Kozubek A, Demel R A
Biochim Biophys Acta. 1981 Apr 6;642(2):242-51. doi: 10.1016/0005-2736(81)90443-0.
The increased membrane permeability for K+, glycerol and erythritol, and membrane lysis induced by alkyl and alkenyl resorcinols, respectively, might be due to the interaction with membrane proteins and the formation of reversed micelles. The 5-(n-alk(en)yl) resorcinols show a very high stability at the air/water interface. The molecular area is 0.28 and 0.37 nm2 (at 30 mN/m) for alkyl and alkenyl resorcinols from rye, respectively. Differential scanning calorimetry experiments show a miscibility of alk(en)yl resorcinols with phosphatidylcholines. Only for alkenyl resorcinols is a small reduction found in the free energy of dipalmitoyl phosphatidylcholine. Electron microscopy studies show protein patching in erythrocyte membranes after the addition of resorcinols. The resorcinol-induced K+ release is not influenced by the presence of proteolytic enzymes, but strongly reduced by bovine serum albumin and glycophorin. 31P-NMR measurements show the occurrence of an isotropic and hexagonal signal in egg phosphatidylcholine in the presence of about 30 mol% alk(en)yl resorcinol.
钾离子、甘油和赤藓糖醇的膜通透性增加，以及烷基间苯二酚和烯基间苯二酚分别诱导的膜裂解，可能是由于与膜蛋白的相互作用以及反胶束的形成。5-（正烷（烯）基）间苯二酚在空气/水界面表现出非常高的稳定性。黑麦中的烷基间苯二酚和烯基间苯二酚的分子面积分别为0.28和0.37 nm²（在30 mN/m下）。差示扫描量热法实验表明烷（烯）基间苯二酚与磷脂酰胆碱互溶。仅对于烯基间苯二酚，发现二棕榈酰磷脂酰胆碱的自由能有小幅降低。电子显微镜研究表明添加间苯二酚后红细胞膜中出现蛋白质斑块。间苯二酚诱导的钾离子释放不受蛋白水解酶存在的影响，但牛血清白蛋白和血型糖蛋白可使其显著降低。³¹P-NMR测量表明，在存在约30 mol%烷（烯）基间苯二酚的情况下，卵磷脂酰胆碱中出现各向同性和六方信号。
