A product of ozonolysis of cholesterol alters the biophysical properties of phosphatidylethanolamine membranes.
A product of ozonolysis of cholesterol alters the biophysical properties of phosphatidylethanolamine membranes.
复制标题
胆固醇臭氧分解的产物改变磷脂酰乙醇胺膜的生物物理特性。
作者：
E. Wachtel;D. Bach;R. Epand;A. Tishbee;R. Epand
有证据表明，臭氧与胆固醇反应的某些产物会导致动脉粥样硬化。这些化合物之一是3β-羟基-5-氧代-5,6-secocholestan-6-al。我们合成了这种化合物，并证明它与磷脂酰乙醇胺反应形成席夫碱。 3β-羟基-5-氧代-5,6-secocholestan-6-al 也会影响磷脂酰乙醇胺的物理性质。我们通过 DSC 和 X 射线衍射表明，它增加了膜的负曲率。此外，3beta-羟基-5-oxo-5,6-secocholestan-6-al 会导致层状相变得无序，导致层状周期性丧失。 3β-羟基-5-氧代-5,6-secocholestan-6-al 与磷脂酰乙醇胺的化学和物理相互作用可能会导致这种脂质对细胞膜的破坏作用，从而导致病理。
There is evidence that some products of the reaction of ozone with cholesterol contribute to atherosclerosis. One of these compounds is 3beta-hydroxy-5-oxo-5,6-secocholestan-6-al. We have synthesized this compound and have demonstrated that it reacts with phosphatidylethanolamine to form a Schiff base. The 3beta-hydroxy-5-oxo-5,6-secocholestan-6-al also affects the physical properties of phosphatidylethanolamines. We show by both DSC and X-ray diffraction that it increases the negative curvature of the membrane. In addition, 3beta-hydroxy-5-oxo-5,6-secocholestan-6-al causes the lamellar phase to become disorganized, resulting in the loss of lamellar periodicity. The chemical and physical interactions of 3beta-hydroxy-5-oxo-5,6-secocholestan-6-al with phosphatidylethanolamines may contribute to damaging effects of this lipid on cell membranes, resulting in pathology.