Confirmation by gas chromatography/mass spectrometry of two unusualrans‐3‐monoethylenic fatty acids from the nova scotian seaweedsPalmaria palmata andChondrus crispus

Lipids - Tập 29 Số 6 - Trang 441-444 - 1994
M. Lamberto1,2, R. G. Ackman1
1Canadian Institute of Fisheries Technology, Technical University of Nova Scotia, Box 1000, Halifax, Nova Scotia, B3J 2X4 Canada
2Department of Organic and Biological Chemistry, University of Messina, Messina, P.O. Box 46 Italy

Tóm tắt

Abstract

The structures of two unusual fatty acids, the knownrans‐3‐hexadecenoic acid and a noveltrans‐3‐tetradecenoic acid, both isolated from the Nova Scotian sea‐weedsPalmaria palmata andChondrus crispus, were positively identified. After the extraction of the total fatty acids by saponification, followed by methylation, the monoenoictrans fractions were isolated by thin‐layer chromatography on silica gel impregnated with silver nitrate. The monoenoictrans fractions were derivatized with 2‐amino‐2‐methyl‐propanol prior to analysis by gas chromatography/mass spectrometry. The mass spectra showed prominent [M+1]+ ions but lacked the 12 amu interval useful for identifying the double bond position. Hence, alternative diagnostic peaks were used to confirm the position of the double bond in these two fatty acids. As thetrans‐3‐hexadecenoic acid is found in the photosynthetic tissue of all plants, it may also be present in ruminant fats and, presumably, in human adipose tissue.

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