O. Berdeaux et al., EFFECTS OF TRANS N-6 FATTY-ACIDS ON THE FATTY-ACID PROFILE OF TISSUESAND LIVER MICROSOMAL DESATURATION IN THE RAT, Grasas y aceites, 47(1-2), 1996, pp. 86-99
18:2 Delta 9c,12t and 18:2 Delta 9t,12c are present in our diet, as re
sult of heat treatment of vegetable oils. A nutritional study was carr
ied out in order to obtain more precise information on the conversion
of these two isomers into long chain polyunsaturated fatty acids (PUFA
) by rat tissues. This in vivo study performed using rat fed with smal
l quantities of mono trans linoleic acid isomers (0.6% of total energy
) showed that 18:2 Delta 9c,12t was converted into 20:4 Delta 5c,8c,11
c,14t while 18.2 Delta 9t,12c was only slightly converted into 20:4 De
lta 5c,8c,11t,14c. Furthermore 18:2 Delta 9t,12c was preferentially el
ongated into 20:2 Delta 11t,14c, Each C20 metabolite of these mono tra
ns 18:2 isomers was isolated as methyl ester by semi-preparative high-
performance liquid chromatography (HPLC) followed by silver nitrate th
in layer chromatography (AgNO3-TLC). The structure of the components w
as identified using partial hydrazine reduction, AgNO3-TLC of the resu
lting monoenes and gas-liquid chromatography coupled with mass spectro
metry (CC-MS) of the 4,4-dimethyloxazoline (DMOX) derivatives. Fourier
-transform-infrared spectroscopy (GC-FTIR) confirmed the trans geometr
y. Gas-liquid chromatography (GC) analyses showed that 18:2 Delta 9c,1
2t and 18:2 Delta 9t,12c were present in different tissue lipids (live
r, heart, testes, brain and adipose tissue), and without any modificat
ion in the amount of 20:4n-6. 20:4 Delta 5c,8c,11c,14t was incorporate
d in different rat tissues except in brain. Furthermore, its incorpora
tion followed that of its structural analogue, 20:3n-9 in liver phosph
olipid classes (phosphatidylethanolamine, phosphatidylinositol and pho
sphatidylcholine). Finally, an in vitro study carried out with rat liv
er microsomes showed that dietary trans 18:2 isomers could inhibit the
Delta 6-desaturation of 18:2n-6 to 18:3n-6 and the Delta 5-desaturati
on of 20:3n-6 to 20:4n-6.