Fractionation and enrichment of CLA isomers by selective esterification with Candida rugosa lipase |
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Authors: | Toshihiro Nagao Yuji Shimada Yoshie Yamauchi-Sato Takaya Yamamoto Masaaki Kasai Kentaro Tsutsumi Akio Sugihara Yoshio Tominaga |
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Affiliation: | (1) Osaka Municipal Technical Research Institute, 1-6-50 Morinomiya, Joto-ku, 536-8553 Osaka, Japan;(2) Rinoru Oil Mills Co. Ltd., 103-0027 Tokyo, Japan |
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Abstract: | A commercial product of CLA contains almost equal amounts of cis-9,trans-11 (c9,t11)-CLA and trans-10,cis-12 (t10,c12)-CLA. We attempted to enrich the two isomers by a two-step selective esterification using Candida rugosa lipase that acted on c9,t11-CLA more strongly than on t10,c12-CLA. An FFA mixture containing CLA isomers was esterified with an equimolar amount of lauryl alcohol in a mixture of 20%
water and the lipase. When the esterification of total FA reached 50%, two isomers were fractionated in a good yield: t10,c12-CLA was enriched in FFA, and c9,t11-CLA was recovered in lauryl esters. The FFA were esterified again to enrich t10,c12-CLA. At 27.3% esterification of total FA, the t10,c12-CLA content in FFA increased to 64.8 wt% with 89.3% recovery: The ratio of the content of t10,c12-CLA to that of two isomers was 95.9%. Lauryl esters obtained by the single esterification were employed for enrichment
of c9,t11-CLA. After the esters were hydrolyzed, the resulting FFA were esterified again with lauryl alcohol. At 62.0% esterification
of total FA, the c9,t11-CLA content in lauryl esters increased to 73.3 wt% with 79.4% recovery: The ratio of the content of c9,t11-CLA to that of two isomers was 95.6%. In a 600-g-scale purification, molecular distillation was effective in separating
the reaction mixture into lauryl alcohol, FFA, and lauryl ester fractions. |
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Keywords: | Candida rugosa conjugated linoleic acid enrichment lipase molecular distillation urea adduct fractionation |
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