INTERACTION OF HYDROPHOBIC ORGANIC-COMPOUNDS WITH MERCURY ADSORBED DIOLEOYLPHOSPHATIDYLCHOLINE MONOLAYERS
INTERACTION OF HYDROPHOBIC ORGANIC-COMPOUNDS WITH MERCURY ADSORBED DIOLEOYLPHOSPHATIDYLCHOLINE MONOLAYERS
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DOI：
10.1016/0005-2736(90)90035-m
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发表时间：
1990-01-29
期刊：
影响因子：
--
通讯作者：
BORLAKOGLU, J
中科院分区：
文献类型：
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作者：
NELSON, A;AUFFRET, N;BORLAKOGLU, J
疏水性有机化合物与生物膜的相互作用是影响其生物活性的重要因素。通过研究这些物质对模型膜系统的影响，可以获得对机制的基本见解。本文研究了四组疏水芳香族化合物对汞吸附的二油酰磷脂酰胆碱（DOPC）单分子膜的影响。所研究的化合物为：（1）多环芳烃（PAH），（2）多氯联苯（PCB），（3）神经毒性农药，（4）吩噻嗪。单分子层性质使用相敏a.c.伏安法和循环伏安法。这些化合物的单层的响应被记录为电容-电位曲线的形式的变化，特别是相对于两个容量峰，其对应于两个明确定义的相变。平面芳族分子引起容量峰的负位移，然而，随着分子变得更球形，响应变得更小并且峰被抑制。研究表明，平面芳香分子通过渗透单层的碳氢区域来发挥其作用，并且对于更高元的多环芳烃分子存在分子尺寸截止值。此外，单层是不那么敏感的笨重的PCB上的相变，从而对单层的自组装机制具有更大的破坏性的影响。一个直接的相关性之间的生物膜活性的吩噻嗪和它们的效果在亚微摩尔水平的单层。磷脂单分子膜对这些化合物的分子选择性表明其对生物膜的影响。
The interaction of hydrophobic organic compounds with biological membranes is an important factor in their biological activity. A fundamental insight into the mechanism can be obtained by examining the influence of these substances on model membrane systems. The effect of four groups of hydrophobic aromatic compounds on a mercury-adsorbed dioleoylphosphatidylcholine (DOPC) monolayer is described in this paper. The compounds studied were: (1) polynuclear aromatic hydrocarbons (PAH), (2) polychlorinated biphenyls (PCB), (3) neurotoxic pesticides, and (4) phenothiazines. The monolayer properties were measured using phase-sensitive a.c. voltammetry and cyclic voltammetry. The response of the monolayer to these compounds is recorded as a change in the form of the capacity-potential curve especially with respect to two capacity peaks which correspond to two well-defined phase transitions. Planar aromatic molecules cause a negative shift of the capacity peaks, however, as the molecule becomes more globular the response becomes less and the peaks become suppressed. It is shown that planar aromatic molecules exert their effect by penetrating the hydrocarbon region of the monolayer and that there is a molecular size cut-off for higher membered PAH molecules. In addition, the monolayer is not so sensitive to the bulky PCB which have a more disruptive effect on the phase transitions and thus on the mechanisms of self-assembly of the monolayer. A direct correlation is shown between the biological membrane activity of the phenothiazines and their effect on the monolayer at submicromolar levels. A molecular selectivity of phospholipid monolayers to these compounds is indicated which has implications for their effect on biological membranes.