Judis J
J Pharm Sci. 1982 Oct;71(10):1145-7. doi: 10.1002/jps.2600711017.
The binding of phenol and four of its derivatives to whole human serum and several human serum proteins was investigated. 14C-labeled derivatives were utilized and binding was studied by either equilibrium or dynamic dialysis. Phenol itself was bound least to most of the serum proteins as compared to the derivatives and albumin, and whole human serum exhibited the highest percent binding of the proteins used. Percent binding to albumin and serum paralleled molecular weights of the derivatives, but not definite pattern was observed in ranking the percent binding of the other derivatives to the other serum proteins. Binding constants (K1, K2, n1 and n2) were determined from Scatchard plots for all the derivatives except p-chloro-m-xylenol. Phenol was found to have the highest association constant (K1) and p-tert-amylphenol, the lowest. For the entire group of five derivatives and albumin as the protein, a direct, statistically significant correlations was found between percent binding and Hansch pi values. No correlation was found with Hammett sigma values. It is concluded that binding of the phenol derivatives to albumin involves primarily hydrophobic bonds.
研究了苯酚及其四种衍生物与全人血清和几种人血清蛋白的结合情况。使用了14C标记的衍生物，并通过平衡透析或动态透析研究结合情况。与衍生物和白蛋白相比，苯酚本身与大多数血清蛋白的结合最少，全人血清在所使用的蛋白质中表现出最高的结合百分比。与白蛋白和血清的结合百分比与衍生物的分子量平行，但在排列其他衍生物与其他血清蛋白的结合百分比时未观察到明确模式。除对氯间二甲苯酚外，所有衍生物的结合常数（K1、K2、n1和n2）均由Scatchard图确定。发现苯酚具有最高的缔合常数（K1），对叔戊基苯酚的缔合常数最低。对于这五种衍生物和白蛋白作为蛋白质的整个组，发现结合百分比与Hansch π值之间存在直接的、具有统计学意义的相关性。未发现与Hammett σ值相关。结论是，苯酚衍生物与白蛋白的结合主要涉及疏水键。
