Synthesis of triglycerides of phenylbutyric acids by lipase-catalyzed glycerolysis in a solvent-free system

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Date: Dec. 2009
Publisher: Elsevier B.V.
Document Type: Article
Length: 160 words

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Abstract :

To link to full-text access for this article, visit this link: Byline: Chun-Sheng Chang, Pei-Lin Wu Keywords: Glycerolysis; Lipase; Phenylbutyrate; Solvent-free; Triphenylbutyrin Abstract: Triphenylbutyrin, a triglyceride prodrug of 4-phenylbutyric acid, has potential for use in drug delivery systems. Immobilized Candida antarctica lipase B catalyzed the synthesis of triphenylbutyrin by glycerolysis of 4-phenylbutyrate with glycerol in a solvent-free system. The use of 4-phenylbutyate with a leaving alcohol moiety in the acyl-transfer reaction can shift the equilibrium of the reaction toward the synthesis of triphenylbutyrin, since the alcohol by-product can be removed by vacuum. A 97% yield of triphenylbutyrin was achieved in a solvent-free system at a reaction temperature of 75[degrees]C by combination of molecular sieves to limit the hydrolysis side reaction and a vacuum system to shift the reaction equilibrium in a solvent-free system. Author Affiliation: Department of Biotechnology, Southern Taiwan University, Tainan Hsien 710, Taiwan Article History: Received 29 January 2009; Revised 21 June 2009; Accepted 21 June 2009

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Gale Document Number: GALE|A210926521