Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
The Lipase-Catalyzed Reaction of n-Alkyl n-Butyrates with Methanol
HIDEKO ISHIHARAHIROH IKEZAWASETSUZO TEJIMA
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1975 Volume 23 Issue 12 Pages 3266-3271

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Abstract
In order to reveal a difference between the enzyme mechanisms of lipase and esterase, lipase-catalyzed methanolysis was compared with esterase-catalyzed methanolysis. 1) Purified pancreatic lipase and a mold, Mucor lipase were found to catalyze methanolysis of n-alkyl n-butyrates and tri-n-butyrin in heterogeneous assay system. 2) The same partitioning ratio (A/H), irrespective of the substrate leaving group, was obtained by our experiments. This indicates formation of a common intermediate during solvolysis. It is reasonable to postulate that this intermediate is an acyl enzyme. 3) Kinetic parameters for lipase and esterase were estimated and compared with each other. Acyl-esterase was more susceptible to nucleophilic attack by methanol than acyl-lipase.
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© The Pharmaceutical Society of Japan
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