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reparation of High Purity Delta 5-Olefinic Acids from Pine Nut Oil via Repeated Lipase-Catalyzed Esterification

Authors
Kim, HeejinChoi, NakyungKim, Hak-RyulLee, JunsooKim, In-Hwan
Issue Date
11월-2018
Publisher
JAPAN OIL CHEMISTS SOC
Keywords
concentration; lipase-catalyzed esterification; Lipozyme RM IM; Delta 5-olefinic acids; pine nut oil
Citation
JOURNAL OF OLEO SCIENCE, v.67, no.11, pp.1435 - 1442
Indexed
SCIE
SCOPUS
Journal Title
JOURNAL OF OLEO SCIENCE
Volume
67
Number
11
Start Page
1435
End Page
1442
URI
https://scholar.korea.ac.kr/handle/2021.sw.korea/71932
DOI
10.5650/jos.ess18136
ISSN
1345-8957
Abstract
Delta 5-Olefinic acids have been characterized in gymnosperm plants and have been reported to have several biological health benefits. Delta 5-Olefinic acids from pine nut oil were effectively concentrated by repeated lipase-catalyzed esterification. The pine nut oil contained three major Delta 5-olefinic acids, namely taxoleic acid (C18:2 Delta 5,9), pinolenic acid (C18:3 Delta 5,9,12), and sciadonic acid (C20:3 Delta 5,11,14). The fatty acids present in pine nut oil were selectively esterified with ethanol using Lipozyme RM IM from Rhizomucor miehei as a biocatalyst. The Delta 5-olefinic acids were concentrated in the unesterified fatty acid fraction. The optimum molar ratio of the substrates (fatty acid:ethanol), temperature, the enzyme loading, and the reaction time were 1:7, 25 degrees C, 5% of total substrate weight, and 6 h, respectively. There was no significant effect in the concentration of Delta 5-olefinic acids when water was added in the reaction mixture. The same protocol and optimum conditions were employed for two times repeated lipase-catalyzed esterifications. In first lipase-catalyzed esterification, the Delta 5-olefinic acids content in the pine nut oil increased from 17 mol% to 51 mol% with a yield of 40 mol%. In a second lipase-catalyzed esterification, with the Delta 5-olefinic acids-concentrated fatty acids obtained from the first reaction as the substrate, the Delta 5-olefinic acids content increased to 86 mol% with a yield of 15 mol%. Finally, a maximum Delta 5-olefinic acids content of ca. 96 mol% with a yield of 6 mol% was obtained via a third lipase-catalyzed esterification.
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Kim, In Hwan
보건과학대학 (바이오시스템의과학부)
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