Arginine increases the solubility of coumarin: Comparison with salting-in and salting-out additives

被引：70

作者：

Hirano, Atsushi ^{[1
]}

Arakawa, Tsutomu ^{[2
]}

Shiraki, Kentaro ^{[1
]}

机构：

[1] Univ Tsukuba, Inst Appl Phys, Tsukuba, Ibaraki 3058573, Japan

[2] Alliance Prot Labs, Thousand Oaks, CA 91360 USA

来源：

JOURNAL OF BIOCHEMISTRY | 2008年 / 144卷 / 03期

关键词：

arginine; caffeine; coumarin; solubility; surface tension;

D O I：

10.1093/jb/mvn078

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Poor aqueous solubility of low molecular weight drug substances hampers their development as pharmacological agents. Here, we have examined the effects of arginine on the solubility of organic compounds, coumarin, caffeine and benzyl alcohol, in aqueous solution. Arginine increased the solubility of aromatic coumarin, but not non-aromatic caffeine, concentration dependently, suggesting the favourable interaction of arginine with the aromatic structure. Consistent with this, arginine also increased the solubility of aromatic benzyl alcohol. Guanidine hydrochloride, urea and salting-in salts increased both coumarin and caffeine solubilities, while salting-out salts decreased them. These results suggest the specific interaction of arginine with aromatic groups, leading to increased solubility of coumarin. However, the effect of 1 M arginine on coumarin solubility was at most similar to 2-fold, which may limit its applications as a solubility enhancing agent.

引用

页码：363 / 369

页数：7

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