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Gel to Liquid-Crystalline Transition Temperatures of Water Dispersions of Two Pairs of Positional Isomers of Unsaturated Mixed-Acid Phosphatidylcholines

Gel to Liquid-Crystalline Transition Temperatures of Water Dispersions of Two Pairs of Positional Isomers of Unsaturated Mixed-Acid Phosphatidylcholines

P J Davis, B D Fleming, K P Coolbear, K M Keough

Biochemistry. 1981 Jun 9;20(12):3633-6.

PMID: 7260060

Abstract:

The gel to liquid-crystalline phase transition temperatures of dispersions of mixed-acid sn-1,2-lecithins which contain one unsaturated and one saturated fatty acid have been studied by differential scanning calorimetry. The temperature for 1-oleoyl-2-palmitoyl-sn-glycero-3-phosphocholine (containing no reversed isomer) was -9.3 degrees C while that for 2-oleoyl-1-palmitoyl-sn-glycero-3-phosphocholine (containing 8% of the reversed isomer) was -2.6 degrees C. The temperature for 2-oleoyl-1-stearoyl-sn-glycero-3-phosphocholine (containing 6% of the reversed isomer) was 6.3 degrees C while that for 1-oleoyl-2-stearoyl-sn-glycero-3-phosphocholine (containing 18% of the reversed isomer) was 8.6 degrees C. The differences in transition temperatures for the isomers of a pair containing the same two acids were consistent with those observed for positional isomers of saturated mixed-acid lecithins in that the isomer of the pair which had the longer fatty acid in the sn-1 position had the lower temperature. The phase transition temperatures of pairs of isomers containing palmitate and oleate at the sn-1 and -2 positions were different by at least 6.7 degrees C, while those containing stearate and oleate were different by at least 2.3 degrees C. Differences in the chain lengths of the fatty acids at the two positions of the glycerol appear to predominate over differences in the depths of the double bonds in the bilayer in determining the transition temperatures.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP19420576	1-Stearoyl-sn-glycero-3-phosphocholine		19420-57-6	Price
AP26853316	2-Oleoyl-1-palmitoyl-sn-glycero-3-phosphocholine		26853-31-6	Price

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