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J Biol Chem, Vol. 273, Issue 30, 19009-19018, July 24, 1998
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:
Calorimetric Studies of Phosphatidylethanolamines with Saturated
sn-1 and Dienoic sn-2 Acyl Chains
9,12 >
6,9 >
12,15. For cis,cis-eicosadienoyl
acyl chain, the Tm-lowering effect is stronger in
the order of
10,13 >
11,14 >
8,11 >
5,8 >
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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