On the importance of anandamide structural features for its interactions with DPPC bilayers: effects on PLA2 activity
The acylethanolamide anandamide (AEA) occurs in a variety of mammalian tissues and, as a result of its action on cannabinoid receptors, exhibits several cannabimimetic activities. Moreover, some of its effects are mediated through interaction with an ion channel-type vanilloid receptor. However, the...
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doaj-03bdd3f08b50492098fae4a5f7d122d52021-04-27T04:43:45ZengElsevierJournal of Lipid Research0022-22752005-09-0146919531961On the importance of anandamide structural features for its interactions with DPPC bilayers: effects on PLA2 activityS. Ambrosi0L. Ragni1A. Ambrosini2L. Paccamiccio3P. Mariani4R. Fiorini5E. Bertoli6G. Zolese7Istituto di Biochimica, Università Politecnica delle Marche, 60131 Ancona, ItalyDipartimento di Biologia Molecolare, Cellulare, Animale (MCA), Università di Camerino, 62032 Camerino, ItalyIstituto di Biochimica, Università Politecnica delle Marche, 60131 Ancona, ItalyIstituto di Scienze Fisiche, Università Politecnica delle Marche, 60131 Ancona, ItalyIstituto di Scienze Fisiche, Università Politecnica delle Marche, 60131 Ancona, ItalyIstituto di Biochimica, Università Politecnica delle Marche, 60131 Ancona, ItalyIstituto di Biochimica, Università Politecnica delle Marche, 60131 Ancona, ItalyTo whom correspondence should be addressed.; Istituto di Biochimica, Università Politecnica delle Marche, 60131 Ancona, ItalyThe acylethanolamide anandamide (AEA) occurs in a variety of mammalian tissues and, as a result of its action on cannabinoid receptors, exhibits several cannabimimetic activities. Moreover, some of its effects are mediated through interaction with an ion channel-type vanilloid receptor. However, the chemical features of AEA suggest that some of its biological effects could be related to physical interactions with the lipidic part of the membrane. The present work studies the effect of AEA-induced structural modifications of the dipalmitoylphosphatidylcholine (DPPC) bilayer on phospholipase A2 (PLA2) activity, which is strictly dependent on lipid bilayer features. This study, performed by 2-dimethylamino-(6-lauroyl)-naphthalene fluorescence, demonstrates that the effect of AEA on PLA2 activity is concentration-dependent. In fact, at low AEA/DPPC molar ratios (from R = 0.001 to R = 0.04), there is an increase of the enzymatic activity, which is completely inhibited for R = 0.1. X-ray diffraction data indicate that the AEA affects DPPC membrane structural properties in a concentration-dependent manner.Because the biphasic effect of increasing AEA concentrations on PLA2 activity is related to the induced modifications of membrane bilayer structural properties, we suggest that AEA-phospholipid interactions may be important to produce, at least in part, some of the similarly biphasic responses of some physiological activities to increasing concentrations of AEA.http://www.sciencedirect.com/science/article/pii/S0022227520329424dipalmitoylphosphatidylcholineLaurdanX-ray diffractionphospholipase A2 |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
S. Ambrosi L. Ragni A. Ambrosini L. Paccamiccio P. Mariani R. Fiorini E. Bertoli G. Zolese |
spellingShingle |
S. Ambrosi L. Ragni A. Ambrosini L. Paccamiccio P. Mariani R. Fiorini E. Bertoli G. Zolese On the importance of anandamide structural features for its interactions with DPPC bilayers: effects on PLA2 activity Journal of Lipid Research dipalmitoylphosphatidylcholine Laurdan X-ray diffraction phospholipase A2 |
author_facet |
S. Ambrosi L. Ragni A. Ambrosini L. Paccamiccio P. Mariani R. Fiorini E. Bertoli G. Zolese |
author_sort |
S. Ambrosi |
title |
On the importance of anandamide structural features for its interactions with DPPC bilayers: effects on PLA2 activity |
title_short |
On the importance of anandamide structural features for its interactions with DPPC bilayers: effects on PLA2 activity |
title_full |
On the importance of anandamide structural features for its interactions with DPPC bilayers: effects on PLA2 activity |
title_fullStr |
On the importance of anandamide structural features for its interactions with DPPC bilayers: effects on PLA2 activity |
title_full_unstemmed |
On the importance of anandamide structural features for its interactions with DPPC bilayers: effects on PLA2 activity |
title_sort |
on the importance of anandamide structural features for its interactions with dppc bilayers: effects on pla2 activity |
publisher |
Elsevier |
series |
Journal of Lipid Research |
issn |
0022-2275 |
publishDate |
2005-09-01 |
description |
The acylethanolamide anandamide (AEA) occurs in a variety of mammalian tissues and, as a result of its action on cannabinoid receptors, exhibits several cannabimimetic activities. Moreover, some of its effects are mediated through interaction with an ion channel-type vanilloid receptor. However, the chemical features of AEA suggest that some of its biological effects could be related to physical interactions with the lipidic part of the membrane. The present work studies the effect of AEA-induced structural modifications of the dipalmitoylphosphatidylcholine (DPPC) bilayer on phospholipase A2 (PLA2) activity, which is strictly dependent on lipid bilayer features. This study, performed by 2-dimethylamino-(6-lauroyl)-naphthalene fluorescence, demonstrates that the effect of AEA on PLA2 activity is concentration-dependent. In fact, at low AEA/DPPC molar ratios (from R = 0.001 to R = 0.04), there is an increase of the enzymatic activity, which is completely inhibited for R = 0.1. X-ray diffraction data indicate that the AEA affects DPPC membrane structural properties in a concentration-dependent manner.Because the biphasic effect of increasing AEA concentrations on PLA2 activity is related to the induced modifications of membrane bilayer structural properties, we suggest that AEA-phospholipid interactions may be important to produce, at least in part, some of the similarly biphasic responses of some physiological activities to increasing concentrations of AEA. |
topic |
dipalmitoylphosphatidylcholine Laurdan X-ray diffraction phospholipase A2 |
url |
http://www.sciencedirect.com/science/article/pii/S0022227520329424 |
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