Submitted to: Pacifichem Symposium
Publication Type: Abstract Only
Publication Acceptance Date: 8/31/2005
Publication Date: 12/15/2005
Citation: McKeon, T.A., Kang, S., Turner, C., He, X., Lin, J.W. 2005. Selective Hydrolysis of Polar Triacylglycerols by Lipases. Pacifichem Symposium.
Technical Abstract: Many lipases display some degree of sn-1, sn-3 selectivity toward acyl groups linked to the glycerol backbone. We have found conditions which provide selective hydrolysis of acyl chains from the triacylglycerol. These conditions depend on the lipase itself, the solvent in which hydrolysis or alcoholysis occurs, the water activity, and the nature of the acyl chain. We have used triricinolein, which contains three hydroxy acyl chains, as a model for evaluating the effect of mid-chain polar groups on hydrolysis. The products obtained include high yields of 1,2 (2,3)-diacylglycerols and 2-monoacylglycerols. The MG can be reacylated to provide mixed diacylglycerols. Although carried out on a laboratory scale, the reactions are inherently scaleable, so that this process can be used in synthesis of large amounts of hydroxylated mono- and diacylglycerols.