EFFECT OF GUANIDINIUM, CARBAMOYLGUANIDINIUM, AND GUANYLGUANIDINIUM SALTS ON SOLUBILITY OF BENZOYL-L-TYROSINE ETHYL ESTER AND ACETYLTETRAGLYCINE ETHYL ESTER IN WATER

被引:10
作者
CASTELLI.FJ
BARKER, R
机构
[1] Department of Biochemistry, The University of Iowa, Iowa City
[2] Department of Biochemistry, Duke University Medical Center, Durham, N. C.
关键词
D O I
10.1021/bi00836a046
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
The effects of the chloride, bromide, iodide, and thiocyanate salts of guanidinium, carbamoylguanidinium, and guanylguanidinium cations on the water solubility of benzoyl-L-tyrosine ethyl ester, a model hydrophobic compound, and acetyltetraglycine ethyl ester, a model peptide and amide compound, have been examined. Regardless of the cation used, the solubility of both model compounds increases progressively through the series chloride < bromide < iodide < thiocyanate. This anion series parallels the effectiveness of these anions as denaturants of several proteins. When the anion is held conslant, the cation effect on the solubility of benzoyl-L-tyrosine ethyl ester is guanidinium < guanylguanidinium < carbamoylguanidinium and the cation effect on the solubility of acetyltetraglycine ethyl ester is guanidinium < carbamoylguanidinium < guanylguanidinium. It is concluded that the protein denaturing effectiveness of these guanidinium, carbamoylguanidinium, and guanylguanidinium salts is due to their ability to increase the solubility of protein hydrophobic and peptide amide groups. © 1969, American Chemical Society. All rights reserved.
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页码:3439 / &
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