J. Lipid Res.
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A more recent version of this article appeared on April 1, 2003

Papers In Press, published online ahead of print January 16, 2003
J. Lipid Res., doi:10.1194/jlr.M200395-JLR200
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Submitted on October 3, 2002
Revised on December 20, 2002
Accepted on January 3, 2003

Different modulation of the phospholipase A2 activity by saturated and monounsaturated N-acylethanolamines

Giovanna Zolese, Michal Wozniak, Paolo Mariani, Letizia Saturni, Enrico Bertoli, and Annarina Ambrosini

Istituto di Biochimica, Università di Ancona, Ancona 60100

Corresponding Author: zolese{at}popcsi.unian.it

The physiological functions of N-acylethanolamines are poorly understood, although many functions were suggested for these naturally occurring membrane components of plants and animals. The binding with cannabinoid receptors CB1 and CB2 was demonstrated for some N-acylethanolamines, such as anandamide. However, the chemical nature of these molecules suggests that some of their biological effects on biomembranes could be related, at least partially, to physical interactions with the lipid bilayer. The present work studies the effect of saturated and monounsaturated N-acylethanolamines on Phospholipase A2 activity, which is dependent from lipid bilayer features. The present studies, performed by Laurdan fluorescence, demonstrate that the acyl chain length and the presence of a single double bond are crucial for the enzymatic activity modulation by N-acylethanolamines. In fact, saturated N-acylethanolamines with 10 Carbon atoms doesn't affect the Phospholipase A2 activity, while N-acylethanolamines with 12 and 16 Carbon atoms largely activate the enzyme. On the other hand, an acyl chain length of 18 Carbon atoms, with or without the presence of a double bond, only slightly affects the enzymatic activity. A structural model for N-acylethanolamines-lipid interactions is proposed, in order to explain the differences in the Phospholipase A2 activity modulation by these fatty acid derivatives.


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