Sturtevant J M, Ho C, Reimann A
Proc Natl Acad Sci U S A. 1979 May;76(5):2239-43. doi: 10.1073/pnas.76.5.2239.
The thermotropic behavior of three fluorinated phospholipids has been studied by means of high-sensitivity differential scanning calorimetry. The three lipids are 1,2-di(X,X-difluoromyristovyl)phosphatidylcholine with X = 4,8, or 12. The compound with X = 4 has a higher transition temperature than dimyristoylphosphatidylcholine whereas the other two have lower values. All three lipids have transition enthalpies approximately twice that of the unsubstituted lipid. It was found the substituted lipids form strikingly nonideal mixtures with the parent compound. In view of these observations it is evident that results obtained using these or related compounds as probes of bilayer or membrane behavior must be interpreted with due caution. Some of the properties exhibited by geminal fluorine atoms in fluorinated phospholipids appear to be similar to those of cis double bonds in lipids.
通过高灵敏度差示扫描量热法研究了三种氟化磷脂的热致行为。这三种脂质分别是1,2-二(X,X-二氟肉豆蔻酰基)磷脂酰胆碱,其中X = 4、8或12。X = 4的化合物的转变温度高于二肉豆蔻酰磷脂酰胆碱,而另外两种的转变温度较低。所有这三种脂质的转变焓约为未取代脂质的两倍。发现取代的脂质与母体化合物形成明显的非理想混合物。鉴于这些观察结果,很明显,使用这些或相关化合物作为双层或膜行为的探针所获得的结果必须谨慎解释。氟化磷脂中偕二氟原子表现出的一些性质似乎与脂质中顺式双键的性质相似。