Abstract
Uncommoncis andtrans fatty acids can be desaturated and elongated to produce unusual C18 and C20 polyunsaturated fatty acids in animal tissues. In the present study we examined the formation of such metabolites derived fromcis andtrans isomers of oleic and linoleic acids of partially hydrogenated vegetable oil origin in rats. For two months, aduut male rats were fed a partially hydrogenated canola oil diet containing moderately high levels oftrans fatty acids (9.6 energy%) and an adequate level of linoleic acid (1.46 energy%). Analysis of the phospholipid (PL) fatty acids of liver, heart, serum and brain showed no new C18 polyunsaturated fatty acids, except for those uncommon 18∶2 isomers originating from the diet. However, minor levels (each <0.3% PL fatty acids) of six unusual C20 polyunsaturated fatty acids were detected in the tissues examined, except in brain PL. Identification of their structures indicated that the dietary 9c,13t−18∶2 isomer, which is the majortrans polyunsaturated fatty acid in partially hydrogenated vegetable oils, was desaturated and elongated to 5c,8c,11c,15t−20∶4, possibly by the same pathway that is operative for linoleic acid. Furthermore, dietary 12c−18∶1 was converted to 8c,14c−20∶2 and 5c,8c,14c−20∶3; dietary 9c,12t−18∶2 metabolized to 11c,14t−20∶2 and 5c,8c,11c14t−20∶4, and dietary 9t,12c to 11t,14c−20∶2. These results suggested that of all the possible isomers of oleic and linoleic acids in partially hydrogenated vegetable oils, 12c−18∶1, 9c,13t−18∶2, 9c,12t−18∶2 and 9t,12c−18∶2 are the preferred substrates for desaturation and elongation in rats. However, their conversions to C20 metabolites were not as efficient as that of oleic or linoleic acids.
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Abbreviations
- DMOX:
-
2-alkenyl-4,4-dimethyloxazoline
- ECL:
-
equivalent chain length
- en%:
-
energy%
- EFA:
-
essential fatty acids
- FAME:
-
fatty acid methyl esters
- GC:
-
gas chromatography
- HPLC:
-
high-pressure liquid chromatography
- GC/MS:
-
GC/mass spectrometry
- MI:
-
methylene interrupted
- NMI:
-
nonmethylene interrupted
- PL:
-
phospholipids
- PHCO:
-
partially hydrogenated canola oil
- PHSO:
-
partially hydrogenated soybean oil
- PHVO:
-
partially hydrogenated vegetable oil(s)
- TLC:
-
thin-layer chromatography
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Ratnayake, W.M.N., Chen, Z.Y., Pelletier, G. et al. Occurrence of 5c,8c,11c,15t-eicosatetraenoic acid and other unusual polyunsaturated fatty acids in rats fed partially hydrogenated calola oil. Lipids 29, 707–714 (1994). https://doi.org/10.1007/BF02538915
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DOI: https://doi.org/10.1007/BF02538915