upon argentation thin layer chromatography of conjugated methyl linolenate, methyl linoleate and cyclic monomer esters

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Section: Introductionmentioning

confidence: 99%

Purification of cyclic fatty acid esters: a GC‐MS study

Perkins

Iwaoka

1973

J Americ Oil Chem Soc

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“…Different fatty acids with the aromatic moiety in the chain (terminal carbons in the ortho-position: 1, 2, 3, 4, 5, 6, 8) have been identified as artefacts of the industrial hydrogenation (with a palladium or nickel catalyst) of unsaturated cyclic acids derived from the alkali treatment of linseed oil at temperatures above 200°C [24,25,39,40]. Although these conditions were different to those occurring in the rumen of cows we could not fully rule out this opportunity, since the mass spectra of the methyl esters of some aromatic fatty acid artefacts published by Zeman et al were quite similar to the spectra recorded in our samples (they featured M ?…”

Section: Resultsmentioning

confidence: 99%

Identification of Aromatic Fatty Acids in Butter Fat

Schröder

Abdurahman

Ruoff

et al. 2014

J Americ Oil Chem Soc

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Bovine milk fat contains a large variety of structurally different fatty acids. In this study, we describe the presence of aromatic fatty acids in a butter fat sample. Fatty acids were released from butter fat and converted into the corresponding methyl esters (FAME). Urea complexation was used to separate the main saturated fatty acids. GC/MS screening of the FAME in the filtrate of the urea complexation indicated the presence of aromatic fatty acids. By (1) conversion of two representatives into picolinyl esters which were analyzed by GC/MS, (2) linear log t R over carbon number plots (R 2 = 0.95) and by the use of two reference standards we were able to show that the phenyl unit was located on the terminal carbon of the straight acyl chain of the FAME. In a fraction gathered by countercurrent chromatography we were able to identify 3-phenylpropionic acid (Ph-3:0), 4-phenylbutyric acid (Ph-4:0), 5-phenylpentanoic acid (Ph-5:0), 6-phenylhexanoic acid (Ph-6:0), 7-phenylheptanoic acid (Ph-7:0), 8-phenyloctanoic acid (Ph-8:0), 9-phenylnonanoic acid (Ph-9:0), 10-phenyldecanoic acid (Ph-10:0), 11-phenylundecanoic acid (Ph-11:0), 12-phenyldodecanoic acid (Ph-12:0), 13-phenyltridecanoic acid (Ph-13:0), along with one unsaturated phenyldecenoic acid (Ph-10:1) isomer. Preliminary results indicate that the aromatic fatty acids may have been formed exogenously in the rumen of the cows. The total amount of the aromatic fatty acids was estimated at 0.15 mg/g butter fat, which corresponds with an average daily intake of *5 mg per day in Germany and *4.4 mg per day in Europe.

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Gemeinschaftsarbeiten der DGF, 72. Mitteilung Die Hydrierung von Fetten III

1977

Fette, Seifen, Anstrichm.

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Bestimmung aromatischer Fettsäuren in hydrierten cyclischen Fettsäuren

Abstract: Eine Bestimmung geringer Mengen aromatischer Fettsauren neben hydrierten cyclischen Fettsauren in einem Harnstoff-Nichtaddukt aus hydrierten Fettsauren la5t sich gas-chromatoyraphisch nicht durchfuhren. Auch eine direkte Bestimmung mittels UV-Spektroskopie ist ungenau, da die starke Endab-

Cited by 3 publications

References 1 publication

Purification of cyclic fatty acid esters: a GC‐MS study

Purification of cyclic fatty acid esters: a GC‐MS study

Identification of Aromatic Fatty Acids in Butter Fat

Gemeinschaftsarbeiten der DGF, 72. Mitteilung Die Hydrierung von Fetten III

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