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J Biol Chem, Vol. 273, Issue 30, 19009-19018, July 24, 1998

Calorimetric Studies of Phosphatidylethanolamines with Saturated sn-1 and Dienoic sn-2 Acyl Chains

Shusen Li, Guoquan Wang, Hainan Lin, and Ching-hsien Huang

From the Department of Biochemistry and Molecular Genetics, University of Virginia School of Medicine, Charlottesville, Virginia 22908

We have semi-synthesized 18 species of mixed chain phosphatidylethanolamines (PE) in which the sn-1 acyl chain is derived from stearic, arachidic, and behenic acids, and the sn-2 acyl chain is originated from cis,cis-octadecadienoic and cis,cis-eicosadienoic acids with the two methylene-interrupted double bonds located at various positions. These PEs constituting the bilayers in the aqueous dispersion were subjected to differential scanning calorimetric experiments. The Tm values associated with the gel-to-liquid crystalline phase transitions for these PEs are found to be significantly smaller than those of the saturated counterparts. Moreover, the magnitude of the Tm-lowering effect of acyl chain diunsaturation depends critically on the positions of the two methylene-interrupted cis double bonds in the sn-2 acyl chain. Specifically, if the sn-2 acyl chain is derived from cis,cis-octadecadienoic acid, the Tm-lowering effect has the following decreasing order: Delta 9,12 > Delta 6,9 > Delta 12,15. For cis,cis-eicosadienoyl acyl chain, the Tm-lowering effect is stronger in the order of Delta 10,13 > Delta 11,14 > Delta 8,11 > Delta 5,8 > Delta 14,17. Finally, a refined molecular model is presented that can adequately explain the Tm-lowering effect of sn-2 acyl chain diunsaturation. Moreover, this same refined molecular model can also be invoked to better interpret the Tm-lowering effect observed for sn-1 saturated/sn-2 monoenoic PE.


Copyright © 1998 by The American Society for Biochemistry and Molecular Biology, Inc.
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