CHIRAL RECOGNITION IN AQUEOUS-SOLUTIONS BETWEEN ENANTIOMERIC ALPHA-AMINO-ACIDS BEARING SUBSTITUTED ALKYL CHAINS AT 25-DEGREES-C - THE PREFERENTIAL CONFIGURATION MODEL

被引：21

作者：

ANDINI, S

CASTRONUOVO, G

ELIA, V

VELLECA, F

机构：

[1] Department of Chemistry, University Federico II of Naples, Naples, 80134

来源：

JOURNAL OF SOLUTION CHEMISTRY | 1995年 / 24卷 / 05期

关键词：

ALPHA-AMINO ACIDS; EXCESS PROPERTIES; CHIRAL RECOGNITION; NMR RELAXATION TIMES;

D O I：

10.1007/BF01004479

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Calorimetric, densimetric, and nuclear relaxation time measurements were carried out at 25 degrees C on binary and ternary aqueous solutions containing L and D forms of the following amino acids bearing substituted alkyl chains: lysine, glutamine, arginine, asparagine, serine, and homoserine. For three of them (lysine, glutamine, and arginine), very high differences were found between the values of the homochiral and heterochiral pairwise enthalpic interaction coefficients. Volume and spectroscopic data shaved that it is possible to detect chiral recognition by techniques other than calorimetric. The role of the zwitterionic interaction and of the substituted side chain is discussed to explain the enhanced chiral recognition of these alpha-aminoacids in respect to those bearing unsubstituted alkyl chains (alanine, alpha-aminobutyric acid, valines and leucines).

引用

页码：485 / 497

页数：13

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