Synthèse et purification d'isomères conjugués des acides linoléique et ?-linolénique
RnA was prepared by the following procedure. ?-Linolenic acid (LnA; 18:3 9-cis, 12-cis, 15-cis) was concentrated at 84,3 % from saponified linseed oil (LnA = 55,3 %). Urea complexation allowed separation of saturated fatty acids (16:0 et 18:0) and monoenes (18:1 cis-9, et 18:1 cis-11) in the adduct fraction (AF) from LnA and linoleic acid (LA) in the non adduct fraction (NAF). Alkali isomerization (1700C, 2h) of the concentrated LnA yield RnA at 24,6 % of purity. Molecular structures of CLnA were determined by gas chromatography coupled with a mass spectrometer detector (GG-MS). Purification of isomerised products was carried out by preparative chromatography using a reverse phase column (RP-18) and lead to production on a gram scale of RnA at 46,65 % purity. An isomer of LnA (18:3 cis-9, trans-13, cis-15), produced during alkali isomerization in a 1:1 ratio with RnA, limited purity of RnA of the resulting product at 50% for the purification method used. Both methods for preparation of RA and RnA and purification step of the latter will permit in vivo physiological studies of RnA.
Advisor:Angers, Paul; Garro Galvez, Juan Miguel
School Location:Canada - Quebec / Québec
Source Type:Master's Thesis
Date of Publication:03/01/2005