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Biophysical Journal 85:2384-2396 (2003)
© 2003 The Biophysical Society

Packing and Electrostatic Behavior of sn-2-Docosahexaenoyl and -Arachidonoyl Phosphoglycerides

Howard L. Brockman *, Kenneth R. Applegate, Maureen M. Momsen *, Weiling C. King {dagger} and John A. Glomset {dagger}

* The Hormel Institute, University of Minnesota, Austin, Minnesota 55912; and {dagger} Howard Hughes Medical Institute, Departments of Medicine and Biochemistry, and Regional Primate Research Center, University of Washington, Seattle, Washington 98195

Correspondence: Address reprint requests to Dr. John A. Glomset, Howard Hughes Medical Institute, University of Washington, Box 35730, Seattle, WA 98195-7370.

Mammalian synaptic membranes appear to contain high proportions of specific, sn-1-stearoyl-2-docosahexaenoyl- and sn-1-stearoyl-2-arachidonoyl phosphoglycerides, but the structural significance of this is unclear. Here we used a standardized approach to compare the properties of homogeneous monolayers of the corresponding phosphatidylcholines, phosphatidylethanolamines, phosphatidylserines, and phosphatidic acids with those of control monolayers of sn-1-stearoyl-2-oleoyl- and sn-1-palmitoyl-2-oleoyl phosphoglycerides. Major findings were: 1), that the presence of an sn-2-docosahexaenoyl group or an sn-2-arachidonoyl group increases the molecular areas of phosphoglycerides by 3.8 Å2 (7%) relative to the presence of an sn-2-oleoyl group; 2), that the phosphorylcholine headgroup independently increases molecular areas by a larger amount, 7.1 Å2 (13%); and 3), that the dipole moments of species having an arachidonoyl moiety or an oleoyl moiety are 83 mD (19%) higher than those of comparable docosahexaenoic acid-containing phosphoglycerides. These and other results provide new information about the molecular packing properties of polyenoic phosphoglycerides and raise important questions about the role of these phosphoglycerides in synapses.




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