HOME HELP FEEDBACK SUBSCRIPTIONS ARCHIVE SEARCH TABLE OF CONTENTS		QUICK SEARCH:   [advanced] Author: Keyword(s): Year:  Vol:  Page:

This Article Full Text (PDF) Alert me when this article is cited Alert me if a correction is posted Citation Map Services Email this article to a friend Similar articles in this journal Similar articles in PubMed Alert me to new issues of the journal Download to citation manager Request Permissions Citing Articles Citing Articles via HighWire Citing Articles via Google Scholar Google Scholar Articles by Applegate, K. R. Articles by Glomset, J. A. Search for Related Content PubMed PubMed Citation Articles by Applegate, K. R. Articles by Glomset, J. A. Social Bookmarking                      What's this?

Journal of Lipid Research, Vol 27, 658-680, Copyright © 1986 by Lipid Research, Inc.

REVIEWS

Computer-based modeling of the conformation and packing properties of docosahexaenoic acid

KR Applegate and JA Glomset

We used a molecular modeling approach to search for a conformation of docosahexaenoic acid (DHA) that might uniquely influence acyl chain packing in cell membranes. Studies of DHA models containing six cis double bonds and five intervening methylene groups identified two conformations of special interest. Both had nearly straight chain axes formed by methylene carbon alignment. In one, the carbons of the six double bonds projected outward from the methylene axis in two nearly perpendicular planes to form an angle iron-shaped molecule. In the other, the double-bond carbons projected outward from the axis at nearly 90 degree-intervals to form a helix. Studies of packed arrays of these hexaenes with or without saturated hydrocarbons showed that tight intermolecular packing arrangements were possible, particularly in the case of the angle iron-shaped molecules. The planar surfaces of two or more such molecules could be brought into contact "back to back," while the interplanar "V groove" of each molecule could come into close apposition with a saturated chain. Because a similar mixed chain packing arrangement was found also for 1,2 diacylglycerols, these results raise the possibility that DHA may, in certain circumstances, promote tight, regular acyl chain packing arrays in DHA-rich membranes.
CiteULike    Complore    Connotea    Del.icio.us    Digg    Reddit    Technorati    What's this?

This article has been cited by other articles:

				S. R. Shaikh and M. Edidin Polyunsaturated fatty acids, membrane organization, T cells, and antigen presentation Am. J. Clinical Nutrition, December 1, 2006; 84(6): 1277 - 1289. [Abstract] [Full Text] [PDF]

				J. A. Glomset Role of Docosahexaenoic Acid in Neuronal Plasma Membranes Sci. Signal., February 7, 2006; 2006(321): pe6 - pe6. [Abstract] [Full Text] [PDF]

				X. Tian, J. Guo, F. Yao, D.-P. Yang, and A. Makriyannis The Conformation, Location, and Dynamic Properties of the Endocannabinoid Ligand Anandamide in a Membrane Bilayer J. Biol. Chem., August 19, 2005; 280(33): 29788 - 29795. [Abstract] [Full Text] [PDF]

				H. Shmeeda, P. Kaspler, J. Shleyer, R. Honen, M. Horowitz, and Y. Barenholz Heat acclimation in rats: modulation via lipid polyunsaturation Am J Physiol Regulatory Integrative Comp Physiol, August 1, 2002; 283(2): R389 - R399. [Abstract] [Full Text] [PDF]

				J.-O. Hindenes, W. Nerdal, W. Guo, L. Di, D. M. Small, and H. Holmsen Physical Properties of the Transmembrane Signal Molecule, sn-1-Stearoyl 2-Arachidonoylglycerol. ACYL CHAIN SEGREGATION AND ITS BIOCHEMICAL IMPLICATIONS J. Biol. Chem., March 15, 2000; 275(10): 6857 - 6867. [Abstract] [Full Text] [PDF]

				I. R. Brude, C. A. Drevon, I. Hjermann, I. Seljeflot, S. Lund-Katz, K. Saarem, B. Sandstad, K. Solvoll, B. Halvorsen, H. Arnesen, et al. Peroxidation of LDL From Combined-Hyperlipidemic Male Smokers Supplied With ¯-3 Fatty Acids and Antioxidants Arterioscler. Thromb. Vasc. Biol., November 1, 1997; 17(11): 2576 - 2588. [Abstract] [Full Text]

				T. R. Stouch, H. E. Alper, and D. Bassolino-Klimas Supercomputing Studies of Biomembranes International Journal of High Performance Computing Applications, March 1, 1994; 8(1): 6 - 23. [Abstract] [PDF]