薬物相互作用に関する研究(第4報)螢光法による牛血清アルブミンとサリチル酸誘導体およびヒダントイン誘導体の結合
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The binding of salicylates and hydantoin derivatives to bovine serum albumin (BSA) was studied by the fluorescence method, using 1-anilinonaphthalene-8-sulfonate (ANS) as a probe. Enhancement of the fluorescence of the probe upon addition to BSA and the subsequent decrease of fluorescence in the presence of the binding competitors were used to calculate the binding constants of the probe and the competitors. This method is simple, sensitive, and rapid to determine the binding parameter and the nature of binding to the protein. In this study, the compounds used were salicylates such as salicylic acid, o-anisic acid, salicylamide, methyl salicylate, and aspirin, and hydantoin derivatives such as 5-butyl-1-phenylhydantoin, diphenylhydantoin, 1-phenyl-2-thiohydantoin, 1-phenylhydantoin, and 5-butyl-3-phenylhydantoin. The binding constants at 27°and pH 7.4 were, salicylic acid 5.14×10^4 M^<-1>, o-anisic acid 1.54×10^4 M^<-1>, salicylamide 1.01×10^4 M^<-1>, aspirin 1.00×10^4 M^<-1>, methyl salicylate 6.5×10^3 M^<-1>, 5-butyl-1-phenylhydantoin 1.40×10^4 M^<-1>, diphenylhydantoin 7.1×10^3 M^<-1>, 1-phenyl-2-thiohydantoin 5.0×10^3 M^<-1>, and 1-phenylhydantoin 4.8×10^3 M^<-1>. These results indicated that the compounds used, except 5-butyl-3-phenylhydantoin, were bound at the same binding sites as ANS. It appears that the salicylates compete with hydrantoin derivatives for the tryptophan-containing binding site on BSA molecule, and most of the binding energy is contributed by the hydrophobic and electrostatic interactions.
- 公益社団法人日本薬学会の論文
- 1978-03-25
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