Journal of Lipid Research, Vol. 10, 504-506, September 1969
Copyright © 1969 by Lipid Research, Inc.

Reactivity of plasmalogens: kinetics of acid-catalyzed hydrolysis

Michael F. Frosolono and Maurice M. Rapport

Department of Biochemistry, Albert Einstein College of Medicine, Yeshiva University, Bronx, New York 10461

The acid-catalyzed hydrolysis of the ,ßbeta;-unsaturated ether group of two plasmalogens, lysophosphatidal choline and lysophosphatidal ethanolamine, and several model compounds (isobutyl vinyl ether, 1-butenyl ethyl ether, and dihydropyran) was studied by determining the true second-order rate constants. The results indicate that the chemical reactivity of the substituted vinyl ether group in plasmalogens is not appreciably affected by the presence of a bulky substituent on the ßbeta;-carbon. Activation energies, enthalpies, and entropies were also determined (from measurements of the rate constants at different temperatures).

Supplementary key words vinyl ether • lysophosphatidal choline • lysophosphatidal ethanolamine • energy of activation • enthalpy of activation • entropy of activation

Submitted on January 15, 1969
Accepted on May 15, 1969

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