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Resistance of certain long‐chain polyunsaturated fatty acids of marine oils to pancreatic lipase hydrolysis
Author(s) -
Bottino Nestor R.,
Vandenburg Gloria A.,
Reiser Raymond
Publication year - 1967
Publication title -
lipids
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.601
H-Index - 120
eISSN - 1558-9307
pISSN - 0024-4201
DOI - 10.1007/bf02533177
Subject(s) - lipase , docosahexaenoic acid , eicosapentaenoic acid , chemistry , hydrolysis , triglyceride , polyunsaturated fatty acid , docosapentaenoic acid , clinical chemistry , double bond , triacylglycerol lipase , biochemistry , fish oil , fatty acid , food science , organic chemistry , enzyme , biology , cholesterol , fish <actinopterygii> , fishery
When whale oil triglycerides were subjected to pancreatic lipase hydrolysis, eicosapentaenoic and docosahexaenoic acids were found mainly in the di‐ and triglyceride products, suggesting that they are in the 1,3‐positions but resistant to the action of the lipase. Their presence in the 1,3‐positions was confirmed. Their resistance to pancreatic lipase hydrolysis was demonstrated by analysis of the products of the enzyme action on: (a) a concentrate of highly unsaturated whale oil triglycerides; (b) the latter after randomization; and (c) synthetic 1,2‐di‐octadecenoyl‐3‐eicosapentaenoyl glycerol. Docosapentaenoic acid was also shown to be present in the 1,3‐position of whale oil triglycerides but was not lipase resistant. It is postulated that the presence of a double bond near the carboxyl group exercises an inhibitory effect, or that the location of the double bonds in the resistant acids places their terminal methyl groups close to the carboxyl, producing a steric hindrance effect.