J. Lipid Res.
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The Journal of Lipid Research, Vol. 40, 140-151, January 1999
Copyright © 1999 by Lipid Research, Inc.


Original Article

Structural analyses of polymorphic transitions of sn -1,3-distearoyl-2-oleoylglycerol (SOS) and sn -1,3-dioleoyl-2-stearoylglycerol (OSO): assessment on steric hindrance of unsaturated and saturated acyl chain interactions

Junko Yanoa, Kiyotaka Satoa, Fumitoshi Kanekob, Donald M. Smallc, and Dharma R. Kodalid
a Faculty of Applied Biological Science, Hiroshima University, Higashi-Hiroshima, 739-8528 Japan
b Department of Macromolecular Science, Graduate School of Science, Osaka University, Toyonaka, 560-0043 Japan
c Department of Biophysics, Housman Medical Research Center, Boston, MA 02118
d Central Research, Cargill Inc., Minneapolis, MN 55440-5699

Correspondence to: Junko Yano

Polymorphic transformations in two saturated-unsaturated mixed acid triacylglycerols, SOS (sn -1,3-distearoyl-2-oleoylglycerol) and OSO (sn -1,3-dioleoyl-2-stearoylglycerol), have been studied by FT-IR spectroscopy using deuterated specimens in which stearoyl chains are fully deuterated. A reversible phase transition between sub {alpha} and {alpha} and a series of irreversible transitions ({alpha}->{gamma}->ß'->ß 2, ß1) for SOS and {alpha}->ß'->ß for OSO) were studied with an emphasis on the conformational ordering process of stearoyl and oleoyl chains. The {alpha}->sub {alpha} reversible transition was due to the orientational change of stearoyl chains in the lateral directions from the hexagonal subcell to a perpendicularly packed one. As the first stage of the series of irreversible transitions from {alpha} to ß, the conformational ordering of saturated chains took place in the {alpha}->{gamma} transition of SOS and in the {alpha}->ß' transition of OSO; one stearoyl chain in SOS and OSO takes the all-trans conformation and the second stearoyl chain in SOS takes the bent conformation like those observed in the most stable ß-type. As the final stage, the ordering of unsaturated chains occurred in the ß'->ß transition both for SOS and OSO. A conversion in the layered structure from bilayer to trilayer was also accompanied by the conformational ordering in the {alpha}->{gamma} transition of SOS and in the ß'->ß transition of OSO.—Yano, J., K. Sato, F. Kaneko, D. M. Small, and D. R. Kodali. Structural analyses of polymorphic transitions of sn -1,3-distearoyl-2-oleoylglycerol (SOS) and sn-1,3-dioleoyl-2-stearoylglycerol (OSO): assessment on steric hindrance of unsaturated and saturated acyl chain interactions. J. Lipid Res. 1999. 40: 140–151.

Supplementary key words: polymorphism, phase behavior, infrared spectroscopy, molecular packing, molecular conformation, deuteration


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