Reactivity of plasmalogens: kinetics of acid-catalyzed hydrolysis

The acid-catalyzed hydrolysis of the α,β-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 constant...

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Bibliographic Details
Main Authors: Michael F. Frosolono, Maurice M. Rapport
Format: Article
Language:English
Published: Elsevier 1969-09-01
Series:Journal of Lipid Research
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S002222752043041X
Description
Summary:The acid-catalyzed hydrolysis of the α,β-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 β-carbon. Activation energies, enthalpies, and entropies were also determined (from measurements of the rate constants at different temperatures).
ISSN:0022-2275