A CHROMATOGRAPHIC APPROACH TO THE DETERMINATION OF RELATIVE FREE-ENERGIES OF INTERACTION BETWEEN HYDROPHOBIC AND AMPHIPHILIC AMINO-ACID SIDE-CHAINS

被引:24
作者
POCHAPSKY, TC
GOPEN, Q
机构
[1] Department of Chemistry, Brandeis University, Waltham, Massachusetts
关键词
AMINO ACID SIDE CHAINS; AROMATIC INTERACTIONS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROPHOBIC INTERACTIONS; PROTEIN FOLDING; PROTEIN RECOGNITION;
D O I
10.1002/pro.5560010610
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
A liquid chromatographic stationary phase was prepared by covalently binding to the surface of microparticulate silica gel functionality (benzylsilane), which mimics the side chain of the amino acid phenylalanine. The chromatographic retentions of the N-acetyl C-(N'-methyl) amides of various hydrophobic and amphiphilic amino acids on this stationary phase were measured using an aqueous mobile phase. A retention order of Gly < Ala < Cys < Val < Met < Pro < Ile < Leu < Tyr < Phe < Trp is seen at room temperature. Chromatographic retentions were used to derive free energies of adsorption of the amino acid derivatives on the chromatographic support relative to that of the glycine derivative. The temperature dependencies of the retention of aromatic and aliphatic amino acid derivatives differ in curvature, indicating a qualitative difference in the absorption mechanism. An adsorption model for retention is proposed, and arguments are made as to the suitability of an adsorption model for describing the contacts between amino acid side chains during the initial steps of protein folding.
引用
收藏
页码:786 / 795
页数:10
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