Positional distribution of FA in TAG of enzymatically modified borage and evening primrose oils.

Stereospecific analysis was carried out to establish positional distribution of FA in the TAG of DHA, EPA, and (EPA + DHA)-enriched oils. In this study, TAG of enzymatically modified oils were purified using a silicic acid column. The TAG were then subjected to positional distribution analysis using a modified procedure involving reductive cleavage with Grignard reagent. The results showed that in DHA-enriched borage oil (BO), DHA was randomly distributed over the three positions of TAG, whereas gamma-linolenic acid (GLA) was mainly esterified at the sn-2 and -3 positions. In DHA-enriched evening primrose oil (EPO), however, DHA and GLA were concentrated in the sn-2 position. In EPA-enriched BO, EPA was randomly distributed over the three positions of TAG, similar to that observed for DHA. In EPA-enriched EPO, however, this FA was mainly located at the primary positions (sn-1 and sn-3) of TAG. In both oils, GLA was preferentially esterified at the sn-2 position. In (EPA + DHA)-enriched BO, EPA and DHA were mainly esterified at the sn-1 and -3 positions of TAG, whereas GLA was mainly located at the sn-2 position. In (EPA + DHA)-enriched EPO, GLA was mainly located at the sn-2 and -3 positions; EPA was preferentially esterified at the sn-1 and -3 positions, and DHA was found mainly at the sn-3 position.