Journal of Lipid Research, Vol. 13, 256-262, March 1972
Copyright © 1972 by Lipid Research, Inc.

Digestion of the mono- and diesters of hexane-1,6-diol by pancreatic lipase

F. H. Mattson and R. A. Volpenhein

Procter & Gamble Company, Miami Valley Laboratories, Cincinnati, Ohio 45239

The digestion in vitro by pancreatic lipase (EC 3.1.1.3) of the mono- and dioleate esters of hexane-1,6-diol has been studied. Under the conditions employed, the pathways for the lysis of these materials are proposed to be a hydrolysis step

diester monoester + free fatty acid

and a transesterification step

2 monoesters diester + free alcohol.

If only the diester is present initially, it is hydrolyzed at a continuously decreasing rate with an accumulation of monoester. When the ratio of bulk concentration of diester to monoester i approximately 2.5 to 1, the diester and monoester are lysed at the same rate. As digestion continues, the amount of diester decreases but the amount of monoester remains constant. This behavior is attributed to the greater surface activity of the monoester, which causes the accumulation of this species at the oil-water interface.

Supplementary key words fatty acid ester hydrolysis • trans-esterification • hexanyl-1,6-dioleate • hexanyl-1-oleoyl-6-ol • pancreatic lipase • interfacial reactions • surface activity

Submitted on July 22, 1971
Accepted on November 5, 1971

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